NICHOLE ch 2 By SluttyMatthew

It has been a while since I documented any of our sexual experiences. In fact, I did go to Nichole's house and met Kali again and her shemale friend Mye. Since nothing really special happened other than my giving Mye a blowjob, I did not document the story.

But on a Saturday evening (late April 2023) I was invited over to Nichole's again for a 'Special Party' as Nichole called it. And oh my god what a special party it was!! I am not going to get too deeply into the initial portion but I will describe the attendees here as I did not even touch on Mye and she is a stunner.

There was me, my shemale friend Nichole, and four of Nichole's female friends (who all turned out to be shemale). And the first girl Nichole did introduce me to was Kali (who I had met several times), Mye, who I met the last time I was at Nichole's I met next and two new girls I had not met yet, Jasmin & Lana, I was next introduced to. After I was fully introduced (and treated very nicely) Nichole whispered in my ear, "I promised you that if you would be my blowbuddy that I would teach you how to consistently get better and better at sucking cock. You are getting pretty good at deepthroating so today you are going to suck five shemale cocks at once. Would you like that?" I nodded yes but in truth was a little worried and anxious.

Here I will take the opportunity to describe the girls. Nichole is cute and peppy and fun with a nice cock. Kali is a little serious, does not talk much, is pretty but not as pretty as Nichole and also has a nice cock. Mye is absolutely beautiful. A 9 1/2 on a scale of 0 to 10! She is nicely tanned all over, has straight dark hair, brown eyes, perfect pouty lips, wore cream color 4 inch heels (she is already naturally taller than Nichole and Kali) and a light cotton white skirt with a cream-colored top with a heart pendant around her neck hanging between her PERFECT tits (and they are perfect. Absolutely perfect).And she is very sweet and somewhat reserved. Her cock is not as long as Nichole's nor Kali's but it is as thick and beautiful. I loved sucking her cock!

The two new girls are nice too. Jasmin talks with a Hispanic accent and is nice. She had long, black hair down to her butt, is kinda cute, has a nice body and many tattoos and wore a skin tight light green short dress. And her cock seemed at least as long as Nichole's was and had the strangest characteristic in that it had a VERY prominent curve to it, like a banana. Lana I met last. Lana is, I am almost sure, of some ethnic mix that I could not place. She had a slight accent too. She was, by far, the tallest of the ladies. Her skin was stunningly white, she wore a long cotton white dress, red shoes and stockings, and bright red lipstick. And she looked me up and down when we were introduced. And, as I learned later that night, Lana has a cock that is longer and thicker than any of the other girls! This was so obvious when I first saw her hard cock, I could not stop staring at it. I was speechless.

The night started with us six sitting around having drinks and chatting. The girls had a lot of questions for me that seemed to be of a curious nature. How I knew Nichole. How long we knew each other. What do we do when we hang out. Mye said little and Kali said nothing. Nichole answered for me sometimes. Just when I felt a little interrogated, Kali spoke up and said, "Oh my god, girls... He was curious about sucking cock so Nichole told him he should try it at least once. She told him to stop overthinking it and just suck cock and he gave Nichole his first blowjob that very night, right?"

I nodded my head silently, "Yes."

"Since then he has blown me too. And even Mye once. Show them the video we took."

"You do not mind Matt, do you," asked Nichole.

"I guess... not as long as it does not leave this room," I said.

As Nichole got up to get her cell phone Kali said, "And now, Matt likes sucking cock, right Matt?"

I nodded again silently and she responded, "I think he actually loves sucking cock. Matt has now officially joined 'The Club'. Matt IS a cocksucker!"

Before I could answer, Jasmin and Lana, now excited, had even more questions:

"Where did you get the idea to try giving a blowjob in the first place?"

"From watching women do it in pornos"

"Do you think you did as good at sucking cock as the girls in the pornos?"

"Yes I do!"

"Do you swallow?"

"Yes I do."

"Do you think you looked good with a cock in your mouth?"

"Uh, I am not sure but I think so."

"How long did it take to make Nichole cum the first time?"

"Not as long as I thought it would."

"Can you deepthroat?"

"Yes, Nichole and Kali taught me."

Then Nichole came back with her cell phone and we all crowded around her to watch a clip from the first night I spent with Nichole. It was erotic and funny to watch me tentatively looking at Nichole's hard 8 inch cock for the very first time and listening to her encourage me by saying, "Don't be shy Matt. When my cock is inside your mouth you are going to love the way it feels I promise," as I wrap my lips around her dick a second later and start to suck as best I can.

Jasmin and Lana and Maye looked at me smiling as I sucked Nichole's cock awkwardly on the cell phone video. "What did you expect me to do...? NOT suck her cock," was all I could think of to say. By the end of the video Maye remarked, "Wow, he is not afraid to enjoy it is he!" And I had to admit that I DID look more comfortable sucking that first cock than when I started.

Then we watched some of the video from early January where Nichole and Kali taught me how to deepthroat and swallow cum. It was obvious that they could see that my deepthroat skills and cum swallowing desire had increased during the time I was there that night.

After the end of the movie where I deepthroated Kali's whole cock and swallowed her cumload eagerly, Nichole stopped the video at a point where you could see me smiling with cum on my lips. Jasmin (Jaz they call her) said to me, "Matt, it looks in the video like the more experience you got swallowing cum the more you enjoyed it. Do you like swallowing cum?" I quietly said, "Yes." She blatantly but softly asked, "Would you like to swallow some more cum?" I just answered simply, "yes," which made me so very horny admitting I would enjoy swallowing some more cum. And I swear Jaz was getting a bulge in her tight dress. Jaz answered, "I can tell you would Matt... everyone knows there is no going back from that taste when you swallow that first load of cum."

Nichole took control then and asked, "Matt you are doing so well so far but I think you can do better. Do you want to be better Matt?" She did not specifically say what I needed to be better at but I KNEW she was talking about sucking cock so I said, "Yes, I can be better I think." So Nichole said, "You need to be better so it is time for you to be sucking way more cock! And tonight you have five willing women to help you out!"

Then she said, "Matt, remember the 'Ready For Cock' Face I taught you to make?"

I was shocked. I remembered what she taught me completely but I never thought she would use it with me. Nichole said, "Go kneel in front of Jaz and Lana and show them what I taught you."

So I stood in front of Jazzy and Lana, knelt on my knees right in front of them, slid my hands into their lap where I knew I would find a bulge, bent my neck backwards to a slight degree so my face was pointing directly at their faces above me, opened my mouth as wide as it would go and stuck my tongue out as far as I could while continuing to smile and watch each of them with my eyes. Jazzy and Lana just stood amazed as I knelt before them with my mouth wide open and my tongue out not moving. Finally Nichole said, "Matt, tell Jaz & Lana what we call that pose."

I said, "We call it 'The Ready For More Cock Face'." I could feel Jaz getting harder under my hand.

Nichole got up, walked over to me, pulled out her hard cock in her hand, positioned her dick right over my face then let it rest against my tongue and open mouth and said, "Matt, I think you need a big cock and a load of cum to swallow." She let her cock rest there then pulled it away and sat on the couch again and motioned for me to get up and sit next to her which I did. She showed me her cell which was playing a 15 second clip of a guy surrounded by several shemales and taking turns sucking their cocks. As I watched the movie being shown to me, she caressed my hard cock and spoke to me.

