I had lived in a clothing optional community for a few months before I took a road trip and met Charlie. We rode together for about 2000 miles with lots of sex on the trip. Charlie was a hooker on vacation. When we got to my place she loved the atmosphere and before leaving gave me the key to a nice condo she had bought there. She visited about every six weeks.
Living at Charlies place certainly has its benefits. My one bedroom studio was cramped and had a minimal view. This place has a nice full kitchen and overlooks the pool and the park-like area behind it. All my life I had been the keeper. Now I was the kept.
Instead of a queen bed it had a king and the first time I had another woman in it I felt a little guilty before I remembered what Charlie did for a living. She had told me she was hosting a bachelors party that Friday afternoon in a park and the guy wanted all three girls to suck off each of twenty cocks. I figured she was probably on her tenth cock when I was in her bed with this woman. I got over my guilt.
The problem was that this sixty year old women seemed to feel nothing. I tried everything I could to get her to climax. I spent at least two hours licking her slit and clit. I fingered her slow then fast and even got four fingers in. Nothing seemed to have any effect. I licked, sucked, and chewed her clit while I finger fucked her. Still nothing.
Finally I just fucked her. Hard and fast, slow and easy. Nothing. Eventually I came deep in her and thought that might be the key to making her climax. I filled her cunt with hot cum and still nothing. When I softened I rolled off and apologized for not bringing her to climax.
She started crying. "I used to almost cum on demand. Six months ago I had surgery. Now I feel nothing. My doctor says the feeling may come back. Thank you for trying so hard. I could tell it was frustrating for you too. Can I sleep here tonight and just cuddle? I promise I'll start your morning out right."
I told her she didn't need to bribe me but I'd love the wake up call. I spooned behind her and gently massaged her tits. She almost purred as we both fell asleep.
In the morning I woke to her licking my balls. I had to pee and told her so. She followed me into the bathroom and aimed for me. Her aim was good. She shook it once and dropped to her knees. I knew there was some piss left in the bore but she didn't care and sucked me until I came. She was good, but not as good as Charlie.
She lived in the same complex so didn't bother to get dressed. I walked her to the door and she asked if we could try again in a month or so. I assured her that we could.
My next encounter outside of Charlie was a couple of weeks later. She was also in her sixties and slender. The problem with her was she was as dry as a leaf in the winter. I had to use half a bottle of lube to get in her. She climaxed but was still dry. I asked if I could pull out and finish in her mouth and she told me that was disgusting, got up and left. I finished myself.
A few weeks later I got a message from Charlie that she was visiting and had a surprise for me. I went to the airport on a Friday and waited in the cellphone lot for her call. She had someone with her. I pulled up outside of baggage claim and popped the door to the back and then pulled up a seat. The cop was giving me a dirty look so I had to rush. Charlie took the back seat and her friend the front. As we left the curb I apologized for the delay. Charlie reached over the seat, rubbed that special spot she had found on my shoulder, and told me not to worry about it.
As I pulled out of the airport I told the guest that I didn't know Charlie had a sister. She turned sideways and her hand found my knee. "Charlie, you didn't tell me he was a charmer! I'm her mother and I thought she told me everything about you." Her voice was course and husky, probably from years of whiskey and cigarettes. I could smell both on her breath.
I asked just what Charlie had told her about me. She said, "You have a nice cock, know how to use it, and your cum tastes great. She also told me you're great at giving head." Her hand was now on my cock and massaging it.
It was hard to drive but we got to the complex as fast as I could. When we went in the gate there were about a dozen guys without clothes polishing their motorcycles.
"You didn't tell me this! Everybody's naked! Even the guy mowing the lawn over there."
"They're nude, not naked, naked implies sex and outdoor sex is prohibited."
"So right now I can get nude but when we get inside I'll be naked?" Her hand was down my shorts." Her hands were as skilled as Charlies.
They both stripped when they got out of the car. I couldn't because of my hard on. I was barely in the door behind them when I found them both on their knees, side by side and fingers beckoning me to come closer. They stood high on their knees and each undid a button on my shirt until I shrugged it off. Mom undid the button to my shorts and then Charlie unzipped. They fell to the floor and mom licked her way down my leg as I raised one foot so she could pull my shorts off one foot at a time.
Charlie repeated the process on the other leg. They both grabbed the waistband of my boxers and pulled them slowly down to my ankles. Mom repeated the process of licking my right leg as she got me to raise my foot. This time she started at my balls before working her way down my inner thigh and calve. When I picked up my foot she sucked my big toe a bit.
Charlie was obviously following her lead and did the same for my left leg. My cock was throbbing and bobbing. I really wasn't sure how much more of this foreplay I could take. They both sensed it and mom took me in her mouth first. She couldn't get me down like Charlie could but her tongue was amazing. Charlie watched her with admiration as she used just enough teeth to slow me down.
Next it was Charlies turn. She just took me all the way down on the first go and I could feel her tongue lapping at my balls. Mom looked on with pride. I could have cum right then but mom took over and slowed me again. I was begging for relief and they both just began licking me from balls to top until they felt me swell. Mom took the frenelum while Charlie worked the edge of my helmet. I spurted and then just pulsed out more. They took turns licking me clean as they cleaned their faces with their fingers and sucked the cum off.
Mom laid on her back. "She was right about the taste. Now lets see how good you are at eating pussy."
She went to the bedroom, laid back on the bed and spread her legs and fingered herself. She, unlike Charlie, wasn't shaved. I learned later that the men who frequented the strip clubs she worked expected to see some bush. I chewed her nipples for a bit first. They weren't nearly as sensitive as Charlies but I know that can be a complication of surgery. Her clit, when I finally got there was just as sensitive as most women's. She bucked when I put one finger in her ass and my thumb in her cunt and squeezed them together. When I bit her clit she squirted for me. I felt Charlies tongue licking my ass. I spread my legs to give her easier access.
