Tommy and His Mommy
23 yr old Tommy’s Mommy is 48 and a bit overweight but she’d beautiful to him. On a camping trip they become lovers.
23 yr old Tommy’s Mommy is 48 and a bit overweight but she’d beautiful to him. On a camping trip they become lovers.
Maia, after making her own choices and sets in motion a life that influences others, discovers what a life of true freedom can mean for her, her dog, and the men.
This is a 22-page story I have conjured from my erotic fantasies, so be ready for a long read if you want to finish.
I was 25 years old and physically I was in the best shape of my life. I was 5’ 10” tall, I had brown hair, green eyes and I weighed 175 lbs and none of it was fat. The only problem was that financially I was broke just like I had been all of my life. My name is Ray.
I had these two friends that I hung out with since high school Jim and Daniel. Jim was 5’ 9” tall and 165 lbs with blond hair and blue eyes and Daniel was 5’ 6” tall and 145 lbs with red hair and brown eyes. They were just as broke as I was and they were both in good shape physically.
We hung out a lot together on weekends because we could not afford to go out on dates very often.
The three of us stopped at a gas station on the way back from a friend’s party in a neighboring town and I paid for the gas and drinks. The girl that waited on me was very beautiful but she misunderstood me when I was talking to her and gave me a two-dollar lottery ticket to the big jackpot game. I didn’t want to tell her that it was my last two dollars so I took the lottery ticket and left after talking to her a little more. I knew from experience that there was no chance of ever getting a date if she knew that I had no money.
I was taking computer courses online in the evenings after work so I spent a lot of time on the computer. A few weeks after we had gone to the party I noticed a story online about the fact that the gas station that I had visited had sold the winning lottery ticket but no one had claimed it yet.
I checked my ticket and almost passed out when I found out that I was the winner of a huge jackpot!
I told my parents that I had won the lottery and they hugged me and told me congratulations! The next day I went and collected my winnings. The first thing that I did when I returned was I handed my parents a check for a million dollars! I then gave my older sister and my younger brother both checks for two hundred fifty thousand dollars.
I gave Jim and Daniel each a check for fifty thousand dollars and I drove back to the gas station and handed the girl that sold me the winning ticket a check for ten thousand dollars.
Now let’s fast-forward a year.
I was now a certified IT pro with a well paying job and I had a big house in the country on a large lot. My two friends had gone through training and they both had better jobs. We still spent most weekends together but now they were spent at parties at my house. Jim and Daniel each had their own bedrooms and their dates would generally spend the weekend.
On this particular Saturday we had a huge party to celebrate the one-year anniversary of my winning the lottery. We had friends and family over all day starting at 10am. We had the in-ground swimming pool, volleyball, horseshoes, video games, pool, and air hockey and of course lots of food and booze.
Jim and I brought our ladies that we had been dating for a few weeks and Daniel brought his latest bombshell. For some reason Daniel always seemed to get girlfriends that looked like they just walked out of a men’s magazine. Unfortunately his relationships never seemed to last long.
By 10pm everyone else had left the party and it was just my two friends and our three girlfriends.
My girlfriend Jill was 5’ 6” tall with long blond hair and green eyes and she had nice round C cup boobs and a nice round butt. She was very pretty with dark skin and she was a lot of fun.
Jim’s girlfriend Jenny was 5’ 7” tall with brown hair and blue eyes and her boobs were a nice pointed set of B’s with a nice tight butt. She was pretty with pale skin and she talked a lot.
Daniel’s girlfriend Josie was 5’ 8” tall with red hair and green eyes and her boobs were double D’s with a very slim waist and a round butt. She was very pretty, very outgoing and she liked to show off.
Everyone was a bit drunk and we decided to go in the house and relax a bit.
Jenny said, “Why don’t we chill out and play cards?”
Josie replied, “Cards are boring, can’t we play something more fun?”
Jill surprised us all when she said, “Why don’t we play strip blackjack?”
I said, “First let me explain the rules.”
You play in teams and it’s the ladies versus the men. You play blackjack by the usual rules but whoever has the highest hand gets to take one item of clothing off of each member of the opposite team. Once a team no longer has any clothes you get to tell them what to do and they have to do it for a full minute.
We all agreed to play and we all made sure that each of us had 4 items of clothing on. The girls all wore their bathing suits with shirts and shorts over them and the guys wore t-shirts with button down shirts over them and shorts over our bathing suits. Jill found the stopwatch and sat it on the table.
