Fucking My Mother's Best Friend

Jack1107©

I thought, 'Why are things so wrong with me, Alex, my husband, was working in London from Sunday until Friday evening, the only time we spent time together was when I drove him to or picked him from the airport. Alex was fourteen years older than me. He was the Senior Partner in his own Accountancy firm. He was very successful in his profession. We lived in a beautiful villa in the most exclusive area of the city. I was a doctor but had not worked since our daughter was born twenty-six years ago, she had graduated as an Accountant and was now at Harvard studying for an MBA.

I had my best friend's son staying with us as his mother had been to University with me and was one of my closest friends. Carol, was a widow too and was now on a three-week cruise of the Caribbean. Bob was now on his second day with me. He was eighteen and starting University in September. Bob was a tall, handsome and intelligent young man. He was also very sporty and Captain of his school's rugby team. He had muscular thighs, and calf's on an incredibly athletic body. I enjoyed watching him play rugby as it always made my hungry cunt wet.

I lay in bed as I moved my hand down to tease my very wet pussy. I wondered what it would be like to have Bob finger me, soon three fingers were deep inside my hungry sex slit, I was on the edge of an organ thinking that would be naughty if I let Bob finger me, then I came and went downstairs for a coffee wearing tight leggings and a loose fitting top.

As I finished my coffee I heard Bob coming down the stairs, I asked, "Morning Bob, can I get you a coffee? Did you sleep well?"

He replied, "Yes please Aunt Joy, but let me get some orange juice first, no I didn't sleep so good, I think that I might need to see a doctor."

I was taken aback, I replied, "I'm a doctor, what's wrong with you?"

He answered as he stared at my beautiful camel's toe on my tight leggings, my nipples hardened when I saw this, he said as his face reddened, "It's quite personal, can I tell you after our coffee?"

I was concerned, but I agreed to this. After the coffee Bob went to his room and came back with his iPad, it was a health website, and it concerned the inflammation of a penis, I asked, "You have inflammation on your cock? "

He blushed and nodded in agreement. I asked, "Do you have discomfort or pain? When did this start?"

Bob answered, "It started two days ago when I came here. My balls feel heavy and my cock throbs, it's a funny sensation."

I asked, "When this happens are you thinking of a good looking girl?"

He really blushed now then said, "How do you know?"

I looked him straight in the eye and asked, "Do you wank yourself, do you play with your cock, do you make yourself cum?"

He then whispered, "No."

I replied, "Bob, you have become a man, you must give yourself some relief. You have built up too much testosterone in your balls, and you must release it. Do you know how to do it? Who do you think of when this happens?"

He replied, "No, I have never done it, a lot of the guys at school are having sex, but I am still a virgin, I don't want to tell you who it is."

I replied, "Bob, in your interest, I would like to check this out, come with me to the bathroom and I will examine you there."

We went upstairs, and I helped him undress, there was a colossal outline in his boxer shorts, when we removed his boxers, there was this enormously thick and long half hard cock. I checked his balls, and they felt so full of cum, in my kindest voice I said as his cock was hardening with my touch, "Everything is good, I can give you some relief which will get rid of the inflammation?"

He replied, "I would like that."

I started to give him a very slow hand job, my head was three inches away from his massive cock. I was using two hands on him as I wanted him to feel the comfort of what I was giving him. My cunt was so wet. I moved the tempo up, and seconds later he climaxed all over my face and mouth. He looked down at me, his face was glowing. I asked, "Do you feel better now?"

He nodded in approval as I took some of his cum off my face then licked my cum laden fingers clean, I then took a blob off my nose and tasted it too. To give him confidence I said, "Your cum is delicious, it is lovely and fruity. I need to clean up here, and I also have washing to do, but I will see you later."