It was tough to concentrate with what she was doing but I had mom where I wanted her. I got three more good squirts out of her before I slid up and let Charlie guide my cock in. Moms pussy was throbbing and so was my cock. She came immediately and continually until I finally unloaded in her.
I cleaned her up as Charlie cleaned me off. Charlie just smiled. "I told her you were good."
They decided they wanted to go for a swim so we all showered and I grabbed some extra towels. As we walked to the pool I explained the towel rule to her. (Always sit on a towel and guys need to cover up hard ons if they get them.) I was pretty sure there would be a lot of covering up that day.
We swam for a bit and Mom expressed her joy at skinny dipping for the first time in years. After about an hour we got out of the pool and walked the garden path that went down by the lake. It's a peaceful place and Mom marveled at the gators cruising the lake. She made a joke about me being unwilling to dip my cock in that water and we all laughed.
As we began to walk back Charlie whispered to me that she wanted me to dip my cock into her cunt and her ass while her mother watched, and asked if I was ready. I wrapped my towel around my waist to show her I was. She smirked at the forming bulge.
We climbed the stairs to the condo. They led the way and I watched two gorgeous asses move seductively in front of my face. I could smell Charlie and saw her juices running down her thigh. Getting fucked while her mother watched certainly seemed to be a turn on.
There is an easy chair in the corner of the bedroom and mom put her towel under her as she sat on it. Charlie took to her knees and sucked me until I was totally hard. She got up and sprawled on the bed with legs spread waiting for me.
The old saying about never keeping a woman waiting is crap. I began with her feet and licked between each toe until she squirmed. Next I dragged my tongue up each leg and thigh until I was just close enough where she could feel my hot breath on her pussy. Her squirms became trembles.
I teased around it for five more minutes. Out of the corner of my eye I could see mom smiling as she diddled herself. I finally gave into my hunger and began a slow and deep licking of her pussy. I still avoided her clit for a few minutes but eventually worked my way up to it and found it throbbing with anticipation as I took it between my lips.
She began a nice long slow orgasm. I kept at it for a while my long finger found her anus. She exploded. I added some warming lube that I had just bought and soon had three fingers in her ass. She knew what was coming next and began to whimper again in anticipation. I'd almost forgotten that we were being observed but Mom came over an put a big blob of the gel on her fingers before retaking her seat.
I rolled Charlie over and put her on all fours. I lubed my cock up with the gel and slowly began to fuck her cunt. She was loving it but I knew she really wanted it in her ass. I made her wait a bit and then pulled out of her pussy and pressed into her ass. She moaned with delight and when I reached around and massaged her clit with more gel she exploded again. Mom was climaxing too.
I knew I couldn't hold back much longer and began to fuck her ass hard. It didn't take long and I filled her ass with hot cum. This time she squirted all over my balls as she came.
She pushed it out for me as I sucked her ass before sharing it with both of them. There was a lot of it.
(Since Charlie had done porn movies in the past I asked her during her last visit if the volume of cum the male stars put out was real. She explained that they all took some pills to increase the amount but she was happy with what I provided. I told her I wanted to cover her face and tits like I saw in the movies. She just clucked but about a week later I received a package from her. In it were three bottles of pills and directions that said to take one pill a day. I didn't recognize any of the ingredients but the next time I went to the doctor I showed her- my doctor- the bottle and asked if there would be any interaction with the meds she had me on. She blushed but said it should do no harm. I started taking the pills a week before Charlies visit. I guess they were working.)
They both licked and sucked my cock clean and dry. Mom looked up at me and said, "That was the nastiest and hottest sex I've ever seen. Do you want to take a fifty year old virgin ass tomorrow?" Charlie and I both looked at her in surprise. "I've never let any guy get there but after seeing how much you both enjoyed it I want to try it!"
I told her I'd be honored. Charlie chimed in that it would hurt the first time but after that it was pure pleasure.
"We're here for three days right?" she asked. I laughed and promised both of them that I'd be gentle.
There was only room enough in the shower for two. Mom went first and Charlie and I would follow. When we heard the shower come on Charlie turned to me. "Remember when I told you about my mom saying I should always be in charge?" I nodded that I did. "When you take that ass tomorrow I want you to bury that joystick in all the way and fly her higher than she's ever been before. Can you do that for me? I want so see her lose control." I promised to do my best and Charlie bent over and licked a drop of seeping cum from my cock. "I know you will," she said as she licked her lips.
We showered next and got dressed to go out for dinner. I suggested a little BBQ food truck I had found. Both looked skeptical but agreed to try it. We sat outside at a picnic table and I watched their faces light up as they took their first bites of the pulled pork sliders. Next stop was a drug store where I bought two more tubes of the gel. After that we hit the bar where I was immediately the envy of every man there. We shot some pool and drank a couple of pitchers before heading home. It was now about 8PM.
We all stripped off our clothes and sat out on the balcony to watch the sun go down. Mom said she had to pee and went inside. Charlie leaned toward me and said, "I want you well rested so you can fuck the hell out her ass in the morning. Don't be too gentle. Make her remember it!" I didn't quite understand the dynamic but agreed.
That night we just slept, three spoons in a row. Charlie was in front of me and my hand just naturally found her nice soft tits. Moms harder tits were pressed into my shoulder blades. I was whipped and slept like a baby in the womb.
I woke hard in the morning and Charlie had rolled all the way over on her back. Mom was on her front with her ass pointing up. She woke when my tongue fount her anus. Talk about the "breakfast of champions". I pulled back after about five minutes, rolled her over and inserted one finger in her ass and my thumb in her cunt. She moaned to show her pleasure. I went to two fingers in her ass and massaged her g spot with the back of my thumb. She began her first of many orgasms. Eventually I got three fingers in her ass and began to stretch it by swirling them around. Climax number two.
Charlie woke with that one and smiled as she watched me dominate her mother. She grabbed the tube of gel from the nightstand and squeezed a good glob around my fingers and lubed my cock with more. She mouthed "Take it hard." I rolled mom over and pulled her up to her knees and jammed all ten inches in her ass at once. She yelped and Charlie smiled.