"Matt, you are hard and horny. And look around you (Kali had her fully hard cock out and was stroking it already. Jazzy was rubbing her bulge. Nichole was still fully hard, Mye had her hand on her bulge too. Only Lana had not moved). I know you want to suck all of these girl-cocks. They are ready for you too. Matt, you have no excuse not to suck cock tonight. This video you are watching... this is going to be you tonight. We are going to get ready and then you are going to suck a lot of cock!"

Nichole took her phone away, got up, spoke to the other girls, and they all went into the bedroom and shut the door. I kinda panicked but still coated my lips with chapstick, got a large glass of water, drank some then put the glass on the living room table. I took all of my clothes off and stroked my hard cock and thought about what I was going to do. In the video the guy was in the middle of a circle of several shemales sucking one shemale cock while stroking the shemale to her left with one hand and also stroking the cock of the shemale to the right. Then he would switch after 30 seconds. Could I do this?

Then all of the girls came out of the bedroom wearing nothing or nearly nothing. In no time I found myself on my knees on the living room carpet with Nichole's cock in my mouth, stroking Kali's cock in my right hand, and stroking Mye's cock in my left hand. 30 seconds later I shifted to the right and started sucking Kali's cock while stroking Nichole's cock with my left hand and simultaneously stroking Jazzy's cock with my right-hand. Switching, sucking and stroking in a coordinated fashion like this was harder than I thought. And this was a distraction from how horny and slutty I felt being the cocksucker for five dicks. I just wanted to be deepthroated and swallow a load of cum as soon as I could but switching every thirty seconds just had me sucking a new dick. I heard Nichole once say, "No cell phones... only mine," once. And I did catch her filming me sucking once. Jazzy's curved cock was a little hard to suck. And when I finally reached Lana and saw her big dick, after I regained my composure I slid her cock right into my mouth as deep as it would go! Her cock was big and thick and made me instantly think of Benny's big thick cock. I wanted all of her big cock to pass into my throat but it would not go and I had to switch before I could get that cock to pass into my throat!

So for what seemed like ten minutes I went round and round from one shemale to the next to the next switching every 30 seconds or so, sucking different shaped cocks and stroking two others simultaneously wondering if anyone would cum while I listened to the girls enjoying themselves ("Oh yes Baby suck that cock" and "Nichole you trained him well." and "Take it cocksucker."). I have grown to become turned on by being treated like a cocksucker!!

Then I suddenly noticed some urgency. The two girls I was not sucking or stroking at the moment would be jerking their own cocks keeping themselves fully hard and aroused. And the girl I was sucking at the moment would grab my head and work her cock into my mouth faster rather than just let me suck.

All of a sudden it started. While I was sucking Mye's cock, Nichole grabbed my head and Mye, with one hand on her hip started furiously stroking her cock into my mouth and shot her load into my mouth and on my nose. Then Nichole just took my head and shoved her cock into my mouth and started to work her hard dick in and out of my mouth. Suddenly she moaned, "Uh--uh yeees," and came into my mouth and on my lips and chin.

It seemed the rotational blowjob mechanics I had been doing were done because before I could recover and rotate to the right to starting blowing Kali, Kali walked over in front of where Nichole had been standing and effectively took her place in the circle (and her cock took its place in my mouth too!). Seeing this happen, Jazzy replicated what Kali did by jumping over in front of Mye to take her place. I could not see Lana but I noticed that Mye and Nichole, despite just cumming in my mouth, were still stroking their semi-hard cocks. Kali was forcing her cock deep into my throat (which I was loving) but I could hear Jazzy moaning again and again and saying, "Suck my cock!" Kali let me go, pushed my head down on Jazzy's curved cock until the odd shape made me choke and pushed me forcibly up and down on her cock again and again as she furiously stroked her own cock. Suddenly, Jazzy grabbed my hair and forcibly bent my head backwards 90 degrees. She and Kali stood over me jerking their cocks hard! And when I realized what was about to happen I just opened my mouth, smiled and looked at them with my eyes. Suddenly Jazzy moaned, "Uhhh!!!!," and started shooting semen all over me. In my mouth, on my neck, on my shoulder, on my chest, and finally on my right cheek. Kali grabbed me and turned me around and commanded, "Open," so I opened my mouth as she jerked her cock. Two seconds later she shot several thick loads mostly into my mouth (which I was VERY grateful for as I got to swallow almost all of the hot, yummy cum.

And then there was Lana in front of me with her long, thick cock. Still catching my breath I told her, "It is pretty big Lana, can I try something?" She said, "Sure."

So I got off of the floor, covered in cum (which felt glorious) and got on the couch on my hands and knees facing close to one end of the couch. I did a 180, laid on my back holding my ankles underneath me and backed up until I was very near the end of the couch. Then I laid my head backwards over the end of the couch so my body was in a straight line with my mouth and throat. And I said, "Lana I want to deepthroat your long cock until you cum and when you do I want you to shoot your load deep into my throat, okay? Nichole will tell you what to do as she trained me. I am ready when you are."

Nichole was thrilled and explained how Lana should slide her cock into my mouth as deep as it would go until it got to the opening in my throat then hold her cock right there. Then for a second or two, press her cock against the opening of my throat with gentle but constant pressure, then pull out completely. Lana did this exactly as Mye, Kali, and Jazzy watched and Nichole guided and filmed. Lana did this procedure again... and a third time. I could feel her big hard cock against my throat but I did not have a feeling of her head passing any further. Lana tried again a fourth time without success. But on the fifth time, just before Lana pulled her cock out of my mouth, I felt her cock slide an inch past the opening of my throat! Lana felt it too because, on the sixth attempt she held her cock against the opening of my throat and applied pressure but did not stop until 3 seconds later, as all of her cock slid fully into my throat right before she slid out again prompting her to say, "oh my god."

Immediately afterwards, Lana just used my throat for a deepthroat receptacle for her long thick cock. Lana's cock felt just like Benny's huge cock did so I am guessing it was 8 3/8 inches long (roughly) and 2 1/4 inches thick. The marvelous feeling of her huge cock expanding my throat from the inside made me feel like a slut and I immediately wanted more cock and cum! But I was a little out of practice with a bigger thick dick I guess and Lana did not seem to recognize this nor care.

After that first full deepthroat stroke, Lana worked her full cock into my throat and held it there deep inside for several seconds before taking her cock back out. I involuntarily coughed hard and spit and drool came out of my mouth. She did not care and just plunged that huge cock all the way in and then started going in and out of my throat with the last 3 inches causing me to go:

{cough}... {gluk}... {gluk}... {gluk}.... {cough}}... {gluk}... {gluk}... {gluk}.... {ahhhghhk}!

Then she held all 8 + inches in deep and all I could do was make small efforts at swallowing:

{gulp}... {ulp}.... {ulp}.... {ulp}

When she pulled out again a huge wad of saliva drooled over my mouth and I tried to smile.

Then she slid it all in again... I was struggling and felt kinda like crying and made more weak swallowing efforts:

{gulp}... {ulp}.... {ulp}.... {ulp}

As she moaned, "Oh yes!! Yes!!"