He then left and I cleaned the bathroom, there was a giant blob on the floor tile which I went down on and licked clean. I then filled the dishwasher and the washing machine and retired to my bedroom to give myself some much-needed relief, as I played I couldn't get his enormous cock out of my head. I had two orgasms. It was a heavy washing as I had so many towels to wash. Bob spent the day in his room only coming down for supper. I was wearing a very short miniskirt, and I had gone commando, I was wearing a push-up bra which made my tots look huge. After supper Bob went to his room, half an hour later I went past his open door. I stood in the doorway watching him jerk his enormous cock, I asked, "Are you thinking about your girlfriend again?"

He smiled and kept jerking and said, "Yes, when I think of her, my cock always gets hard."

I replied, "I'm so curious, you must tell me then I will help you to cum again."

He stopped wanking then said, "You promise not to get mad at me if I tell you?"

I answered, "You know that I wouldn't do that."

He smiled then said, "It is you, Aunt Joy, I find you very attractive, you are a beautiful woman."

I didn't know what to say, I knew that he was sincere with every word he had spoken. I leant over, and we kissed. My tongue disappeared in his mouth. After a couple of minutes, I asked as his tongue was staying in his mouth, "Give me your tongue."

He then started to tongue kiss me, he had a large, strong tongue, I was impressed with it. I said, "I am flattered that you find me attractive, but we can never let your mother or Alex know what we are doing, we both need to be discreet. Would you like me to give you a hand?"

He grinned as he nodded his head, I got on the bed and started wanking him with one hand, my other hand was playing with my wet cunt. I then went down on him, licking his cock and balls. Then I took his bulbous head in my mouth, he said, "That's amazing, it feels so good," he had noticed my hand was missing, he asked, "Are you playing with your pussy?"

I nodded and continued to suck his cock, I sensed he was close, my head was bobbing faster now, he shouted, "I'm cuming."

He then squirted five powerful squirts into my mouth, I was sucking and swallowing every drop of his spunk that was coming out of his cock, it tasted so good. I asked, "Did you enjoy that?"

He replied, "It was a wonderful sensation, I really enjoyed it a lot."

I said, "I'm so happy we can do it again tomorrow."

He looked at me caringly and asked, "Did you cum?"

As I left the bed, I said, "Don't worry about me."

I tongue kissed him, and he said, "You are giving me so much pleasure, I want to give you pleasure, I want to make you cum."

I kissed him again and said, "You can make me cum in the morning."

The next morning, I went into Bob's bedroom; he was awake but still in bed, and he had a big smile on his face. He moved his bed sheets to reveal his magnificent massive cock, it was rock hard, he asked, "Good mooring, I have been thinking about you would you like to join me as I would like to make you cum?"

I felt my face redden as I looked at his amazing cock, I then removed my short nightshirt to reveal my tits and juicy pussy to him for the first time. I sat on the bed beside him, my hand reached out to stroke his hard cock. He leaned over and started kissing my breasts then he would suck my left nipple then my right one, my pussy was getting so wet. I then positioned us so my hot cunt was beside his mouth and his huge cock was beside my mouth.

He was beautiful, his tongue was exploring my sex slit and ass hole. He had found my large clit and was now sucking on it as he finger fucked me with three fingers, it felt so good. I was struggling to get any more than of his huge cock in my mouth, it was just so big. He was really now tasting the juices coming from my cunt, I had had several small orgasms but could feel a big one coming.

I had now adjusted my position and was trying to relax my throat muscles so that I could deep throat him but honestly felt his cock was too big for that. He loved it when I bobbed up and down and sucked his bulbous head.

He was now licking my cunt with an up and down movement, he was paying a lot of attention to my clit, and I was close to cuming, he then surprised me when his first squirt of spunk hit the inside of my mouth. I then wanked him fast, and he squirted at least five times down my throat.

I was swallowing all of it when I exploded in his mouth, he was gulping and swallowing my hot cum too. Bob said, "That was amazing, I am so happy that I made you cum, how many times a day would you like me to make you cum?"