I began to stroke in and out of her ass and as she turned her head to the side I could see tears welling in her eyes. It's not my style to hurt. I asked mom if she was okay.
"It hurts so fucking good! Please don't stop; just kiss it when you're done." I reached around and pinched her large hardened clit. Climax three came quickly and I unloaded in her when it did. I went down to suck up my load as she pushed it out. I know that turns off some guys but it turns on most women. It did her as well. Just my sucking on her ass elicited another mini climax. I made sure she and Charlie shared the load.. They eagerly did.
Mom rolled over on her back and said she needed to catch her breath. Charlie grinned as she licked my cock clean. I laid there between these two beautiful and sexy women and wondered just what had I done to get so lucky.
Mom got up and went into the bathroom When she heard the shower come on Charlie scooted closer, "When I was just eighteen my mother told me I always had to be in control. Today you took ownership of her ass. I can't wait to hear her beg you to do it again. After our trip I told her what happened and she scolded me for not being in control. This morning you taught her a lesson."
She changed position and laid across the bed with her head on my belly. The shower finally went off and five minutes later mom came out. Charlie was asleep and smiling. Mom laid down next to me and whispered in my ear, "A long time ago I learned how to fake a climax. I even learned how to make myself squirt on demand. There was nothing fake about what you just made me do. I never came so hard in my life. It was fantastic. Just thinking about it in the shower and I had a relapse." The smile on Charlies face turned into a smirk.
We slept for a bit and then I got up to cook breakfast. I put some bacon on a pan and stuck it in the oven. There is truth to the adage of "Don't fry bacon naked." Next I broke about six eggs in a bowl and whipped in a little cream and grated cheese. I started coffee and poured OJ. I thought about making Bloody Mary's but decide to hold off on that for a bit.
When I was ready to cook the eggs and the bacon was done I went and gently wakened my sleeping beauties.
They yawned and stretched and both looked totally sexy. I spanked both their asses a bit to wake them up and told them breakfast would be ready in fifteen minutes. I left the bedroom and set the little table on the balcony before starting the eggs. I like my eggs cooked low and slow with constant stirring. They come out more like a soft custard than traditional scrambled eggs. I had cooked them that way for Charlie a few times and she always liked them.
Ten minutes later I loaded the toaster and did a quick check on the beauties. They were both up and moving and I gave them the five minute warning before I went back to gently stirring the eggs. They came out right on time to fix their coffee. I plated the food and brought it to the table. They started to eat and soon I had two feet rubbing my crotch from underneath the table.
"You didn't tell me he cooked. These are the best eggs I've ever eaten. No wonder you bought this place. He's a gentleman, a charmer, a good cook, and the best fuck and pussy eater I've ever known."
I thanked her for her compliments and began to clear our plates. Charlie stopped me and said they would do it if I'd make us all some Bloody Mary's. I did as she suggested and we spent the rest of the morning on the balcony and watched the pool apron fill up with the younger weekend guests.
At 1:00 I stood and told them that I needed a shower. Charlie asked if she could join me. Of course she could. We lathered each other up and after I rinsed, I fucked her standing up in the shower until we ran out of hot water. She sunk to her knees and sucked me off.
We went back out on the balcony and joined mom who I noticed had fixed herself another Bloody Mary, maybe her third. Charlie suggested a walk around the lake and I agreed. Halfway around the lake there is a park bench and we sat and watched the gators cruise by.
Mom spoke, "Can you do that again for me tonight I need it! Please!" Charlie smirked and squeezed my thigh. I decided to tease.
"Since you were a virgin there I didn't want to hurt you too much."
"Hurt me? You made me bleed and I loved it! I want it again! Do it please!" I glanced at Charlie and she nodded her approval. I guess that was close enough to begging for her.
We went and hit the BBQ place again by popular demand. We played some pool and drank some beer before heading home. The anticipation was building and I was thinking about what sort of wrinkle I could add. Apparently Charlie wanted to see her be a bit submissive.
They stripped as we went in the gate. Both seemed to love the clothing free lifestyle. I followed them up the stairs and when we went into the condo Charlie undressed me. I took mom to the bedroom and directed her to the bed. Charlie took the seat on the chair in the corner. I used a little lube but started with two fingers in her ass this time. She shuddered but didn't complain. The third finger made her grunt. The fourth made her moan and I could see the sweat start to glisten on her lower back."Do it, Please!" I glanced over at Charlie who was smiling and taking care of herself. I rammed my whole cock in as hard and fast as I could. She yelped but began to rock her ass from side to side as I stroked in and out. Five minutes later she had an all enveloping orgasm. It was hard not to cum with her but I had another plan to add to this domination scenario. When her orgasm was over I pulled out and ordered her to roll over. She was obedient. I grabbed my cock and pinched off my rising climax and scooted up to rest my balls between her hard tits. When I was in position I opened the floodgates and with the pressure built up was able to completely paint her face with gobs of cum.
I could streaks of blood on my cock but fed it to her anyway. She sucked me dry and I ordered her to smear the cum evenly over her face. She did what I said and I told her to go sit on the balcony and let the sun dry it. Again, she followed my orders.
Charlie gave me the OK sign as she went out to sit with mom. I needed a rest and just laid down for a bit. Thirty minutes later I joined them on the balcony. Mom's face was still covered with dried cum. I told her to peel it off and eat it. I guess those pills had not only increased the volume but thickened the consistency. It almost looked like she was pulling off sun-blistered skin. She put every bit of it in her mouth, savored it, and swallowed.
We turned in early and Charlie once again was the front spoon. At around midnight I woke and could feel my cock swell. It was pushed up against Charlies cunt. Even in her sleep she could feel it and shifted slightly so I had better access. As I grew harder I could feel it push in her, a pulse at a time. She woke when I was about halfway in. She gave a quiet sigh and let me grow inside her. It was romantic and intimate.