She did this several times then started putting her cock into my throat all the way and working all 8 + inches in and out. I would gulp as her cock first slid in, try not to make too many sounds as she stroked it in and out, made a few involuntary sounds, and then each time, when she pulled out she pulled her cock up and out so quickly that it made a popping sound in my mouth.

{gulp}........ {gluk}... {gluk}... {gluk}...POP!

Then after a few rounds of this, she continued the rhythm but right before she pulled out she would push her cock as hard as she could and as deep as she could into my throat and groan, "Uhhhhhh!!!! Yes!" This made me gag and squeeze my eyes very tightly shut.

Sometime during this struggle I saw one of the girls walk by my side and I heard Nichole say firmly, "No! Don't do that. He has not even let me do that yet!" I am glad that Nichole stuck up for me as I was NOT in the mood to have, what I believed to be, my ass fucked right then!

Right then, I was not especially enjoying this experience. But that was the time that Lana changed up her cadence. She let me take long breaths during rests, then slowly slid her cock, inch by inch all the way into my throat, and when it was all the way in she started to slowly draw her cock back out again almost all the way. And she repeated this slow steady cadence in and out maybe 12 times then pulled out and let me rest. She stopped holding her cock deep inside me for seconds at a time. And she no longer pushed as hard as she could nor as deep as she could.

I loved this. A cock that big makes involuntary sounds like this as it slides deep in and out:

{gluk}... {gluk}... {gluk}... {gluk}...{gluk}... {gluk}...{gluk}... {gluk}...{gluk}... {gluk}...{gluk}... {gluk}...

And the feeling of a thick cock forcing your throat to widen as it slides inside and back out over and over and over again feels amazing!! I was loving it right then. And hearing the girls cheering Lana and I on made me hot. I heard one of the girls congratulating Nichole by saying, "Wow! You have trained yourself a real deepthroat slut Nichole," then hearing her respond by saying, "I know! Watch him swallow," just made me hotter and my dick even bigger. I did not want Lana's cock to ever go away. But I could feel her urgency increasing, her thrusts quickening, her hands holding my head and I knew she was close to cumming.

Her breathing got heavy and I could hear her breathing get louder, "huh... huh..oh..yes..."

Suddenly she grabbed my head and moaned, "ahhhh, ohhh yes, YES!!! Uhhhh!!!" and she forced her whole 8+inches of her hard cock all the way in my throat and uttered, "Uh! Yes!! Yes!!! Yes!!!... Yes!" and did a little thrust with each moan and I knew she was shooting her cum deep into my throat almost directly into my stomach!! I could feel my throat filling up with cum. Finally she pulled her hard cock out and shot one more stream of hot cum on my right cheek and right eye. But most of her cumload was deep in my throat!

I quickly got up and turned over on my hands and knees trying to catch my breath just as Nichole took a pic of me with her cell. The girls were looking at me and chanting,"Swallow! Swallow! Swallow," so with an exaggerated effort, I opened my mouth wide to show the little cum in my mouth and I made a huge gulping sound and swallowed hard as the remaining cum in my mouth and throat went into my stomach like a delicious treat. I could feel it. I could taste it.

The girls loved me and loved my sucking their cocks and they treated me with respect even though they freely called me a 'cocksucker'. We made promises to do this again and when Nichole asked me if I would like to try to suck an even bigger cock one day soon and I said yes, she said, "We'll see," but she did promise to introduce me to three more of her friends, Fiona, Camille, and Laura. The thought of the possibility of me sucking 8 shemale cocks in one night made me horny. I already wished I had more cum to swallow.

When the girls had gone and it was just me and Nichole, Nichole showed me the final picture she took immediately after Lana came in my throat. It is an amazing picture. I am a fairly good-sized man and look like one too so this picture of me on my hands and knees, mouth wide open in a perfect circle, cum dripping out of the side and eyes wide open... It is pretty amazing when we know what it signifies.

After the other girls left, Nichole actually had me stay a while into the night and for a good reason. We drank a little more and talked about the sex we had just had. Then Nichole said, "I want you to go into the downstairs bathroom, and use the toilet to shit if you have to. Then take a shower and clean up really well as I want you clean inside and out for what I have to say. I am going to shower too and will meet you shortly back here in the kitchen."

I had no idea what she was up to but I did what she asked anyway and got really clean. When I reached the kitchen wrapped in a towel, Nichole was waiting for me, also in only a towel. Nichole shed her towel exposing her wonderful hard cock and said, "I think you would enjoy swallowing one more load of cum tonight Matt. Come here."

She pushed me up against the wall on my knees and said, "Give me another one of your fabulous blowjobs Matt. I will be gentle and let you lead all of the way and when it is time I will tell you I am about to cum and shoot my whole load into your mouth for you to swallow."

I was thrilled. I had wanted another load of cum and was about to get it! I cannot believe I crave sum so badly! I loved sucking Nichole's dick especially when I get to control the experience and even more so when I could swallow as much cum as possible. True to her word, when she said, "I'm gonna cum! Show me your 'Ready For Cock Face!'" When I did so immediately, seconds later she shot several streams of hot cum onto my waiting tongue for me to swallow!

I was thrilled. Such a slut. I love cum.

Then Nichole began to expose her plans for me by saying, "Matt, like Jaz said earlier, it may be time for you to learn to allow me to fuck you."

I was stunned into silence. I was kinda not a fan of the possibilities of the idea.

So Nichole continued, "I want you to be okay with it though. You will love anal sex and may even cum from an anal orgasm once you get used to being the one getting fucked rather than doing the fucking."

I said, "I do not think that is something I would like."

Nichole said, "You have not even tried it. I think the feeling of anal penetration will turn you on and get you sexually aroused." Then she got up, went into her downstairs bedroom, and came back with a paper bag, some baby oil, some lotion, and a towel.

"Matt, drop your towel, stand up, turn around, and back up in front of me."

I did what I was told. She put some lotion on her fingers and slowly massaged the opening of my ass with a finger until she slid one of her fingers in about an inch. Then she slid another finger in about an inch despite my reluctance and fidgeting.

Then she said, "I want you to do what I say now. I am going to prove to you that you will find anal penetration stimulating," and she reached into her paper bag and pulled out a hard, black, cone-shaped object with rounded edges and thicker in the middle not quite 2 1/4 inches thick and roughly 5 1/2 inches long. "Back up."

I backed up and said, "What is that thing and what are you going to do with it?"

Matt, it is a butt plug and I am going to work it slowly and gently inside you. Trust me and do not resist if you can help it. Tell me if you feel any uncomfortable feelings."

Nichole coated the new object with baby oil all over. Then covered it even more with lotion. Then she took a gob of lotion on her hand and slipped it inside my asshole!! Then Nichole said, "Stand still and relax," while she put the end of the plug against my ass and oh so slowly pushed on the end of the plug. I could literally feel the object sliding inside of me and pushing my ass slowly apart wider and wider as the thicker part kept entering deeper inside me. But Nichole stopped and pulled it back out and said, "Okay?" When I said yes, she began again, slowly and gently but a little bit deeper, then back out once again and said, "Okay?" When I said yes she began once again. This repeated several times until a large portion of the plug was inside me. But at the very end, I could feel myself stretching and told Nichole I was worried. She said that, "this is okay and actually desirable," and we tried again. Finally after about 12 attempts I felt my body stretch out immensely (it seemed) and was about to cry to Nichole that it was too big when, DAMN, the full plug slipped inside me up to the very stopping end butt section. I said, "Oh my god! Oh my god it is so big!" And it was!