I couldn't believe he had asked that we tongue kissed for several minutes then I replied, "Darling, I would love it if you could make me cum three times a day. Please remember that you have still my assignment and cunt to fuck, we are going to have so much fun, I am now thinking about how we can meet when Carol comes home."

"We will need to plan carefully, I am sure that we can see each other regularly. I had a WhatsApp message from Carol this morning, she is enjoying the cruise but hasn't found her dream man yet. She has met a nice lady from Stoneywood, which is only ten minutes from your house. She has also met another lady who comes from Stoneywood, she is there with her husband, but he spends his time in the ship's hospital. So she has two friends that she can spend time with. She on a wine tasting course and a flower arranging course. They also have a private deck for ladies where they can sunbathe nude."

"You should drop her a line as I am sure that she would appreciate that. Tomorrow evening can you pick up Alex from the Airport at six, I have an appointment with my hairdresser at five as I would like us to go to the Friday night Supper Dance at the Golf Club, would you like to do these things for me?"

He tongue kissed me then said, "No problem, I will get him from the Airport but what about Alex, will he come to the Golf Club with us? I will take you out on Friday night. Mum gave me a credit card when she gave me the car. It will be my treat."

She replied, "On the way home from the Airport, Alex will ask you to stop at the Supermarket where he will buy six bottles of whisky and a carton of cigarettes. He will then ask you to stop somewhere for the takeaway he will eat tonight. If he is not hungry, then you will drive him home. I haven't cooked for Alex for over six years. He has a little suite downstairs, and he spends his time in these rooms as I have forbidden him to smoke in any other part of the house. Bob, I would like you now to sleep in my bedroom, are you OK with this?"

He said yes, and we kissed again. We showered then I made brunch. After we had eaten, I needed to go shopping, so I left Bob in the kitchen with his iPad. I needed to buy some lube as I knew that I would be ass fucked soon.

Aunt Joy had left, and I noticed her smartphone was still on the charger, I took the phone and ran after her, but her car was not in the driveway. I sat down in the kitchen with the phone and a fresh cup of coffee. Her phone was not password controlled, and I had access to everything.

I was amazed when I read and saw the pictures mum had sent Aunt Joy. There were several messages, one read, "Joy, you wouldn't believe the lack of talent here, a fucking Singles Cruise, there's one guy that I might have been interested in but there's only one fuck in him, and that's holding him together."

Another message read, "I'm so happy that I've met Jill and Dot, Jill is a lovely person, she can be a little dominant, but you know that I love that. She also has massive, and I mean massive, tits. I can make her squirt when I play and suck them. I have attached some pictures, you will know exactly what I mean when you see the pictures. Jill wore a dinner suit to dinner last night complete with a black tie. I had to wear the risqué girly outfit. I loved it over dinner when she told me all the naughty things that she was going to do to my hungry cunt when we got back to the cabin."

Then there was a message from Joy telling mum about my inflammation and how she had given me a hand job. Joy wrote that I was getting hard and I didn't know how to masturbate but that I felt so much better after I had cum. Joy then wrote, "Carol, you are my best friend, I did this for Bob's well-being, he's a young man with an amazing gift, he has an enormous cock, it's long and thick with a bulbous head, to jerk him I needed two hands. I don't want to do anything behind your back but would you mind if I went to the next level with Bob as I would love to feel that magnificent cock inside me?"

Mum replied, "Joy darling, I would have done exactly the same as you, but I would have given him a blow job. I have no problem with what you are doing. Bob is growing up and must experience good sex, and you can give him that and then some good looking little tart he will be able to see through. As you develop with him, then confide in him that we are lovers. I would love to have him sexually. Have you any pictures of his cock? If so, please send them to me as I am so curious now. Good luck, please keep me updated on your progress."

Joy replied that she would try and get some pictures and would send some pictures as soon as she had them. The pictures mum had sent were fantastic, mum was a very sexy woman with a beautiful body. Her tits were around the same size as Jeans. She had a flat stomach with a smooth and swollen vulva with a very long sex slit. Mum was a looker as were Jill and Dot.