She used her talented cunt muscles to slowly jerk me off inside her. I didn't fight it but just let the cum pour into her. I stayed plugged in and we fell asleep again. I was still in her a bit when I woke at 4:00 and had to pee. When I got back to the bedroom Charlie had rolled on her stomach and mom on her back. I snuck in between them and went back to sleep with my hand on Charlies ass.
We all slowly woke at about 8:00. Mom went to hit the shower while Charlie and I cuddled. "I had a great dream last night. Your cock was in me for hours." I steered her hand down to between her legs so she could feel the dried cum that covered her right thigh. She just sighed. "And they say that some dreams are usually too good to be true."
Mom came back and asked me to fix more eggs and a Bloody Mary. I agreed and Charlie and I took a quick shower first. When we got out mom already had a Bloody Mary in hand and was sitting outside. I looked in the fridge and realized I was out of eggs so went in the bedroom to get dressed and make a quick grocery run. Charlie went with me and looked at the bed. The bottom sheet was covered in dry cum and blood. She stripped off the sheets. And I suggested we do laundry after breakfast.
She agreed and she helped me cook. It was starting to feel pretty domestic. After breakfast she and I went to the on site laundromat to wash some sheets. It was starting to feel very domestic. Usually I waited until she had gone home and tidied up the place by myself. I figured that if I was being kept it was the least I could do.
On the way back from doing the wash we could see the balcony. Mom was sound asleep in the settee. "Do you want to wake her?" I told her I'd rather just concentrate on her. She snuggled up next to me. "You know I've been with lots of men but this is the first relationship with a man I've ever had. God I enjoy coming here." I told her how much I enjoyed her visits too and returned her hug.
We went in quietly and made the bed. Sexual tension was building and as she put pillow cases on I slowly slid my hand up and down her ass crack. I asked, "Is there anything I can do to help you?"
She shivered, turned and gave me a deep deep kiss. "You can put that tongue to use!" To answer I turned her around and knelt behind her. She spread her legs and reached around with both hands to spread her ass cheeks. My tongue found it's target quickly. Mine is not as long as hers but I still managed to push about an inch in. The way she wiggled her ass displayed her pleasure. I gave it a good ten minute tongue fuck before I rolled her over and began to work on her clit. It didn't take long before her volcano erupted. I sucked and licked it all up.
"Fuck, I love being with you!" was all she said before taking my stiff cock in her mouth. She took me down effortlessly and just held me there while she licked my balls and swallowed. She didn't bob her head at all but jerked me off with just her throat muscles. When she felt the final swelling she pushed two fingers in my ass and milked my prostate. It was special even for her formidable skills.
Mom walked in just as we finished. Her speech was slurred and her eyes glassy. She wanted to know what we were doing for lunch.
Charlie and I got dressed and went on a grocery run. We got things for lunch and dinner as well as some booze for mom at Charlies suggestion. "I want you all to myself!" was her explanation. They were leaving the next day and Charlie and I shared a sweet and romantic night while mom slept it off in another bedroom.
In the morning I made breakfast and afterwards took them to the airport. Mom was already a little toasted but Charlie and I had a sweet sweet parting.
She gulped, "You know what I do for a living so I can't expect you to be celibate while I'm gone. If I lived with you could I expect you to be loyal to just me?" I nodded that I could. I was in love with this young whore for a variety of reasons.
"Thank you. My mother has been belittling my decisions for my entire life. When she berated me for buying the place here I just had to show her what a good man and great lover could do. You'll never see her again. She'll whine and cry that she wants it again but that is her penance for making me cry so many times."
I just kissed her softly as the Skycap took their bag.
She turned to me, "six long weeks and just me this time!"I knew I should just be content with Charlies visits but for some reason I wasn't. The view from the condo's deck during the week wasn't anything to write home about. There were lots of older saggy baggies. On the weekends, however, there were lots of young visitors there to work on their all over tans.
Most of the women were young and fit. The guys were buff and I saw no value in going down there and trying to compete with them. I am sixty-nine years old. But I did enjoy sitting on the balcony and just appreciating the beauty of the young women.
There was one particular young woman I was always pleased to see. She is fairly tall, has long raven black hair, a fantastic deep bronze tan body with no visible tan lines, and nice "c-cup" tits with dark areola. She was always accompanied by a twenty something guy who obviously spent a lot of time in the gym. They were there most weekends but on this day the guy showed up with a pretty stunning blond instead.
I sat on the balcony and wondered just what this guy had going for him. I don't spend much time checking out the competition but this guy had a dick like a well used pencil.
Below me I heard a voice. "What's the view like from up there?" I looked down and it was the raven haired beauty. I told her it just got a lot better. She was wearing a lace cover-up that hid nothing and was sexy as hell.
"Come up and see for yourself; doors unlocked." A few seconds later I heard the door open and close. I called out that there was beer in the fridge. I heard the fridge door open and she walked onto the balcony carrying two bottles of beer. Somewhere along the way her cover-up had become unbuttoned.
She sat next to me on the settee. Her long black hair fell to the front and almost covered her tits.. Her nipples protruded through.
"Wow, you can see everything from up here. Are you a voyeur?" I assured her that I appreciated the female form so I guess I could be classified as one. "I've felt you watching me a few times." I told her I had always enjoyed seeing her and that she was a beautiful woman.
"Can I ask you a question?" I told her she could but I had some of my own.
"Who is the younger woman I see you with up here sometimes?" I told her she was a friend and actually owned the condo,
"My turn. How come you're not down there with your boyfriend?"
"He's an ex boyfriend. Now he's down there hitting on my best friend."
"My turn. Where is your friend and why are you here alone most weekends? Last weekend her sister was here with her. "
"She lives in California and she bought this place so we could be comfortable when she visited. We have an unusual relationship. I won't tell you anymore about her. I respect her privacy. That wasn't her sister though, it was her mother."
She shrieked in laughter. "You did a two generation fuck?"
I didn't answer.
"My turn. Why did you shave? You had a beautiful all natural bush. The only tan lines I can see now are where it was a few weeks ago."