Nichole wiped the baby oil and lotion off of my butt and slid my underwear on over my ass. Then said, "Do me a favor will you? Walk into the kitchen for me and get me a glass of water and bring it in here?" I didn't understand why she didn't do it herself and why ask now but I walked into the kitchen to get the water. I was stunned by what happened!

I could feel the plug inside me. I could feel it stretching me out. I could feel the nerve endings wrapped all around the plug deep inside me. And the feeling was constant. It felt like I was being anally penetrated. It felt like what I imagined a cock might feel like inside me. And the feeling was there all of the time I walked into the kitchen and back again. And it WAS sexually arousing. These feelings which the plug inside me caused had me thinking, "OMG, Am I realizing that I would be sexually aroused by the feeling of a cock inside of me?" I could not stop thinking of this as I felt the feeling constantly and it came directly from the anal penetration deep inside me!

Nichole knew this would happen (I guess) as when she took the water, she asked,"So what does the butt plug make you feel." I lied and said it is hard to say. She said, "The feeling of what you imagine could be what a cock might feel like inside of you is turning you on isn't it!" I said nothing at all because I could feel the plug inside me and it did feel like a cock and it DID turn me on!

"Well there are many, many reasons why I want you to wear this butt plug for me and wear it every single day. Wear it as you drive home and take it out when you get home. Then wear it again tomorrow for 15 minutes. Then wear it again the next day for 20 minutes. And each day wear it a little longer each day. Constantly increase the time you wear the butt plug every single day as it will help you get used to it until we get you a bigger plug. Just do this for me please?"

I asked, "Why should I do this for you? Why should I do this at all?"

"Let me ask, and be honest, now that the butt plug is deep inside you, are you even a little sexually stimulated from the feeling of the constant anal penetration," Nichole asked.

"I suppose, on a low level, the feeling is turning me on sexually, why?"

"I figured as much. Like I said Matt, there are many reasons I am asking you to wear this butt plug for me every single day and longer each day," she explained. "But for now I will explain to you only two of these reasons."

"I want to fuck you Matt and you are unwilling to let me. You have never experienced any anal penetration before have you," Nichole asked. Still stunned by the feeling of the butt plug I said, "Not until now I haven't!"

Nichole went on,"See Matt, first, wearing the butt plug every day will acclimate you to anal stimulation. It is strange for you now and the feeling goes against your male ego. BUT, the longer and longer you wear your butt plug, the more conscious you will become of being sexually aroused from the feeling of your ass being filled up. The more aware you become of being turned on by having your ass filled, the hornier the feeling will make you AND the more comfortable you will become with the feeling. And soon you will voluntarily attempt to sexually stimulate yourself from anal penetration. When you voluntarily stimulate yourself sexually from anal penetration, eventually you will allow me to fuck you and love it when I do!"

"Before I tell you the second reason, bring this water into the kitchen for me will you?" I did what I was told and felt the cock-shaped object inside me with every motion. Nichole then said, "I know that you are feeling your ass penetrated and filled up with a cock with every step you took. I want you to go into the kitchen again and bring the water back to me but this time, AND EVERY TIME FROM NOW ON, regardless of whatever else you feel or think, when you feel that cock-shaped object deep inside of your body, I want you to think, 'Nichole, I love this feeling of your cock inside me!!' I will.be texting you and testing you" As you continue to wear this butt plug, the more the feeling of a cock filling you up will turn you on. And if you train yourself to always associate this feeling of sexual penetration with what my cock will feel like inside you, the longer you wear the plug each day, the more you will realize that you will want to REALLY feel me inside you to see if my cock feels as good as the butt plug does. Soon, when you have accepted that the feeling of anal penetration turns you on and you finally DO have anal sex with me, you will realize that wearing your butt plug is simply a placeholder for my cock o you do not forget how much you like being fucked by my big dick!! Honest! You will see."

I was stunned and did not know what to say (and was still shocked by being turned on by the plug inside of me! That and associating it with Nichole's cock fucking me and turning me on!"

I told her in an outburst, "But I cannot do that. I am a man and men do not do such things."

Nichole sighed then said, "Matt, I am going to tell you one more reason I wish you would wear the butt plug for me and wear it a little longer each day. I am taking a risk but just listen and be honest with yourself as I explain."

"This third reason...I am asking you to wear these butt plugs because you are currently unwilling to let me fuck you. And I believe it is not for any other reason except for your male ego. When I say 'Matt, when we fuck, I am going to be doing the fucking and I am going to fuck you like a girl until I make you cum from being fucked just like a girl.' This has you on edge immediately, right"

"It sure does," I stammered.

"Okay," said Nichole. "Listen and try to understand. The butt plugs will help you to embrace femininity. Being fucked by my big girl cock in a fashion in which a girl normally gets fucked takes some adaptation and understanding. The longer you wear these butt plugs, this 'filled-up with cock' feeling that you feel now will more and more cause you to be sexually aroused by anal penetration. Subsequently you will focus less and less on penile stimulation. This awareness will continue to grow until one day you will accept that you enjoy being filled up with cock and aroused by cock just like a girl does. When this acceptance of being sexually aroused in a feminine fashion occurs, a psychological change takes place. Your male ego resistance that you have now will begin to crumble away from the butt plug's constant reminder that you like the feeling of being penetrated in a feminine fashion. One day you may even learn to cum from the anal penetration I provide when we fuck. Tell me, you said that the feeling of the plug filling you up turns you on sexually to some degree, right? So can you now say that you accept that you LIKE the feeling of being penetrated in a feminine fashion like you are right now?

"NO, I do NOT accept or agree!" I yelled.

"Don't worry Matty, the longer you wear your plug, the more comfortable you will be with being turned on by anal penetration. It WILL happen. Okay, I am going to bed. We will talk soon. And Matt, what do you think every time you feel your plug filling you up inside?

I said, "Uh...."

"Think of that cock inside you, Matt," she said.

"Nichole, I love this feeling of your cock inside me!!"

"Good Boy. Good night." she said.

I wore the plug all the way home and into the house. And that big cock inside me made me so fucking horny that I jumped in the shower and jerked my cock until I came before I removed the plug.

I hate to admit this but I am LOOKING FORWARD to filling myself up again tomorrow!

----

The next day when I woke up, I thought about the butt plug and the associated feelings I thought I experienced. I was so curious that I was awake only one hour when I thought, "I am going to try wearing the plug like Nichole advised me to just to see if I truly felt what I think I felt.

I got my plug and some lotion and some baby oil, and cleaned myself thoroughly. Then I slowly and gently slid the butt plug inside of me. Finally, after several attempts, I got it fully inside me and properly seated. Wow, it is so big! I put my underwear on and walked into the kitchen.

And shit, it all happened like I remembered! CONSTANTLY, I could feel myself being filled up with this cock-shaped object. And because I expected what might happen this time, I was even more sexually aroused. I kept it inside of me for 20 minutes, 40 minutes, then an hour and constantly thought, "AM I being sexually aroused by a cock-shaped object inside me?" And I struggled with this though until I remembered Nichole and I started to whisper, "Nichole, I love this feeling of your cock inside me," every time I felt that 'filled-up' feeling (which was often. Soon I had the saying fully memorized and when I felt that filled-up turned-on feeling I repeated the saying in my mind. This DID make me think of Nichole, her beautiful cock, being turned-on by this anal penetration, and thinking, "If I allowed her to fuck me would I like it?"