I then sent mum a WhatsApp message it read, "Dear mum, how are you? Aunt Joy told me that you were a bit sad as there was not anyone of interest to you in your fellow passengers, don't worry about that. You just have fun and enjoy yourself. Aunt Joy is wonderful. I had a problem a couple of days ago, and I thought that I needed a doctor, this scared me a bit as you are my doctor. Aunt Joy was excellent and told me I would be fully better soon. Aunt Joy wants to go to the Golf Club Supper Dance tomorrow night. Is it okay for me to use my credit card to pay for it as that would be a nice way to say thank you to her? Write when you can, I miss you, love Bob."

I got back from shopping, I had been away for nearly three hours, there was a note on the kitchen table which read, "I'm lying in your bed waiting for you, I want to go inside you this afternoon hopefully in both holes that I haven't been in, I love you, Bob."

I got wet when I read the note, I put all the shopping that needed to go in the fridge into the fridge. I took some of the lube then ran upstairs removing my clothing as I ran. I was naked as I went into the bedroom, Bob was naked with his massive cock lying on top of our bed. I said, "Darling, your cock looks wonderful, can I take some pictures of it?"

I replied, "No problem, but we will use my camera as it's HD and has many features that your camera doesn't have. If you would like I can do some slo-mo videos, I could do one of you wanking me, one of you sucking me and if you really want I can do some of us fucking when my cock is in your ass and cunt? Then I can message them to you after we are finished."

I replied, "Darling, that would be wonderful, but I want to be fucked as well."

We tongue kissed then we started filming and taking pictures. The pictures were excellent; his cock looked majestic. He had precum on his cock slit which any woman seeing would want to lick off. His scrotum, full of spunk looked impressive. I took a slo-mo video of him wanking, it was terrific. He then filmed me giving him a blow job in slo-mo, I wore a masquerade mask so no one could recognise me. I was surprised with this as I managed to take three-quarters of his massive cock in my mouth and it looked terrific.

I then lubed my ass, as I wanted ass fucked. He went into me doggy style, and it felt amazing. He was gentle at the start, the video had an excellent view of him sliding in and out of my ass, it looked excellent. The bulbous head of his cock was stimulating my G-spot, and it felt terrific, two minutes later I had a body shaking orgasm, Bob was rubbing my clit as he pounded my ass, I was squirting as my body shook and it was all captured on the video.

He was giving me so much unexpected pleasure, I thought that I would love this three times a day. His cock was so fucking big, it felt sensational when he went inside my hungry, wet cunt. I moved my hips in a circular motion against his pounding my cunt with his majestic cock, then his deep penetration got to me, and I started a body shaking orgasm then I felt him climax in my cunt. I felt five powerful squires. It was fantastic, I had never experienced anything like it in my life before, and it all had been captured on camera.

We kissed tenderly and affectionately for several minutes then I said, "Thank you, that was amazing, I am so happy that you shot your load inside me, it felt wonderful."

We then showered then Bob very carefully edited all the videos, all four were excellent anyone seeing these would be impressed. The pictures were in such high definition the made Bob's cock look so impressive. Bob then sent them to me by WhatsApp, and I sent them to Carol with the message, "Carol, I have never experienced anything like this in my life, he's a fucking stud, I need more of this. Enjoy, love Joy."

Bob was terrific between Thursday night and Friday afternoon he had cum inside me six times, and I had cum so many times that I lost count. He was an excellent lover; he always wanted to give me pleasure. It was good. The time just flew by; Carol was so happy with the videos and pictures saying that she thought that his cock was amazing. She also told me that Bob had written to her and she was now writing back and not to tell Bob that they were lovers.

On Thursday night Bob had just finished a very imaginative session with Jean and Jean had fallen asleep. He had gone down to the kitchen and Jean's smartphone. He had installed xSpy control panel on his smartphone and now had to set it up on Jean's smartphone. This was done in seconds, and he now had access to all messages on Jean's smartphone.