"Needle dick, down there, couldn't please me in the normal way and I thought if I shaved he'd at least try the other way. No such luck, and now he's talking to Cheryl and look at the bush on her! And hers is course while mine was fine and silky. I'll let it grow back but I have no idea how soft it will be."
I wondered how she knew what Cheryl's bush was like but didn't ask. I learned that her name was Princess.
"Can we cut to the chase? No offense and you don't look overly endowed but if that woman is willing to buy this place and fly here every so often you must be something special. I need something special."
Her hand found its way across the settee and up to my cock. I started to swell and she leaned over and took my little worm in her mouth. Finally I was at my full length and she pulled off and looked at me with wonder in her eyes. "I've only been with four guys. The first was an eighteen year old that had no idea what he was doing the second was older and could satisfy me always. Number three could satisfy me sometimes. And then there was "needle dick" who is all about himself. I know we're going to have sex but would you do me a favor and when we stand up to go inside let him see that magnificent cock?"
I did what she asked. When I stood up I pretended to yawn so my dick hung over the railing. We got in the slider and she dropped to her knees. "I hope he's watching." She gave me a pretty good blow job for someone with limited experience. I looked out; both her boyfriend and friend were watching. When I came she stood and went back on the balcony and stuck out her milky white tongue at them before swallowing.
"OK. I'm done with revenge. Let's just have fun."
Her body was so perfect I didn't know where to start. She laid on the bed and I rolled her over on her stomach. I began with that nice tight bronze ass. I took gentle nibbles on each cheek and slowly worked my way in closer with each nibble getting a little harder. She reached around and pulled her cheeks apart for me. As my tongue found her brown rosebud she almost shrieked her approval.
I slid my hand down between her and the bed and let my fingers do the hunting until I found her hard little clit. The combination of my tongue in her ass and my finger on her clit made her cum almost immediately. I pulled back and rolled her over. My thumb found her cunt at the same time my very long middle finger found her asshole. I pushed them in at the same time and felt her shiver a little. I began to lick and nibble her clit. Within five minutes she graced me with a shower of her womanly juices.
I licked it up and gave her our first kiss before rolling on my back. I was hard and just let her take control. She gave me a few good licks and then straddled me before impaling herself on my cock. "Fuck; that feels good. I've never been that full before."
She had control and I just let it go. The only thing I did extra was to brush her anus with my fingers. She came instantly when I did. Her pussy gushed for the second time. I filled her with cum. When I went down and licked her clean she was shocked. "Now that was special."
I moved up and we kissed. Her tongue did it's best to clean my mouth. We napped and she woke me in an hour or so by working my anus with her tongue. I reached down and pushed my cock so it was pointing down. She got the hint and moved down to take just the head of my cock in her mouth. She just let her tongue do the work and I came hard in her mouth.
We spent the better part of the night, sucking, licking and fucking. In the morning I cooked breakfast and she told me she had to go to work. She was a dealer at a local casino. I learned she was half Seminole and half Mexican. Her parents were nudists and had belonged to a place up the road for years. She sort of grew up there and in the naturist lifestyle. She had never owned a bathing suit in her life.
Before she left we had one last long and slow fuck.
The next Saturday I heard a knock at my door and when I answered it there were Princess and Cheryl. "Is this where the fun is? This is Cheryl, my best friend. She learned her lesson about Needle Dick and is looking for something entertaining too. She reached down and began to rub Cheryl's pussy. We can also be very entertaining if you're into that sort of thing. Cheryl was very pretty with smallish tits but a fine lithe body.
I admitted that I had never seen it live but would love to. They came in and I offered them a drink. Cheryl piped up, "We been discussing this for two days. We want pussy juice first, followed by cum, and then maybe a beer." I led the way to the bedroom and took the easy chair in the corner. They climbed on the bed and began to kiss. It was long and lingering and I could catch glimpses of their active tongues as they probed each others mouth.
Princess broke the kiss and began to work her way downward. Her hands found Cheryl's pussy as she chewed her pink nipples. I could smell the sex emanating from both of them. Princess moved down further and worked her tongue all the way around Cheryl's Mons a few time before just plunging it into Cheryl's wanting cunt. As Princess took her prize Cheryl moved her foot up and began to massage Princess's pussy. They both came and I made a mental note to be sure and lick Cheryl's foot clean.
They rolled over and switched positions. This time Princess was on the bottom and Cheryl must have been hiding a large cunt behind her lush bush because I watched her impale herself on Princess' foot as Cheryl began to eat her friends pussy. I'd never seen anything like that but they both seemed to be enjoying it tremendously. Princess' toes were obviously hitting all the right spots and Cheryl's tongue and fingers were as well. It was hot.
They both came hard and long and beckoned me to come to the bed. The told me to lay down in the middle and they assumed their positions at right angles to me. They alternated turns sucking my cock. I couldn't hold on for long and Cheryl took the first shot. Princess dove in and took the balance as she inserted a finger in my ass and massaged my prostate.
When I was depleted they shared my load and then Princess took her finger from my ass and offered it to Cheryl. She licked and sucked it clean. I got up to pee. When I got back they were laying shoulder to shoulder with pillows under their asses and knees bent and raised.. Both were fingering themselves. Not a word needed to be, or was said.
I knelt between them and replaced their fingers with mine. I learned a long time ago that every pussy is different. Princess' magic spot was very close to her opening and responded best to fast finger action. Cheryl's pussy was going to take some exploring. I couldn't find her spot but remembered a girl from long ago that just loved it when my long middle finger did lazy circles around her cervix. That did the trick and soon I had them both cumming hard on my fingers. Even Cheryl's huge pussy was squeezing my hand.
Princess pushed my hand away and whispered in my ear that she wanted me to fuck Cheryl and fill that big pussy with cum so she could drink from it. "She has to go to work tonight. I don't. We'll have all night to please each other."