After I had the plug in for 40 minutes, I got a text from Nichole that read,

"I want you to put your butt plug in right now and wear it for 20 straight minutes."

I broke the rules and texted her back and wrote,

"I already have!!! I have been wearing it for the last 40 minutes!!"

She responded quickly with,

"Good Boy! Keep it up. And what do you think when you feel it inside you?"

I knew what to type back,

"Nichole, I love this feeling of your cock inside me"

She wrote back,

"Matt, does the filled-up feeling of being penetrated still cause you to be sexually aroused?"

I honestly answered,

"Yes, Nichole it does."

There was a little pause then I got another text,

"If the penetration turns you on, have you changed your mind and are willing to have sex with me now?"

I thought and responded,

"No...."

I got another text which said,

"Okay, but you are still going to wear your butt plug every day and wear it a little long each day, right?"

I responded,

"Yes Nichole, I will every day."

Nichole did not text back immediately but when she did she wrote,

"Okay Matt, I want you to be comfortable in this. But I think what you need is another plug which is slightly larger and I think I will get you a dildo too. You need practice. I will explain this later. But it is important that you keep wearing your plug. And bigger plugs too. I am going to tell you something so you are prepared for when it happens. You like sucking cock, right?"

"Yes," I honestly responded.

"Continually wearing a butt plug daily will result in an increasing desire to suck cock more frequently. See you still do not want to allow me to fuck you. But you are experiencing sexual arousal from anal penetration. I will get you a thicker butt plug and when you wear the thicker butt plug your constant filled up feeling will be stronger and you will find that you are more sexually aroused. And the longer you wear the butt plug, the more comfortable you will become with anal penetration and the hornier you will get from wearing the plugs and the more you will concentrate on being turned on by anal penetration. You may even be so comfortable with anal penetration that you will finally let me fuck you. But even so, it is unlikely that you will be able to cum from anal stimulation alone which you will find frustrating. The hornier you get, the more you will think of a hard cock when you feel that plug inside you. Soon, the intensity of thinking about cock will make you begin to desire to suck dick more and more."

I did not know what to say as the next text came over.

"And Matt, to be honest my having you wear this butt plug is a utility to break down your resistance. I want to fuck you. I will fuck you. You will like it. But right now, for whatever dumb man reasons you have, you are resisting me and not letting me fuck you. The butt plugs will break down this resistance in you. The feeling of the plug inside you causes you sexual arousal which you are not comfortable experiencing right now. But the longer you wear the plug, the more comfortable you will become experiencing sexual arousal from having your ass filled. And the bigger the plugs you use, the more sexually aroused you will become. One day you will be getting so sexually aroused from your plugs and so comfortable with anal penetration that you will no longer resist me and will finally allow yourself to experience more anal penetration when I fuck you."

I texted, "You sound pretty sure of yourself, Nichole."

She texted back, "One more thing Matt. You must continue to think that saying I told you to yourself every time you feel that plug inside you. Even when I get you a dildo. Even if you still do NOT want to fuck me. I need you to make an effort. You do not know this yet but using these butt plugs and dildos will result in you becoming more and more sexually aroused by being filled up by the plugs. And whatever you are currently thinking about when you feel that filled-up feeling from the plug (be it sex, a cock in your ass, being turned on, sucking cock, whatever), I need you to associate the sexual arousal & feeling of being filled up with a cock-shaped object ONLY with me and my cock. From now on, every time you think, 'Oh that butt plug inside is filling me up and turning me on,' you must immediately mentally react by thinking, 'this is what Nichole's cock will feel like inside me when I finally let her fuck me. This butt plug is just a placeholder for Nichole's big cock on the day I accept that I want to be anally penetrated in a feminine fashion by her."

I texted her, halfheartedly, "Okay Nichole, I will try. I will admit that the plug is a sexual turn on and I never expected that. Stranger things have happened."

Nichole texted finally, "Just TRY and do what I ask Matty. I will get you a dildo to introduce you to anal masturbation. I will get you other plugs that are longer and thicker to make the sexual arousal more intense. I may have to have Latisha over and have her fuck you with one of her strap-ons to break you in. I will teach you about your prostate. I will even try to train you to have an anal orgasm. And trust me Matt, if you do all that I tell you and I am able to teach you to have an anal orgasm, not only will you like it when I finally fuck that tight ass but you will love it. And when I continue to fuck you until you start cumming from anal penetration like a girl does, you will be well on your way to being my anal slut and loving it. You will be begging me to fuck you over and over again! "

"Now tell me Matt, can you feel that filled-up sexually aroused feeling from your plug deep inside you right now," she texted.

I simply texted back, "Yes I can... almost always."

"So what do you say or think," texted Nichole.

"Nichole, I love this feeling of your cock inside me."

"Good Boy," she answered and that was her last text.

I must admit, before Nichole introduced me to the feeling from the butt plug, I was completely against ever allowing her to fuck me. But I must admit I like the 'filled-up' feeling from the butt plug. I was supposed to wear the butt plug for only 20 minutes today but I ended up wearing it for a whole hour! And I will wear it longer tomorrow! And already, after only two days, when I feel that feeling of a cock-shaped object inside my body (which is almost constantly), I have already trained myself to think, "This is what Nichole's cock will feel like inside me." And I hate to admit it but I am looking forward to finally getting the larger butt plug and especially the dildo which Nichole promised me. And what if I enjoy the feeling of the dildo inside me too. Should I experiment by letting Latisha strap-on fuck me with one of her strap-on dildos like Nichole suggested? Latisha has always wanted to fuck me with her strap-on and would jump at the opportunity! And what if I liked that too?!?!

Could it be possible that Nichole is right after all and if I let her fuck me, I will like it? I am way more curious than I ever thought I would be but afraid of what will happen if Nichole was right all along (she said that I will not just love getting fucked by her big cock but that I will love it!).

There was a time not too long ago when I NEVER thought I would EVER suck even one cock! The thought of swallowing cum never even crossed my mind! But just the other day I sucked five different shemale cocks and swallowed six loads of cum and I LOVED IT! I love sucking cock and I LOVE swallowing cum! I can't believe that but I really am a cocksucker who loves swallowing cum. What if Nichole is right and I DO LOVE being fucked by her cock as well! She told me she would be 'fucking me like a girl' and training me to be her 'anal slut'. And why does this thought of being an anal slut suddenly turn me on!?

———x———

This is a transcript of my experience with Nichole that occurred in June, 2023. The last time I had seen Nichole in person I had given several of her shemale friends each a blowjob (which we all loved) but more importantly, Nichole had revealed to me that she wanted to have anal sex with me. And as I resisted she had introduced me to using a butt plug for her (which was a profound experience for me).

Nichole had instructed me to wear the butt plug every single day and wear it longer and longer each successive day. The butt plug got me sexually aroused so I did not mind. I had learned to wear the butt plug for four hours straight with no problem. And although I was still unwilling to allow Nichole to fuck me, I DID think about it as Nichole instructed. Every time I felt that filled up feeling from the butt plug deep inside of me I mentally thought, "this is what Nichole's cock is going to feel like when I finally let her fuck me." And Nichole strengthened this by routinely texting me, telling me to put my butt plug in and asking me,

"Matt, how does that butt plug feel inside you?"