Round 1 was won by Josie and came up to each of us and gave us a French kiss and then took off our shorts.
I won round 2 and I gave each lady a French kiss and then I took off their shirts.
Jenny won round 3 and she gave each of us a French kiss and took off our shirts.
Daniel won round 4 and he French kissed each girl and took off their bathing suit tops. Each of them had gorgeous boobs and very hard nipples.
I was dealt blackjack on round 5 but I noticed the huge smile on Jill’s face when she took another card so I let her win. She winked at me and walked up to Daniel and French kissed him. She then slid down his body making sure to rub his arms and legs with her hard nipples and the she took off his bathing suit. When his bathing suit was off of his feet she slid back up Daniels body and licked his hard cock from balls to tip on the way up. He had an average sized cock.
Jill then moved on to Jim and gave him the same treatment, making sure to rub her nipples on him and licking his cock on the way up. His cock was a little longer than average.
I was the last one to be lucky and she definitely treated me well. When my shorts came down the other girls shouted because my cock is well above average in both length and girth. When Jill came back up she grabbed my balls and sucked my cock into her mouth and went up and down on it a few times before she very slowly let go of it and slid up my body.
Jim won round 6 and he French kissed every girl and on the way down to take off their shorts he kissed both nipples.
I won round 7 and I winked at Jill and walked up to Jenny and French kissed her. I then moved down and spent time at both of her nipples before proceeding to kneel down in front of her. Her bikini was already wet with her juices. I put my mouth on her bikini and breathed hot air right on her pussy and she shivered. I then pulled her bikini down and licked her pussy and she moaned.
I then stood up and moved over to Josie and did the same thing. Josie was very sensitive and when I licked her pussy she came.
When I moved to Jill spent a bit more time on her nipples because I know that they are very sensitive. When I pulled her bikini down I did a butterfly dance on her clit and she came hard.
Daniel won round 8 and he had each of the girls suck his cock for a minute. Jill was first and she started by licking his cock all over. She then sucked his cock into her mouth all the way down to the base. By the time Jim said her 1 minute was up she had almost made Daniel cum. He moved on to Jenny and she was not quite as talented as Jill so he was able to hold back from cumming with her. About 30 seconds into Josie sucking him Daniel could not hold back and he exploded in her mouth. Josie made sure she had gotten every drop and swallowed all of it. As she was swallowing the last bit she stared over at Jill with a smirk on her face as if to say “I won that round”
Jim won round 9 and he also had the girls each suck his cock for 1 minute. Josie was first, Jill was second and Jenny was last. He had to stop and compose himself after Jill and Josie but he was able to hold out without cumming.
Jill won round 10 and she won the right to our last bit of clothing, our t-shirts.
She walked over to Jim and French kissed him while rubbing her body all over him. She then made him sit down and rubbed her very wet pussy lips up and down his cock while very slowly removing his t-shirt. When his shirt was almost off and his arms were in his shirt above his head she rubbed her hard nipples across his chest while still rubbing her pussy up and down his cock. Finally she stopped teasing Jim and they both got up.
As soon as Jim got out of the chair Daniel shouted,
“I’m next” and he jumped into the chair.
Josie gave both Daniel and Jill a dirty look but neither one noticed.
Jill gave Daniel the same treatment as Jim. Josie watched looking a little pissed off and Jennie watched looking very horny and jealous.
It was my turn next and as I looked into Jill’s eyes I could see that she was close to cumming. As she sat on my cock and started to slide I grabbed both of her nipples and squeezed them. She shivered and moaned and moved her hands and her long blond hair out of the way so that I could get to her boobs better. She also started moving faster on my cock. After only about 30 seconds she screamed and came and collapsed in my arms. Once she recovered she kissed me again and then took off my t-shirt.
Jenny won round 11 and she wanted all 3 guys to fuck her. Jenny got up on her hands and knees and proclaimed “fuck me hard from behind”
Daniel was first and while he pumped his cock in and out of Jenny’s pussy Jim and I each played with a nipple. Jill said “time” and we switched off.
While Jim pumped his cock in and out of Jenny Daniel and I moved and each sucked on a nipple. Jim was really giving it to Jenny hard and when time was called she was very close to cumming.
I was last and as soon as my cock was buried completely in Jenny she started cumming. Jenny came the whole minute that I was fucking her and passed out when I pulled out as time was called. Brunette Jenny was done for the night.