By this time I had my entire hand inside Cheryl. I'd never fisted before and it was interesting to explore her internal anatomy. It also kept her orgasms coming. I began to lick her clit and they increased in intensity. I pulled my hand out and slid my cock in. She pushed her legs together and that tightened her up a bit and increased the friction. I pulled out and rolled her to her knees. I went back in and she pressed her legs together again. In this position I could stroke faster and the speed seemed to make up for the lack of friction for me. I blew my load all over her cervix.
I pulled out and presented my cock to her lips for cleaning while Princess moved down and inserted her hand in Cheryl's cunt and came out with it covered in cum. I watched her lick and suck each finger clean before she planted her mouth on Cheryl's cunt and began to suck. She showed me her harvest before swallowing.
I needed a nap and told them so. They said they were getting in the shower. I fell peacefully asleep. I woke and looked at the clock. What I had expected to be a half hour power nap had grown to almost two hours. I rolled over on my back and saw Princess sitting in the corner and listening to my I-Pod. She noticed my movement and smiled as she took the earbuds out. She stood, walked to the bed, and sat next to me.
"I gave Cheryl a ride home and stopped at a deli to buy some cold cuts, cold salads, and rolls. I hope you don't mind but I can't live on cum and pussy alone." She laughed as she said it.
I apologized for not being a better host and meant it.
Her hand found my cock and gently stroked it. "You are the host with the most! I've been sitting here watching you for about an hour. I watched your cock get hard and then go soft three times. I wondered what it was you might have been dreaming about. Could it have been this?" She bent over and took me in her mouth. I was instantly at full mast and she just smiled as she pulled back and straddled me to impale herself on my cock. "Or this?" She bounced up and down like a yo-yo on a string for a few minutes and then got off and turned around. "Or maybe this?" Again she impaled her cunt and bent forward to show me her brown rosebud. I wet my finger and pushed it in her anus. She shrieked with pleasure/pain.
Finally she came hard and took me along for the ride. When we were both done I grabbed her hips and pulled her dripping pussy to my face. I licked her clean as she sucked me clean and dry. She reversed her position and slid up next to me.
"You know last week was a first for me. I told you I had been with four other guys before but you're the first man I actually slept with. It was so comforting to feel the heat of your body close to mine, and when you snored it just made me hornier. I hope I'm welcome to spend the night again?" I assured her that she was. Her purring demonstrated her gratitude.
"You also seem to have a fascination with stimulating my ass. If there is something else you want to do with it I'm open to the idea. I heard a couple of women in the break-room at the casino talking about it one night and they both seemed to love it. It's yours for the taking if you want that. I also saw it on a porn video and it's something I really want to experience."
I said nothing. We got up and made sandwiches before moving to the balcony to watch the action below. As we ate she just took my hand. "Well?"
I told her that the first time would be very painful and I didn't want to hurt her.
"Shouldn't that be up to me?" I couldn't really argue.
"Tonight my cock will find its way into your ass. I promise."
We got dressed, went out, drank some beer, and shot some pool. She was very good and managed to beat me a couple of times. I learned that she had a pool table in her house as a kid.
After some dinner we headed back. As we went though the gate to the community I could hear the tempo of her breathing hasten. She wanted this badly. I promised myself I'd be as gentle as possible. I once had a girlfriend who took a dildo, that was approximately the same size as me and just jam it in my ass. It hurt like hell. I didn't want to hurt this tender young virgin ass any more than necessary.
Princess walked up the stairs ahead of me. We didn't bother looking out at the pool because we were both so intent on what was coming. I slowly undressed her, something we had never had the fun of doing before since we were in a naturist resort.
I'd never understood why young women today seem to wear endless layers of clothing before. She had on a light rain jacket, followed by a shirt, followed by a chemise, followed by a bra. It was like peeling an onion with each layer down getting sweeter and sweeter As I took off her bra I took the time to suck each brown nipple until they were hard and then gently nibbled on each until she squirmed. Below the waist it was jeans and lacy panties that matched her hot pink bra. I spent twenty minutes stripping her and enjoyed every one.
She, on the other hand, was much less patient. She literally pulled two of the buttons off my shirt before pulling down my shorts and boxers without even bothering to unzip the fly or release the catch on my shorts. She flopped on the bed on her stomach and picked her ass up.
There was no way I was going to make this any more painful than I had to. I reached into the night stand drawer and pulled out a squeeze bottle of almond oil and a tube of warming gel. I told her to relax and let me take control.
"I just want you to do it!" I told I would, but all in good time. I sprinkled drops of almond oil on her back. I watched her shiver as each drop hit.
"Just relax and enjoy the massage. The rest will come slowly." I slowly rubbed the oil into her shoulders and upper back. I could feel the tension ebbing away. When the top was relaxed I let my hands slowly work down to her lower back and finally her cheeks.
I rubbed the oil in there and gently pried her knees wide open. I scooted down and began to lick her exposed anus. She moaned in delight. I lubed up my long middle finger with some of the warming gel and slowly pushed it in her. She stiffened at first but slowly relaxed as I slowly and gently finger fucked her ass. After a few minutes I applied more gel and went in with both index and middle fingers. Again I was slow and gentle but after awhile I spread my fingers a bit to loosen her up.
Each spread was reacted to with a small flinch but eventually I saw her sphincter widen and start to ooze her own lubricant. I couldn't resist tasting it and replaced my two fingers with my fat tongue. She began to climax as I fucked her ass with my tongue. When she was done I backed off and lubed up three fingers all slid in fairly easily and I knew we were close.
I slowly fucked her as deeply as I could, spreading my fingers wider with every stroke. She was whimpering and begging for my cock. I lubed her anus up and began to slide in. I got just the head in and she shuddered a little. I let it stay there as I rubbed her back and made her relax again. When I felt her loosen up, I pushed in another inch. Again I paused and let her adjust. After a minute or so I pushed in the third inch. Another pause and I began slow strokes that reached a little deeper with each one.
I was about halfway in and she screamed at me to just do it. I squirted some more lube on my shaft and pressed in as far as I could. My pelvis was pressed against her ass cheeks. Her moans of pleasure assured me that she loved it.