And I would respond,

"Nichole, I love this feeling of your cock inside me.""

And one day in June Nichole texted me (AND Latisha) this message,

"Matt, I want you to wear your butt plug for 2 straight hours, three times a day every single day for a full week. And while you are doing this, I do not want you to cum at all, even once. I texted Latisha too as she will be watching you closely to ensure that you do not cum all week long. Trust me, it will be worth the effort."

And Latisha DID watch me closely and I did NOT cum (although I would have if I could have gotten away from Latisha long enough). And after a week of having a butt plug inside of me maintaining my sexual arousal through anal penetration and NOT being allowed to cum, I was VERY horny.

That was when Nichole had me and Latisha come over to her house promising a surprise for me. I was thrilled as Nichole had promised to buy me more butt plugs and an anal dildo. Before we were about to leave Latisha got a text and I got a text at the same time. The text was the same and instructed Latisha to put my butt plug inside me right before we went to Nichole's place. This thrilled Latisha and since Nichole had asked, I let Latisha put the plug inside me. Then we went to Nichole's.

When we reached Nichole's, Nichole asked me right off if I was willing to let her fuck me. I told her I was still unwilling to do so. Nichole responded, "That is what I figured you would say so I got you a bigger butt plug and a dildo. Matt, another use for butt plugs is preparation for anal sex. We WILL have anal sex so I am going to get you used to it now. Latisha, show him what you brought."

Latisha reached into her purse and pulled out her strap-on harness and a realistic dildo of hers which I recognized (it was almost 2 inches wide and a little more than 6 1/2 inches long). She put the harness on quite quickly and attached the dildo so it hung down from her body like a real cock.

Nichole went on, "Matt, you may not be ready for actual real anal sex but you will soon want to try to see what the feeling of actual anal penetration feels like. You will train for this further by allowing Latisha to fuck you with her strap-on dildos. If you are aroused by the feeling of the butt plug deep inside of you then you will like Latisha's cock inside you even more. Hold on..."

As Nichole went into another room Latisha stood behind me, rubbed her cock between my crotch and said, "Matty, I can't wait to fuck that tight ass!!" I had mixed feelings and said nothing. Nichole came back with a big bag and some baby oil and some lotion and a towel. Nichole took a new butt plug out of the bag which WAS larger, roughly 61/2 inches insertable and 2 1/2 inches thick. Nichole ordered me to drop my pants and underwear. Nichole said, "Take the butt plug you have in out. We will have you try this larger butt plug. We must train you to use larger butt plugs to prepare you for the strap-on dildo that Latisha will soon use on you."

I slid the butt plug out and Nichole oiled the larger butt plug up and slowly and gently slid it inside me. It took several attempts but Nichole finally slid it fully inside of me! The effect of the larger butt plug was electrifying! The sexual arousal was more significant from the very start! It was so huge inside of me!

Nichole noticed this right away so took advantage of my arousal to explain. "Matt, there are many reasons for using successively larger butt plugs on you. You are turned on I can tell (and I WAS actually more turned on by the larger size). Since you are not yet willing to let me fuck you... you need a little help accepting the idea. Consistently increasing the size of the butt plugs you will be wearing will mentally condition you from physically being a sexual penetrator to physically being a sexual receiver. Very rarely do you experience any sexual satisfaction with us shemales but soon your sexual satisfaction will be derived from strap-on dildos and my cock instead. And when it does, the increasing sizes of the butt plugs will assist in accommodating larger size cocks. So it is important that we use larger butt plugs to cause your erogenous zone to shift from your cock to your ass. Why don't you walk around a little before I explain another reason why we will be using larger butt plugs on you."

I said nothing but walked around as Nichole asked of me. The feeling of the larger plug inside me felt amazing. All I could think of was, "Oh my god this feels so hot... it feels like there is a huge cock inside me! Nichole is right! The larger size of this butt plug is turning me on more!"

Nichole knew exactly what I felt and said, "Does the larger size of this butt plug result in a stronger sexual arousal?" I responded, "Yes." It feels like a large cock inside you doesn't it, Matt," she asked. "Yes," I answered again. "That is what I hoped for Matt."

She explained, "See, don't be scared by this but using larger and larger butt plugs on you will result in a gentle feminization of your sexuality. The more you use the plugs and the larger plugs you use, the more aware you will become of being sexually aroused by being anally penetrated. This will result in you eventually becoming accustomed to the feeling of a cock inside you like a girl. This gradual feminization of your sexual awareness will eventually result in a strong desire to be actively anally penetrated."

Nichole paused and Latisha watched and I said nothing as I felt the huge butt plug inside of me and wondered if Nichole was right after all. So she went on.

"I know you do not believe this but, especially with how I tell you to masturbate with the dildo I will give you, the more you continue to use the butt plugs, the longer you use them each day, and the bigger butt plugs you use, the more you will like the feeling of your ass filled up by a cock-shaped object. Trust me Matt, there will come a day where you will CRAVE the feeling of a cock in your ass!"

"But I do not want to be fucked like a girl," was all I could manage to blurt out.

"Don't worry Matt... you will still like girls just like you do now. You will just learn to appreciate what it is like to feel like a girl sexually. In fact, eventually, when you allow me to fuck you regularly you may even cum like a girl too just from being fucked. But in between then and the time when you first allow me to fuck you, you will experience another feeling which girls feel. You will not allow me to fuck you and wearing the butt plugs arouses you but you will not be able to cum from either yet. Your inability to cum from being fucked will develop in you a hot, lusty, frustrated feeling which we girls get when we cannot get laid. But don't worry about that now. Just feel that big cock-shaped plug inside you for now."

For about 45 minutes we talked and drank as Nichole talked about how enjoyable anal sex can be and Latisha listened and constantly stroked her big strap-on dildo and smiled at me. And when someone needed a fresh drink, I was always asked to get up and go to the kitchen and get the drink so I could further experience the feeling of the butt plug inside me. I will confess the feeling of being anally penetrated made me quite horny.

Finally Nichole announced, "You look really horny Matt. Why put off 'til tomorrow what we can accomplish today, right? Why don't you go into the bathroom, take the butt plug out for now, go to the bathroom and shower so you are completely clean. I have something else to show you." Latisha just smiled her silly sly smile while holding her strap-on dildo in her hand. So I did what Nichole asked, went to the bathroom, gently slid the new butt plug out of me, went to the bathroom, then showered and cleaned the plug and myself thoroughly. When I re-entered the room, Nichole now had two dildos with her, one of medium thickness and another of larger thickness. Nichole told me, "Matt, these are for you to masturbate with. You will soon find out that you like anal sex and you will be glad I gave these to you. I will show you how you should use them. From now on, when you jerk off, I want you to use these dildos at the same time. Here, come with me into the other bathroom."