The next round was won by Josie and with a wicked look on her face she said “I want all 3 of you at once! Ray; lie down so that I can stuff your cock in my pussy. Daniel; get behind me and lube your cock up and put it up my ass. Finally Jim; come here so that I can suck your cock!”
It took a little bit to get our rhythm going but once it was Josie started cumming nonstop!
Jill sat beside us watching with a glazed look on her face the whole time. She completely forgot about the stopwatch.
After a little bit more time Daniel hollered that he was cumming and he shot loads of cum into Josie’s ass and passed out on the floor. Daniel shooting cum in her ass sent Josie even higher and she started shaking and spit Jims cock out, screamed and then passed out. We laid her down on the floor by Daniel.
Jill said “it’s time for you two to cum in me and make me pass out too!”
I had Jill get on all fours and I stuffed my cock into her already drenched pussy while Jim put his cock in her mouth. We started rocking her back and forth between us so that on the backstroke my cock was buried in her pussy and on the forward stroke Jim’s cock was buried in her throat. She was very close to cumming and when I pushed my thumb into her ass she exploded.
We let her catch her breath for a minute while we changed position. I lay down on the floor and Jill put my cock back into her pussy while facing me. She then told Jim to put his cock in her ass but do it slowly so that she could adjust.
Jill was so hot and relaxed that it didn’t take long before we were in perfect rhythm with Jim and I pretty much holding still and Jill pumping us both in and out of her. Within a short time Jill’s face was flushed and her breath was cumming in gasps.
She then screamed, “Guys you had better cum because I am about to cum and I know I am going to be gone after this one.”
I had her hold still and Jim and I alternated pumping in and out of her. Jim came first, shooting loads of cum into her ass. Jill then came screaming and banging her fists and her pussy clamping down on my cock sent me over the edge also.
Strip blackjack is my favorite game because everyone wins!
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This was written as a side story to my largest work, Being More Social, following another character and their story. This story will make a lot more sense if you’ve read Being More Social, although I hope it works as a standalone story too. All characters depicted in sexual activity are 18 or older. I hope you all enjoy!
This story has sick ideas, so if you are sensible probably you shouldn’t read the story
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Jimmy always had the hots for one of the elementary school teachers, Mrs. Clancey- even though she never had him for one of her students. But when Jimmy comes home from college and works up at the high school for the summer, he’s amazed to discover that he would be teaming up with her. Then, both Mrs. Clancey & her hubby asks him to do a rather ‘personal’ favor for them…
Everyone enjoys a day at the amusement park.
This is in part based in my life, . Not the whole thing, but a big part of it. It happened after a Halloween part a friend of mine threw for all women.
You may be interested in this ‘story’ which surprised even me when it happened, but as they say, ‘truth is stranger than fiction’ and I for one am pleased about that. This event happened four years ago when I was 43. I had been a widow for three years after my husband was killed in a car accident. I had no intimate male friends and very rarely went out socialising much as my husband had been a home bird. In fact he was very straight laced and unadventurous in all areas of life, though he was a good man and a trustworthy friend to me. We had no children as I couldn’t have any so now I lived alone. Like a bolt out of the blue an unexpected action on my part changed my life and I still don’t know, for the life of me, how it ever really happened.
My nephew, Simon, was 22 at the time and at University. He always used to come round as he lived only a few streets away from our house and, following my husband’s death, when he was on vacation he would continue to call round to see me and have a glass of wine or a beer. He was studying mathematics and has always been a nice, outgoing young man. It would not be a lie to say I have admired his developing looks as he has grown up to be the young man he now is.
One particular evening Simon called round quite late, around 9pm. I was watching TV and I was already in my nightdress and dressing gown and had probably had around four large glasses of wine, (a lot for me). I was always pleased to see Simon and told him to help himself to a beer from the fridge. We chatted for some time and had more to drink, even though I was quite light headed.
After a while I went to the kitchen to get some more wine. I took the bottle back to the lounge, poured our glasses and said to Simon that I needed to pop to the bathroom. As I turned to go he suddenly said ‘you look good in that dressing gown Sue, you’ve got a great figure’. ‘Why thanks’ I said and went out the door. Simon’s comment suddenly made me feel very horny and I found myself feeling quite turned on. I knew Simon liked me, even desired me as he came round when he didn’t need to. I knew, with a degree of modesty that I was attractive and I liked my looks. I must say I have quite a good figure and I do love my breasts which are a good size. I keep fit through jogging and go to the gym regularly, (my only socialising really), and have very little excess weight on me. In the bathroom the ridiculous thought of Simon making love to me went through my mind. The wine was obviously getting to me as it was so unusual for me to think like this, but I couldn’t stop thinking about it which just made me feel more turned on. I remember thinking, ‘don’t be stupid Sue, he’s your nephew’ and I thought to myself ‘come on, calm down girl’.