I bent over and in a soft voice asked if she wanted all of it. "Fuck yes! Give me all that cock!" was her response. I pulled her up to her knees and as I did I slipped in deeper and deeper. Finally my balls were laying on her dripping pussy. I pulled almost all the way out and asked if she was ready. I didn't wait for an answer but began to stroke harder and faster plunging in to the hilt with each thrust.
"Of fuck that feels good!" It was almost a scream. I knew I was close and I hate to come before my partner. I reached around and began to pinch her hard little clit. Her orgasm brought on mine and she was begging me to fill her with my hot cum. I did just that. With each stroke in I could feel my cum gush out and drip down my balls.
When I softened and slipped out I rolled over on my back as she laid back on her flat belly. I asked if she was OK. "I'm way above OK . That was better than all my sexual experiences put together." She looked down at my cock. "Is that gel stuff safe to eat?" I assured her it was and she slid down and began licking my balls before taking all of my shriveled cock in her mouth and sucking while her tongue loosened any residue of her ass and my cum from my dick. She could get me all the way down when I was soft. I loved it.
She looked up at me and smiled as she licked her lips. "I guess I can add 'Dirty Cock Sucker' to my resume' now." We both laughed. "Will you do that again in the morning?" I assured her that I would if she wanted me to. "I want one variation. Before you cum I want you in my mouth. That's probably the best of two worlds."
We snacked for dinner and went to bed and sleep after a quick shower. I don't think I'd slept so well for years. I woke in the early morning with her long tongue probing my ass.
She moved up next to me. "I may be addicted. I barely slept just thinking about it. Please do it now!" She rolled over on her stomach and rose on her knees.
I moved behind her and began to tongue her anus. Yesterdays actions had certainly loosened it up and with just a little effort I could push my tongue in. Her moans demonstrated her pleasure. I lubed two fingers and pressed then in. The third followed soon and I stretched her out. After a few minutes I substituted my dry cock and none too gently buried it in her. She yelped at first but then began to beg me to fuck her hard. I did as she wanted and reached around to pinch her clit. The response was immediate.When her climax subsided I pulled out and spun her around. Her mouth was wide opened as I began to fuck as much of her throat as I could get. I knew I had to be bruising the hell out her throat but she didn't complain. She just sucked on the backstrokes and tried to open wider on the down strokes. When I was ready to cum I pulled back and just fucked her lips. As I began to shoot it in her mouth she didn't hum but sort of grunted her approval. She sucked almost all of it in. Some drizzled on down her chin.
She showed me her full mouth before gulping it all down. "Thank you for not cumming down my throat but in my mouth. I love the way you taste! I know you were trying to get all the way in my throat. I'm guessing your friend can do that for you but I'd like to as well. I just prefer to have you cum right where you did."
I said nothing about Charlie and her amazing abilities but did tell her that for some women it came easily, for some it required a lot of practice, and some could never manage.
"You don't mind if I'm a regular visitor so I can practice do you? All I ask for in return is that you don't neglect my ass!" I assured her that was fine but my friend had asked that when she was here we could be mutually exclusive. "I understand, but perhaps I could meet her sometime and convince her to play with both of us? I've never had the pleasure of playing with big tits like hers. In fact, Cheryl is the only woman I've ever been with. "I told her I'd broach the subject with Charlie.
It was still three weeks before Charlie's next visit. Princess and I settled into a sort of routine. She was off work on Saturday, Sunday, and Monday. She would arrive every Saturday morning and we would suck, fuck, and eat our way through the weekend. Unlike my relationship with Charlie, which had a romantic side, this was just plain raw sex. She would leave late Monday so she could catch up on chores and get ready for work the next day.
I actually was relieved to see her go. At sixty nine years old there was simply no way I could keep up with her 24x7. As it was I'd sleep most of Tuesdays away. With her it was nothing but pure hardcore lust and sex. With Charlie it was different. We would talk about things, watch some sports on TV and while there was plenty of sex it was slower and more measured. In fact, one day I spent three hours eating Charlie's pussy. She loved it and later that night rewarded me with four hours of continuous cock sucking and ass eating. When she finally let me cum I fell asleep for ten hours straight with her nestled against my side. It wasn't exhaustion, it was bliss.
Princess did visited regularly when Charlie wasn't there though.
On Charlie's next visit we began by watching Thursday night football. She snuggled close to me and both she and I let our hands explore each other bodies as we watched the game unfold while her team folded badly. "Oh well. I'm certain the night for us will end better than that for the Rams!"
I laughed and began to gently stroke her clit. "I'll do my best!"
"You always do. You are just amazing! By the way, I brought you more bottles of those pills. I love it when you can provide it faster than I can swallow. I thanked her for the meds.
When the game was over we went to bed and made slow and gentle love to one another. We both slept through the night and woke in each others arms. I could feel her big soft tits pressing against my side and she could feel the effect it was having on me. She pushed her hand down between us and began to stroke my cock.
"I know you're not a fan of sixty-nine but can we just have each other for breakfast this morning?" I told her that I'd be happy to if that was what she wanted. My problem with sixty-nine is that I never feel I'm getting the job done for my partner because she breaks my concentration. As it was, I thought I came too fast and her climax was a little abbreviated, but she seemed happy at the end.
We showered and went down to the pool to sunbath a little before taking a leisurely swim and the walk by the lake.
"It's so peaceful and free feeling here. It won't be long before I can retire. I don't want to be an aging whore like my mother. I save every penny I can. I'll be thirty when I'm ready if all goes as planned. Could you handle me living here full time?" I started to answer but she put a finger to my lips."I'm serious and I've been thinking about this since I bought that condo. I want you to think about it for awhile before answering."
I told her I would and suggested we grab a late lunch. My choice was Italian and I picked a nice place we had been to once. She agreed and we walked hand-in-hand back to the condo to get dressed.