Clad only in a towel, I followed Nichole who carried the two dildos into the other bathroom and Latisha, still sporting her strap-on dildo, followed me. Nichole asked me to kneel on the linoleum facing the bathtub so my kneecaps were flush against the side of the tub. Then she asked me to spread my legs a little wider and slowly sit down until my ass was completely against the tiles between my spread out legs with my calves fully on the ground. Nichole gave me a little push forward to ensure my knees were directly pressed against the tub then she stood back and eye-balled my position for a few seconds. Then she licked the suction cup of the smaller dildo and firmly pressed the suction cup end of the dildo directly to the linoleum 12 inches to the right of my butt so the dildo now stood straight up in the air like a hard cock. Then Nichole said, "Okay! That looks good! Let's get that cock hard Matt! Stand up and lose the towel!"

As Nichole took a bottle of baby oil off of the bathroom counter and unscrewed the top, I dropped my towel. Nichole got on her knees and started to suck my soft cock with her wonderful lips. As I got harder and harder she took a generous amount of baby oil and spread it all over the dildo stuck on the tile stopping her impromptu blowjob only long enough to say, "Make sure that you use plenty of lube on your dildo." Then she went back to work sucking my cock.

But when my cock reached its fully hard state Nichole stopped blowing me and stood up, placed a little baby oil in my hand and ordered me to start slowly stroking my cock as if I were jerking off. This I did despite my confusion. Nichole sat down on the floor near the tub and to the right of the dildo stuck to the tile and watched for a little then said, "Good! Now, I want to see you straddle this dildo so when you are stroking your cock you are also riding this cock inside you. Get down on your knees again, one knee on each side of the dildo and the dildo behind you. I knelt as she asked me to with her help. Then Nichole advised me, "Okay, hold onto the side of the tub with one of your hands for leverage." This I did. "Now, reach behind you with your other free hand and find your dildo." This I did. "Position the head of your dildo so it is under your ass and hold the head steady as you position your body until the head of the dildo is pressing against your asshole at a comfortable angle." This took a little bit of time but I told her I was ready after about 20 seconds. "Now, just slowly lower your body onto the dildo a little tiny bit then rise back up off of the dildo. Then lower your body onto the dildo once again but lower yourself a tiny bit more so the dildo goes a tiny bit deeper then rise fully off of the dildo again. And keep repeating this process slowly going deeper and deeper each time." And I did it! Going slowly and with Nichole's help and encouragement I got all 6 inches of the dildo inside of me. Soon Nichole had me riding on the dildo as I was stroking my cock. The feeling of a cock sliding in and out of me which I was controlling was thrilling. Still, Nichole made me stop the experience and stand up before I came.

Nichole, while looking at me, handed the baby oil to Latisha (who was now standing) as she said, "Matt, now you know how to masturbate with the dildos and I expect you to try jerking off with these dildos inside of you when you cum as often as you can now. You seemed to enjoy it. Now bend over the bathroom counter and spread your legs a little wider." As Nichole was stilled clothed I figured she was not planning on fucking me but I still asked, "Why?"

Nichole grabbed my hand, pulled me to the counter, turned me around to face the counter, and gently but forcefully bent me over at the waist until my right ear and right cheek were against the marble of the bathroom counter. She leaned in close to me holding her right hand firmly on the middle of my back and whispered in my ear, "Matt, you learned that riding a dildo is not too bad of an experience. But you should feel what it is like to be fucked too. It is Latisha's turn now so relax."

I felt another hand also pressing on my back to hold me down further and another hand spreading my ass wider as I felt a dildo pressing against my ass while I heard Latisha exclaim, "Matt, it is time to learn what it feels like to be fucked by a cock!"

I was a little scared as I felt Latisha's cock slide a little bit inside of me, slide a little bit out, then slide even deeper. It took Latisha no more than 20 seconds to get all of her dildo inside of me as I gasped! Then she started to slowly stroke it in and out of me. It stung a tiny bit and felt weird but as Nichole continued to encourage me to relax and try to enjoy the feeling, and Latisha continued to stroke the full 6 1/2 inches of her dildo slowly in and out of me, the pain went away, and the feeling became almost enjoyable until I was surprised to realize that my cock had begun to swell!

I felt both of Latisha's hand's now move to my ass cheeks as she moaned a pleasing, "mmmmmmm," sound. As she stroked in and out of me she would, every now and then make a moaning sound of pleasure like 'ahhhh' or 'uhhhmmmmm' or 'ohhhh yeah'. I was still kind of shocked that I was being fucked in the ass by a cock-shaped object and it did not feel terrible. Occasionally, I too would let out an 'ohhh' sound when I felt a little uncomfortable but this was not too often. Suddenly Latisha changed rhythm and, worked the whole cock inside me in one swift stroke as deep as she could and she would moan with each deep fuck she gave me. I knew she was getting turned on when she began to increase her speed a little. Then she pulled her dildo out of me, put one of her legs up on the counter to gain leverage, put her dildo back inside me and fucked me some more. After a minute she stopped, pulled out of me again and stated, "I need to fuck that ass even better. Lie on the floor on your back with your legs in the air." This I tentatively did but when I was on my back, Latisha lowered her whole body over me, entered me once again and started to fuck me quicker. Then she started to stroke my hard cock with a free hand teasing me, "you like my cock inside you don't you, Matty!" I was beginning to realize that I was getting very aroused and felt like I might cum soon so when Nichole approached Latisha from behind, touched her shoulder, then whispered something in Latisha's ear which caused Latisha to not only stop fucking me but to pull out of me altogether and stand up, I was disappointed and somewhat shocked.

Nichole took my hand and helped me up and the three of us left the bathroom and went to the living room. I sat on the couch and Nichole sat on my right. Latisha sat in one of the chairs. As I sat there naked, totally hard, and so horny, in desperate need of cumming, and somewhat confused, I became further confused as Nichole began to remove all of her clothing revealing her glorious, semi-hard cock. Once fully nude Nichole turned to face me, widened her legs, and sat down on her calves while holding up her body from behind by placing her hands against the armrest. Her semi-hard cock was directly beneath my face when she said, "You have done very well so far today Matt with the dildos and the strap-on. You deserve a treat. So I am going to let you suck my cock. But as you are sucking my cock I want you to be constantly thinking of how a cock inside your ass now arouses you," and Nichole slipped one of her butt plugs inside me. The plug she used was only a little over 2 inches thick but it was 7 inches of insertable length and every moment after it was in me I felt it deep inside of me. It made me aroused. It made me want to cum so badly. It made me think of cock every time I felt it. So as soon as it was in me, I felt I needed Nichole's cock in my mouth and in my throat! I bent over her and swallowed as much of her cock as I could right away!

Now, my memory of what happened next was somewhat disjointed. The only reason that I am able to delineate my experience in such detail is because, later that night I found out that Latisha, in typical fashion, had filmed all of the action with her cell phone. The rest of this story is based on the video she shot that night.

As you know by now I love sucking Nichole's beautiful cock and am pretty adept at deepthroating so I went right to work sucking 6 inches of her hard cock in and out of my throat as Nichole knelt completely stationary before me. The only sound that anyone heard was the noise the opening of my throat made each time I took Nichole's cock slightly into my throat:

{gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}...

After about 45 seconds of this I decided I was ready so on the next up-stroke, I took a deep breath and slowly swallowed 6 inches of Nichole's now fully hard cock into my mouth. Then I pushed and forced her cock even deeper until every inch of Nichole's 8 inch cock was in my throat. The first three inches of Nichole's 2 inch thick cock had now passed the opening of my throat. The feeling of her thick cock stretching my throat from the inside was so amazing that I stopped and left Nichole's cock fully in my throat for a few seconds as I marveled at the feeling.