I tried to compose myself, finished in the bathroom and went back into the hallway, but as I went across the hall part of me wanted to keep thinking about making love. What happened next I can only put down to the alcohol as it was almost surreal and, unbelievably now when I look back, I just stopped in the hallway, took off my dressing gown and nightie and walked back into the lounge completely naked. Simon was looking at the paper and when he heard me and looked up his eyes nearly popped out. His mouth was wide open in amazement. I just said “do you like my figure now’? He just did not know what to say or do and I can recall the thoughts in my own mind saying ‘this can’t be happening, what are you doing woman’.
I found myself walking over to Simon, taking his hands and pulling him to his feet. I placed a hand on each of my breasts and then pulled him to me and kissed him full on the lips. I could feel him shaking and, moving my lips gently away from his I whispered ‘”would you like to make love to me’? I put my hands over his and moved them gently around my breasts. I could feel the wetness growing between my legs and was so turned on. Simon mumbled and was still virtually speechless, but his eyes were glued to his hands on my breasts and I found myself saying “come with me” and taking his hand and leading him out of the lounge and into my bedroom across the hall. I sat him on the bed and sat down next to him, once again pulling his face to mine and kissing him, my tongue probing into his mouth and gradually I felt his tongue respond to mine. I kept kissing him and after a minute or so I felt his hand touch my leg and rest on it. I placed my hand on his leg and just slid it straight to where his cock was hidden under the material of his trousers. It was rock hard and I felt Simon jump slightly at my touch and then, as I gently caressed him he murmured in pleasure against my lips as we continued to kiss. His tongue was now playing against mine and I eased away to say to him “are you ok with this Simon”? He nodded and said, ‘wow, yes Sue, you are gorgeous. I can’t believe I’m kissing you and you have no clothes on’. I laughed and said “My God, I can’t believe it either”.
A voice in the back of my mind still kept saying ‘I just don’t believe you have done this’, but I found myself saying ‘let me free this though’ and I reached down to his trousers and, finding his zip, I slid it down, pulled down the front of his underpants and eased out his cock. It was a nice size and looked beautiful and I remember thinking ‘God, Simon’s young cock is going to be deep in my pussy soon. I could feel myself seeping moist juice at the thought of it and my hand wrapped around his shaft and gently stroked him up and down. I looked at his face which had an expression of sexual excitement mixed with a sense of bewilderment which I found touching.
‘Take off your top’ I said and Simon reached down and pulled his T-shirt over his head as I continued to stroke his shaft. I stroked slowly as I didn’t want to make him cum too soon. His chest and upper body was lean and his skin was so boyish that I couldn’t help kissing his shoulder and neck and gently pressed him back onto the bed where I could rub his shaft and lower my lips to his boyish nipple. I sucked gently on it and ran my tongue back and forth over it feeling Simon quiver beneath me.
After a minute I stopped, let go of his shaft and moved off the bed to a position where I could undo his trainers and remove these and his socks followed by his trousers which I pulled off in one sweep along with his underpants leaving him lying in front of me completely naked. Kneeling between his legs I took hold of his cock again and rubbed it up and down whilst my other hands very gently cupped and caressed his balls. The tip of his cock was becoming a little shiny as some precum oozed up his shaft and Simon just lay there breathing deeply. I leaned forward and kissed his balls, then tasted them with my tongue and ran my tongue up his shaft. Standing up I lowered my mouth taking the head of Simon’s cock into me and slowly slid my mouth down his shaft. I caressed his cock with my mouth and lips for some time, but took great care. I knew I would love to taste Simon’s cum and swallow every mouthful, but I also desired, for the first time, that every precious drop of his sperm went deep into my pussy and with that in mind I stop sucking him, got onto the bed and gently guided Simon on top of me.