He had a reply from mum, and I knew that she had seen and liked the videos and pictures, it read, "Darling, I was so happy to receive your nice message. What was wrong with you? Please tell me as I feel so worried about you. I am now enjoying myself, I am taking a wine tasting course, and it's so interesting. I thought that maybe we should go to France and visit a few vineyards. Would you like to do that with me? I'm also on a floral arranging course, and that's also very interesting. Use the credit card and if you need cash then let me know, and you get whatever you need from my Clinic. I want to be honest with you; we are now both adults who have needs and desires. I would like you to know that I am bisexual, are you comfortable with that? All my love mum."

I replied, "Dear mum, it was quite a personal thing which I now believe was part of my growing up process. I will tell you but promise me that you don't think that I must have been an idiot. The wine course sounds very interesting. At the rugby, I am the only one who doesn't drink beer or lager. When I start to drink it will be a wine that I will be drinking, it's so much more elegant. Thanks for the offer of the money but I will be alright until you get back. I don't care what you are, you are my mum, and I love you with all my heart. My knowledge of sex is not great, but I am getting more knowledgeable every day. What gives you the best orgasm, with a man or with a woman? Love Bob."

Five minutes later she replied, "Darling, I would never think of you as an idiot, please tell me as I want to try and help you. I love you with all my heart too. Your father was older than me, and we only had sex in the missionary position, which is not very exciting. For five years before your father died, we didn't have any sex at all. I have not had sex with any other man since I met your father. This is a Singles Cruise, and there's no one here that I would be remotely interested in. I have met two lovely ladies, and I have sex with them, and it's very varied, and I like that a lot. In my University days, I loved having a nice hard cock inside and when I had that I always had a wonderful orgasm. Bob, I would like us to write freely, if there's anything that you would like to know, then please ask. I love sex; I need sex; life is so much better when you have good, fulfilling sex. I love you, mum."

I replied, "Thanks mum, I appreciate your honesty. I had an inflammation of my cock. My balls felt very heavy, and there was a funny sensation coming from them. My cock was getting very hard , but I wasn't doing anything about it. I had heard boys talking about wanking and jerking off, but I honestly didn't know how to do it. I researched on the Internet and still no answer. Then I told Aunt Joy, and she examined me then gave me a hand job and taught me how to wank. It was very embarrassing as I shot my load all over her face and some of my cum went in her mouth. She then took the cum that was on her face and put it in her mouth and swallowed it."

"The next day she gave me a wonderful blow job. The next day we sixty-nined, and both climaxed in each other's mouths. I have now fucked her in every hole, and she loves it. Is it ok with you that I am doing this? I would also like to have sex with you when you get home, would you be interested in this? I am so happy that you enjoy sex too. I believe that we can have a lot of fun. I love you, Bob."

Several minutes later she replied, there was also a short video of her fingering her beautiful pussy with three fingers when she brought out of her hot cunt were dripping with her cum which she licked clean. She wrote, "Darling, you made me cum, you make me so hot. Would you like to have some cam sex on WhatsApp with Jean and I will tell her what to do to you? I have a fantastic imagination. Let me know if you would like this, and I'll square it with Jean. I hope that we can do this. I love you, mum."

I replied, "Yes I would love that, I have been fucking Jean a lot today, she is fast asleep, and I think that will be her until the morning. We could do tomorrow with her, would you like to do it with me now? What's the time difference between us? I would love to watch you cum on cam. I love you, Bob."

Then my WhatsApp rang, I had a cam call from Carol, and the picture was perfect HD she was wearing a bikini, and her tits looked gorgeous, and bottom was very tight fitting and showed her beautiful camel's toe to perfection, she said, "Hi darling, "You don't know how happy I am feeling, I feel as if a great weight is being lifted off my shoulders, I feel alive again. Your wearing too many clothes, let's both of us get naked as I want to see all of you."