Nichole must have loved the feeling as well because, when I finally bobbed off of her cock, she no longer remained stationary but rocked her body back and forth so her cock slid in and out of my throat at a fast pace. Nichole was getting turned on so when she said, "Suck that cock, Baby," I got down on my stomach and looked up as she began to face-fuck me at a reasonable but constant rate without stopping. This non-stop face-cucking caused the typical deepthroat sounds but also caused me to gag occasionally and drip saliva onto the couch cushion when I gasped for a breath.

{gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... ULP!.. {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... ACK... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}... {gluk}...

Right then Nichole said to me, "Good boy," then she whispered something else to me which I did not understand due to the deepthroat sounds I was making. It was only when Latisha and I watched her cellphone video for the first time later that night when we realized that Nichole had told me, "Good Boy. I am going to fill your ass with this big cock just like I am filling your mouth!"

I continued to enjoy Nichole's cock in and out of my throat for about another minute when Nichole pulled her cock out of my mouth and told me to get on my back which I did. Nichole grabbed another larger butt plug from her purse, then bent my legs back and apart. Then she slowly removed the butt plug that had been in me all along. Now I had not cum in a long time and was crazy horny. The butt plug inside me had kept me aroused and thinking of cock so sucking Nichole's dick had just made me hornier and left my cock fully hard. So when Nichole removed the butt plug (which was the source of my constant sexual arousal) I really wanted her to put it back inside me so I could stay turned on!

Nichole leaned on top of me very close. I could feel her big, hard cock against my stomach and her tits against my chest. She held the new, thicker butt plug in front of my face and said, "I'll bet your ass is craving this isn't it? Is it hungry for some dick?"

I wanted to feel the big butt plug inside me so I answered quickly, "Yes!" Nichole ordered me to roll over on my stomach which I did. I heard Nichole say, "I know you want to have this inside of you," as she spread my legs apart slightly. I prepared to experience the widening feeling of a large butt plug stretching my ass as it slid inside of me. But what I got was completely unexpected. As Nichole said, "Ohhhh you are so tight. You are so fucking tight," I felt the head of what could only be her hard 8 inch cock sliding inside of me!!!

Nichole pulled the head of her cock out of me, spread my ass cheeks, spit into my asshole (for lubricant), then slipped her cock inside me again, slowly until all 8 inches were in my ass. "Oh fuck... you feel so nice. So tight," she moaned. As Nichole started to very slowly stroke her cock in and out of me, I was so shocked I did not know what to do or what to feel. Nichole must have been enjoying herself because, with every stroke of her cock sliding into me she would moan in appreciation,

"Uh... uh... oh... yeah... oh... yes..."

I was still in shock but her cock was so big and so thick inside me and her real cock felt 100 times better than a dildo! I guess Nichole realized I was getting used to it as she said, "You like making me feel good don't you?" I said nothing as she continued to stroke her cock fully inside me slowly but the more she worked her cock inside me, the less I worried about my being fucked in the ass and the more I began to tolerate and suddenly enjoy the feeling. So when I inadvertently let out a little moan Nichole said,

"That's it... uh... uh... yeah Baby... you know what to do. That's so nice and tight Baby." Then she began to speed up a little with faster strokes. Nichole kept making her little moaning sounds but as she did so with each stroke inside me, I began to realize that I was not only enjoying the feeling of being fucked by a real cock but that I was getting aroused more and more. I had fought against allowing Nichole to fuck me for so long. I kept telling myself that it was wrong for a man to enjoy the feeling of getting fucked by a real cock and that I should NOT be enjoying this. But the more Nichole fucked me, the more mixed up I felt. And when Nichole stopped fucking me and stayed still with her cock inside me I felt as if I should tell her something like I did not want to do this.

But it was too late. Nichole leaned even further into me and placed both hands firmly on my back to hold me in place. Then she started to fuck all 8 inches of her huge cock in and out of me at a fast pace over and over and over. "Oh yea you make me feel so good," she moaned. "Yeah... uh... oh... uh... fuck yea... yeah... take it... oh... yes." Then she started to spank my ass between strokes. "You love that don't you," she teased. "You love this big cock inside you, don't you?"

"Is that deep enough," she asked. "Is that deep enough for you? Can you feel my cock in your tummy?" She continued to fuck me hard and deep. I had lost all control. I wanted to cum and I started to stroke my cock as she fucked me. I was so aroused. I loved the deep anal penetration from a real cock. I wanted her to cum in me so badly I said, "Fuck me Nichole!"

Nichole slowed down and readjusted her cock and re-entered me and said, "Oh yes... right there. You get me so fucking horny." And she started to pound me with firm, deep strokes. I begged her again to fuck me as I stroked my cock while Nichole pounded her cock deep inside me over and over again while constantly moaning, "Fuck yeah... fuck... that's right... make me cum... do you like milking my big dick?"

"I'm cumminggggg," I moaned and shot load after load of cum beneath me onto the cushion as Nichole continued to pound me and moan herself, "Uh... uh... uh... fuck... uh... uh... uh... oh you love this cock... uh... uh... fuck..." Then I realized that Nichole was going to cum also. But I did not care as Nichole continued to fuck me and moan, "uh.... yes... oh my god Baby... take that cock... yes... fuck me... yes... yes... oh my god... I'm going to cum! I'M GONNA CUM! OHHHHHHHHHHHHHH!"

Nichole slammed all 8 inches of her fat 2 inch thick cock as deep as she could force it to go and moaned with each cumload she shot into me, "Uh... Uh... Uh... Uh... Uh..." The feeling of her huge cock all the way inside my body stretching me out coupled with the feeling of cum shooting into me again and again was amazing! I knew right then that I WOULD be taking more shemale cock inside me now that I knew what it was like.

Nichole caught her breath as she remained completely inside of me. She kissed me then whispered to me, "Do you know what you need now?" I shook my head 'no' as I had no clue. Nichole responded in a whisper, "You need to get fucked by more shemale cock... but FIRST..." Nichole quickly jumped up and grabbed the larger butt plug she coerced me with earlier and as she gently slid the butt plug inside me she declared, "First, I think we will plug your ass so you can hold all of my shemale cum inside you as you feel this big butt plug inside you reminding you that you now like being fucked."

As Latisha and I left Nichole's place that night, Nichole texted me while I was in the car,

"I am so glad that you finally allowed me to fuck you. And even more happy that you enjoyed it so. We will fuck more in the future. But it has been a while since you sucked shemale cock. Next time you come over we can talk and I will introduce you to two new friends of mine, Laura and Fiona. Since you like deepthroating cock you will definitely like Laura. Not only is she beautiful but her cock is bigger than mine. In fact she is bigger than Lana! We will have fun and we will take you to a gloryhole. Talk soon."

Even Latisha made it a point to tell me that now that she has fucked my ass with her strap-on dildo that I should expect to be doing it again for her on occasion. And I do not mind. Truthfully, I loved getting fucked by Nichole's big cock. I want her to do it much more often. So much so that I kept Nichole's butt plug inside of me for hours after I got home so every time I felt that feeling of a cock anally penetrating me I thought of Nichole's cum still being held deep inside me. I may even let some of her friends fuck me.

We'll see. Time to get my dildo and practice.

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