I held his stiff cock in my hand and eased it towards my pussy. I said, “make love to me darling” and as he slid slowly into me I grasped his buttocks and pulled him deep, just holding him inside me. It felt so good and I whispered, “God, you feel good Simon”. “You do too Sue” he gasped and I pulled his lips onto mine for a long kiss and let my tongue slide deep into his mouth. I then lifted my legs and brought them up so they rested on Simon’s shoulders, raising my bottom off the bed and enabling Simon’s cock to penetrate deep inside me. “Thrust into me darling” I said and Simon started to gently slide in and out of me. I was able to look down and watch his gorgeous shaft, glistening with my juices, slide into me and then out. “Your cock looks lovely sliding into my pussy” I whispered and I felt Simon’s cock stiffen with excitement as he thrust more firmly.
For several minutes Simon thrust into me and I moaned quietly and when I said to him, “Darling, I want your cock to explode inside of me and fill me with your cum”, it was just too much for him and I felt his body tense up and groans escape from his mouth and suddenly his cock was jerking powerfully inside of me, spraying his seed deep into me. “Yes darling, fill me” I gasped as I held his head and felt his spurts inside me, warm and hot against my pussy walls and then I felt Simon beginning to subside and I felt him press down to feel his cock as far into me as it would go as if trying to get the last few drops as deep into me as possible. He moved slowly for a while longer until, spent, I lowered my legs and he lay on top of me. I hugged my arms round him and held him so his now semi hard cock stayed inside me. “Oh darling, that was wonderful”, I said, kissing his face and lips.
“Wow Sue”, he said breathing fast, “I can’t believe I’ve made love to you”.
“Mmmm, you were totally fantastic” I said. “Would you like to stay the night my darling and sleep with me as well as make love” I asked. “Yes please” Simon gasped. “Good” I said, “because I want much more of you, but you had better phone home to say you will be staying out”. “Ok” Simon said and he gently lifted himself out of me and scrambled for his mobile and while he made the call to his mum, I took his spent cock in my hand and lowered my mouth on him to suck gently. I couldn’t help thinking what my elder sister would do if she knew I had her son’s cock in my mouth. Simon, with difficulty, said he was probably going to stay at a friend’s house and would be home tomorrow, then he hung up. I sucked him gently for a few minutes making sure I had cleaned his cock of any cum and then sat up and pulled Simon towards me for a long, slow and delicious kiss. As our lips met he moved his hands up to cup my breasts, his thumbs circling my nipples, making them tingle with pleasure.
My pussy was aching and as we kissed my hand slid to my clitoris and rubbed it. Then I eased back from Simon onto the bed opening my legs. “Want to lick me” I said? “I’d love to” Simon replied and lay down on the bed with his face close to my pussy and I could look down at his gorgeous buttocks and back. “Run your tongue up and down my pussy” I gasped and watched a Simon’s tongue probed along my crack tasting my juice and gently probed just into me, half an inch and running over my clit as it reached the top of its journey. I held his head and with a little pressure encouraged him to push his tongue in a little further. Then I reached down and held my wet pussy lips open and Simon’s tongue lapped up the wetness inside. My clit was burning and the knowledge that my handsome young nephew was licking me to orgasm just brought me more quickly to a totally wonderful orgasm. With some abandon I just moaned and groaned as the waves washed over me and Simon, feeling my orgasm shudder through my body as he licked and probed pushed his tongue as deep as he could until I slowly subsided and relaxed in a fulfilled heap. I pulled Simon up and onto my body. I reached down and found his reinvigorated cock and guided it back into my pussy. Then, with him deep in me we just kissed and talked as the night progressed. Occasionally Simon would thrust into me for a few minutes to keep himself hard, but I didn’t want him to cum. I told him I wanted to feel him inside of me all night long. We talked about how much we had liked each other and how neither of us would ever mention this to anyone else. It was quite late when we fell asleep together,
I woke first the next morning. And as I came round from my slumber I felt a warm glow flow through me as I saw Simon fast asleep next to me. Suddenly, though I was worried. “Oh God”, I thought. “I’ve had sex with my sister’s son”. Feeling guilt and also thinking that maybe Simon would feel differently the morning after, I eased out of the bed and padded into the bathroom. I closed the door and rinsed my face looking into the mirror as if the face I saw was a criminal. I suddenly felt my nakedness and went back to get my dressing gown which was lying exactly where I had dropped it the previous evening. As I picked it up a voice startled me. “Morning Sue”, said Simon walking over to me. He was still naked and he kissed me softly on my lips and pulled me to him. “Can we still make love again today or have you changed your mind” he asked uncertainly. His look of worry melted me immediately. I put my arms round him, dropping my gown and just said, “ Yes darling, I demand you make love to me several times today”. I hugged him and he suddenly took the wind out of my sails by saying “I was thinking last night that I love you, just so you know”.