We both stripped, my cock was rock hard and looked impressive, mum asked me to sit back a bit then asked if I could see all of her? I told her everything was okay, she spread her legs open then with her thumb and index finger she opened her cunt lips and out popped an enormous hooded clitoris, mum said, "Would you like to suck on this darling? One of my girlfriends told me that it was bigger than her husband's cock. Your cock is enormous, the crown is like a mushroom, and I love the length. Can you let me see your balls, hold them in your hand, They look so big, and they are full of spunk, they look so full of sunk, wank him for me as I would love to see him squirt, would you like mummy to talk dirty to you? I can be a really naughty mummy, would you like that darling?"

I replied, "Mum, I want you to be what makes you happiest. If talking dirty makes you happy then do it. Your pussy and tits look wonderful. Do you like to be ass fucked?"

Mum replied, "I love it in every hole. I have never been ass fucked with a cock so you can take my virginity on that score when I get home. I have two vibrators here, would you like to see one in my ass and one in my cunt?"

I said yes please, and she moved off screen but returned a minute later with the two vibrators, she asked, "Would you like me to do it do it doggy style then you can watch me being Double Penetrated?"

I said, "Yes please."

It was amazing watching her, she took the smaller vibrator and put it inside her pussy, she moved it in and out five times then brought it out, you could see the cum on the whole length of it. She then put it up her ass doggy style, she had her legs open, and the cam was capturing everything. She then inserted the bigger vibrator inside her cunt; the buzzing sound was audible. She then put her thumb and index finger and started to wank her clitoris like a little cock; it was amazing to watch as I felt myself close to cuming, I said, "Mum, I am cuming. "

She replied, "So am I, I can see you clearly, let me see you squirt, cum for mummy big boy, cum for mummy."

I did, and mum did too, she had a body shake orgasm which looked terrific on screen. I squirted five times, and my cum was all over the tiled floor of the kitchen. Mum asked, "How does your cum taste? Mine is sweet and delicious."

I could see her fingering her pussy and licking her fingers afterwards, slowly I went around all five blobs on the tiles and licked them clean. I said, "Mum, so is mine; I can't wait to sixty-nine with you, when do you go back to work when you get home?"

She replied, "Hopefully, I will arrive at our airport at nine in the morning two weeks today. If you collect me from the airport we have all Thursday, Friday, Saturday and Sunday together as I go back on Monday morning at eight in the morning, I am looking forward to seeing you again. Could you show me your balls again as I would love to see them again, hold them in your hands too."

I did as I was told, then mum said, "It is amazing, your cock is still hard, and your balls are still full of spunk. When I am home but not in the first couple of days, I am going to give you the best blow job you will ever have in your life, one only a mother could give to her son."

I replied, "Thanks mum, I will look forward to that. I will be attentive to all of your needs and desires; there's nothing that I wouldn't do for you. When I look at your beautiful long sex slit, I think of me coming out of it, and I know that every time that I go back into it, you will cum. Would you like that mum?

Mum replied, "I remember you coming out of my cunt, it was painless as they had given me a spinal anaesthetic, my legs were open wide, and you just slid out. Your father was there but was not involved in the birth process; all he did was cut the cord. When I breastfed you, you made me cum and that in the first month could be twelve times a day. I was horny then, I would sometimes rub my clit as I fed you. For over two years the only sex that I had was when I fed, I would cum every time."

"Your father never came near me, when we came back from the hospital, you and I shared the same bedroom until you were three then you went next door to me. I was amazed that I got pregnant with you. Your father was an in and out lover and always in the missionary position. We had sex and the following month my period was late in coming so I checked myself, and I was so happy that I was pregnant. I stopped drinking wine as soon as I knew. I wish that you were inside me now. I will need to go now as the wine tasting course starts in fifteen minutes. I am so happy that we camed, we will do it again. Write when you can and never forget that I love you."