The restaurant was very old style Italian, with checkered tablecloths and wicker covered chianti bottles dripping with multi-colored wax on the side from candles gone by. The murals on the wall depicted scenes from Venice, Rome, and Naples. The food was excellent and the owner always came by the table to inquire if everything was OK. I think he thought Charlie was my grand-daughter because he addressed her as "Bambina". If he could see where her foot was under the table he probably would have thought otherwise. She had kicked off her sandal and was gently massaging my growing bulge with the arch of her right foot.
She broke the spell. "Well? I know you've been thinking about it." I told her that I was fine with it but she had to be realistic about our age differences and that I'd be ninety before she hit fifty. She laughed; "I may fuck you to death before that!" We went home and she tried to do just that. I fell asleep, exhausted but happy, at about eleven.
Saturday morning I got up before her and did all the prep for a nice breakfast. I par cooked the sausage and cracked a half dozen eggs and started making potatoes O'Brien when she came up and hugged me from behind. She made coffee and I excused myself to go brush. I hadn't wanted to wake her earlier. She had the outside table set when I got back. She was whisking the eggs and just smiled up at me.
"I might have to know how to do this too for you someday. Teach me please. My mother, as you might imagine, wasn't much of a cook. I never learned." I assured her that I loved cooking as a team and would be happy to teach her. I showed her how I always keep a few boiled potatoes in the fridge and showed her how to peel them with a steak knife and then shred them on a grater. I let her take over that task and began dicing onions and peppers. She came over to watch and wanted to try. I showed her the proper way to hold the target and knife. I keep my knives razor sharp and didn't want to take her to the emergency room. I sliced an orange and put a thin slice on each plate as a simple edible garnish.
When everything was done we plated the food and moved to the balcony to eat. The deck around the pool was starting to fill with the young folk. Among them was Princess who glanced up at the balcony. She took a seat and I noticed that Cheryl was on the other side of the pool.
We ate breakfast and watched the area get busy. About once a minute Princess would glance in our direction. Charlie asked, "That girl with the long black hair is stunning isn't she?" I admitted that she was. She smirked. "You've been fucking her haven't you?" I told her that gentlemen never talk about such things. "Is she any good? Maybe I could franchise?" She laughed aloud.
She laughed hard. "You are a gentleman but you're what we in the escort business used to refer to as a 'HOG', for horny old gentleman. Is she jealous? Is that why she keeps looking up here?"
I told her no but that she wanted to meet her. That took her by surprise.
"So she likes women as well as HOGs. I'll have to think about that for a minute."
While she thought about it I went in the kitchen and made us each a Mimosa and garnished each with another thin slice of Orange. I had put the flutes in the freezer earlier that morning. The agent had left the Champagne in the fridge when Charlie bought the place and there is a local grove stand nearby that has fresh OJ every day. I knew Charlie liked fresh OJ so I figured I'd take a gamble on the Mimosa's.
She loved it from the first sip. "My god that's delirious. What's in it?" I told her half champagne, half OJ and a splash of triple sec.
"You are an amazing man and I'm so glad we met. You are a great cook, a good gentleman, a great bartender, a friend, and I can't forget great lover." She took my hand and placed it not on her tits but above, on her chest. I could feel her heartbeat. "Is this what love feels like?"
To answer to took her hand and placed it on my chest. We had officially fallen in love without ever having said those three little words. There was a very long pause in the conversation. No words needed to be said.
"If I invited her up here would it please you to watch us? She is alluring and I can see why you wanted to fuck her." I admitted that I had enjoyed watching two women having fun before. "It would probably please us both. I've been too busy to enjoy my time with my friends. Why don't you invite her to come up?"
The next time Princess looked up I waved at her to come and went and opened the door. I led her out to the balcony and made the introductions. Charlie asked me if I could fix more Mimosas. I did as she asked and the two of them moved to the settee and thanked me. I cleared the table and rinsed the plates, loaded the dishwasher, and cleaned the counters while they talked. I could overhear snippets of the conversation. Two things were readily apparent from what I heard. Charlie was attempting to entice her into her line of business and they were both seducing each other.
They walked in the door and nodded for me to follow them into the master bedroom. I sat in the corner easy chair as they both climbed on the bed and played with and sucked each others tits. Princess seemed to relish Charlie's big soft ones and Charlie certainly enjoyed the reaction her tongue had on Princess' firm and taut ones. I simply sat back and enjoyed the show as I got hard.
Charlie was clearly in charge. She rolled Princess on her back and parked her dripping pussy over her lips. Princess sucked it dry and then Charlie went to work on her in a 69 position. It didn't take long before both climaxed. My dick felt like a log.
Charlie beckoned me to come to the bed and lay between them. I did as she asked and they took up positions next to me. They immediately began taking turns sucking my cock. As usual Princess could only get half of it down and was amazed when Charlie just took it all in, down to the roots and still could push her tongue out and lick my balls. She knew I loved that.
Eventually I told them that I needed to cum and Charlie took charge. She directed Princess to take one ball in her left hand while she took one in her right. Then, each using just two fingers and a thumb, began to slowly jerk me off. Their lips met over my cock-head in a hungry kiss while I spewed my jizz into both mouths at the same time. Their tongues battled for it. It made what Princess and Cheryl, or even Charlie and her mom had done seem like amateur night.
I thanked them both. Charlie, sort of dismissively, told Princess that "maybe they could do it again some time." Princess looked a little crestfallen. Charlie noticed and said, "I know you'd like to get fucked today but you have him five times for every one of mine. These weekends and this place is precious to me. I enjoyed what we did for each other and for him but right know I reserve the fucking for myself. Maybe when I move here full time we can work it out.
Princess left, but with a sullen look on her face. "Was I too hard? This place and you are my refuge. The only thing that gets me through my job is to imagine that every cock I take in my mouth is yours!"
I told her I understood and that every time I had been with another woman since our first ten day adventure we had together I wished it was her. I meant it. She put her hand on my chest and mine on hers. No words were or needed to be said. It was official.
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