I took Simon’s hand and lead him into the kitchen. “Lets get some coffee and toast” I said. I put some bread in the toaster and put the kettle on. “Sit down here” I said to Simon, pointing to a table chair. He sat down and I just took his semi hard cock in my hand and stroked it as I looked into his eyes. As soon as he was hard I positioned myself over him and lowered my pussy onto his shaft until I was sitting on his lap with him deep in me. Gently I eased up a little and got into a gentle motion of impaling myself on his cock as Simon’s hands ran over my shoulders and breasts teasing the nipples with his thumbs. The toast suddenly popped up and I eased off Simon leaving his shaft glistening wet. Suddenly the toast vanished from my thoughts and I was down on my knees with that cock in my mouth and my hand stroking Simon’s testicles. I took in a good portion of its length and as I sucked I eased a finger underneath Simon’s balls and along until it pressed against the tight skin of his anus. I heard Simon’s breathing deepen and his cock became even harder as I did this which encouraged me to pushed gently at his tight entrance. My mouth and lips worked around and along his swollen cock head and shaft. I removed my finger and pushed it into my pussy making it wet with my juice before returning it to his anus where, with the wet lubrication, I was able to push my finger in slowly about half an inch. Simon gasped and I could feel his explosion was not far off and my finger pushed a little further into him. I felt so liberated and sexy with this young beautiful man and this seemed so natural to touch him and give him pleasure. Simon erupted into my mouth, his cum shooting to the back of my mouth and I swallowed as more hot liquid pumped from his cock. His cock jerking against my lips made me feel so good as he held my head and finally emptied himself. I swallowed the last few drops and quickly rose and, once again, slid down onto his still hard shaft enveloping it in my pussy. I pressed my lips to his and pushed my tongue into his mouth so he could taste his own seed. When our lips parted Simon said “this is unbelievable”. We both just laughed, but I didn’t let his cock stray from my pussy for some time.
“Did you mind me touching your anus” I asked. “It was fabulous” Simon gasped. “Wow, would you like me to touch you there”? “Do you know, I think I would like you to do that, but first, lets have some toast. I eased off of him and we prepared and carried out little snack to the bedroom. Simon sat so that he was always touching me which was so sweet and one hand caressed various parts of my body while the other held his piece of toast. We just lay together and touched each other for some time. We dozed a bit more until my eyes opened and Simon was just lying on his side staring at me and gently caressing my skin.
“Can I look at your bottom” Simon asked? I didn’t answer, but just turned to lie on my front so he could examine my buttocks, back and legs. I open my legs a little and felt his finger trace a path in the crevasse between my cheeks pausing to stop and feel at my anal sphincter. I felt his finger push against the tight skin. “One second” I said. I jumped up, popped to the bathroom and grabbed some KY jelly. I dashed back to the bed and gave the jelly to Simon.
With the help of the jelly his finger began to ease into my hole, slowly at first and then, in small, ever-deeper thrusts. I buried my face in the pillow and whimpered as he pushed very gently, easing it in and out until most of his finger was sliding right in. My bottom arch up and I gently eased my legs up so that Simon could get his finger as deep as possible. It felt absolutely electric and I reached underneath me with one hand and started rubbing my clitoris as Simon’s finger slid in and out of my anus and, to my absolute delight, Simon positioned himself so he could slide his cock into my soaking hot vagina.
‘Oh God Simon, that’s so fantastic’ I moaned as he thrust his cock in and out of my pussy and his finger in and out of my anus. I couldn’t believe I was doing something I had never done before and was enjoying it so much. My husband would never have touched my anus even though the thought of having it touched and even anal sex had been a somewhat secret erotic fantasy of mine for many years. I never dreamed I would have it fulfilled. Simon kept pushing his finger in for several minutes and I just knew I was going to get him to try and put his cock in my anus. I gently pulled away from him and turned round to face him. Reaching for the jelly, I took a handful and began to rub it along his cock shaft. He was so hard and stiff again and I smiled at him, leaned forward and kissed his lips and said ‘I’d love you to put this in my anus and slide it in and out like you did with your finger”.
“Really” exclaimed Simon. I’m not sure if he was shocked or really surprised that I’d let him.
“Would you like to” I asked him?
“Like to, God, Sue, I would do anything with you, especially if it gives you pleasure. Wow, I’ve often dreamed of having anal sex, but I never have”.
“Darling, I haven’t either”, I said, taking his hand and squeezing some jelly over his finger. “Play with me a bit more with your finger to open my hole” and I lay back and eased a pillow under my lower back and lifted and spread my legs raising my bottom up so Simon could guide his finger to my anus. His touch was electric and I watched his face as his finger gently pressed against my sphincter and slowly eased in about an inch. He eased it back and forth slowly for a few thrusts before easing it deeper into me. I gasped in pleasure and Simon, obviously gaining in confidence eased his other finger into my pussy which was just so wet it slipped in without resistance. He kept up the most wonderful thrusting as his other fingers rubbed over my clitoris and I felt the burning sensations inside my pussy as I began to move towards an orgasm.
“Oh keep doing that darling, you’re going to make me cum”, I moaned and just lay back enjoying the sensations of my anus and pussy being probed at the same time. The sheer pleasure of Simon’s touch and the absolute sexiness of what was happening, his finger probing deep in my hole, brought me rapidly to a gasping pitch and I moaned in short gasping bursts as my whole body suddenly began to shudder with the most fantastic orgasm I can remember suddenly washing over me. It seemed to go on forever and I must have leaked so much juice as I could feel Simon’s wet fingers in me. My body and legs were shaking as I let out a loud cry of sheer ecstasy as ripples of pleasure pulsed powerfully through me from my swollen clitoris.
Slowly I subsided, breathing heavily and moaning in sheer pleasure. “Oh darling, that was wonderful, but don’t stop” .
“That was wonderful Sue”, said Simon. “I just loved watching you cum. You are so gorgeous”.
“Thank you darling, but I want that cock of yours inside of me so take your finger out”. Slowly Simon took his finger out of my anus. I passed him the jelly and he squeezed some out and rubbed it along his stiff shaft and over the swollen head. He then rubbed a large blob around my anus.
“Ok darling, just push gently against my hole” I said, legs spread wide as Simon kneeled between my legs and placed the tip of his cock against my hole. I braced myself as he pushed his rigid shaft forward and after a few attempts at steady pushing my sphincter opened and accepted the head of his cock. God, my hole felt stretched wide and I told Simon to stop for a moment. After a while I said “ok darling, push in a little further”. Simon was so gentle and just eased into me so slowly. I felt he was truly filling my hole as it opened up. Just like with his finger he eased in and out in small movements until after a few minutes his shaft was almost completely inside of me.
“Fuck me darling” I groaned as I lay there not believing my lovely nephew had his cock in my anus, Simon began to move in and out, his cock sliding about halfway out before he thrust slowly back in. The ring of my hole tingled as Simon’s shaft rubbed against it and I held my legs up high and apart as Simon leaned over me as he fucked my hole. He leaned down and again our lips met. Simon whispered softly “Can I come and stay with you and make love often Sue” he asked? I raised my hands up and held his face close to mine, his cock oh so slowly moving in and out of my anus, and said “my baby, I hope we can have a long long time to do all sorts of things with each other. You can stay with me whenever you want. Now fuck me darling”
.
Simon smiled and kissed me and then thrust more firmly. My hole was really open now and taking his length right in. I held Simon ‘s head as he thrust and I looked into his face as his breathing increased. “Cum in me baby please” I whispered and a few seconds later Simon’s cock shuddered and exploded into me sending his hot sperm into my anus, his body stiffening and groans of pleasure leaving his lips. I remember thinking my nephew has now cum in my vagina, my mouth and my anus. Less than 24 hours earlier this would have seemed completely beyond anything I could imagine, but I was so contented and glowing with my darling man having satisfied me completely.
After we had recovered Simon continued to lie on me and we just kissed gently for quite a long time. After a while his spent cock, now flaccid, plopped out of my hole. I could feel Simon’s cum trickle out around my hole and decided it was time we both had a shower. We still had the rest of the day and several more weeks of Simon’s holiday left.
Looking back it was one of the most wonderful periods of my life. Simon would come to see me every holiday and quite a few weekends in between and we were just like lovers, which we had to be careful to hide and that, I can tell you was difficult. In fact, it still is. Simon eventually finished at college and got a good job which he had to move south for. I didn’t mind too much and I go and stay with him often, which is almost, but not quite, all the time and we share the most exciting sex life possible. There is nothing we haven’t done with each other and writing and sharing this story about us is part of the erotic journey we have been making and will excite both Simon and myself to see it in print, but perhaps I will write about those experiences another time. We also love each other’s company and have many social outings whenever we can. Simon now wants me to move in with him completely and we are trying to work out how we can live together without family finding out. Whether its right or wrong, he says he loves me. After four years with him I know he means it. The thing is, I love him too.
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With much hesitation on my part I give you chapter 8. Note the tags and comment as you will.
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My first seminar!
I worked for a company that, as part of their management training often sent Managers and Assistant Managers to 4 or 5-day seminars, usually somewhere near our district office. My first seminar was called Situational Leadership and I had to room with another male manager from a different office. Dan and I had known each other for about a year, so we decided to room together. We didn’t know who else was going to attend the conference, but we were both looking forward to a good time, as several other managers had told us about their exploits at other seminars.
We arrived at the hotel around 5pm and checked in, then got to our room. We hadn’t seen anyone else we knew yet so we decided to go to the restaurant to get something to eat. We had a light meal and then went to the bar for a couple of beers. When we enter, I saw two familiar figures sitting at a table next to the bar. The blonde turned her head towards us and I was greeted with a huge smile. It was Angel; an assistant manager from the office I had previously worked at, along with her was Becky who worked with her. Angel stood up as we came over and gave me a huge hug.
“ I didn’t know you were going to be at this class!” she said.
“Yeah, I decided to pick it up, sure glad I did!” I replied.
Now, let me describe Angel. She’s about 5’ 6” with shoulder length blonde hair, light brown eyes, smallish boobs, and an excellent ass. I used to watch her walk around the office all the time. The quote, “I hate to see her go, but I love to watch her walk away.” was made for this girl.
Much less to say we joined them for a few drinks, then retired for the night. The next days seminar was painful, sitting directly across from Angel did not help matters. She had on a business style skirt set, but she made sure she was showing a lot of leg, and with her high heels, I could not concentrate.
We all met up after the seminar for a drink before going to our rooms, Dan had already expressed interest in Becky, so he suggest we all go to dinner together. That backfired on him as several other people agreed that it would be fun if we all went out as a group. We got to the room and he was pissed.
“Man, I was trying’ to get Becky alone, and now we gotta eat with these other assholes! I was with them all day, shit! he complained.
“Screw it, we’ll go get something to eat, then see what the night brings.” I told him.
We mat the others in the lobby and there were several suggestions as where to go. Angel suggested a place called Packard’s. We all agreed and went to our cars. Dan suggested that Angel and Becky ride with us since it would be easier, so the girls agreed and we got in the car.
Dinner was boring, why do people who work together always want to talk about work? Anyway, we finished and I suggested we hit the bar for a few drinks before going back to the hotel. Most of the group declined, so it was just we 4. We sat down at a table ordered drinks. While waiting for the waitress, Angel said that we should hang out for awhile, as there was a DJ getting ready to start. We got our drinks and relaxed listening to the DJ, and trying to talk.
A slow song came on, and Angel grabbed my hand and said, “Let’s go dance!” We got on the dance floor and started to dance, she held me closer and whispered in my ear, “I’ve been waiting for this chance since we met.” I looked in her eyes, and I knew that look, it was on. The night went by quickly, Dan & Becky seemed to disappear, as Angel and I drank more, danced more and teased each other to the point of combustion. Finally Angel said, “I’ve had enough, we need to get back to the hotel.” I got Dan & Becky together and we went to the car. I noticed that Dan & Becky got into the backseat right away, I put Angel in the car and got us going. The drive back was short, but Angel could not keep her hands off me, gently rubbing my chest & thigh, and every once and awhile lightly brushing my crotch.
We almost ran to the room, since Angel & Becky both had separate roommates we all went to our room. Once inside Becky went into bathroom, we opened up beers and got comfortable. Becky came out and Dan pulled her onto his bed, Angel & I were already sitting on mine, so some light kissing started. The light was still on, so I reached over and turned it off for some privacy. As soon as the light went out, Angel grabbed me and pulled me down on the bed. We started to kiss, as my hands explored her body, I rubbed her boobs and slowly slid my hands down to her ass, she must have been planning this as her pants were already unbuttoned. I didn’t feel any panties, but then realized that she had on a thong. Meanwhile, her hands were quite busy; she had undone my pants and started rubbing my cock. I almost burst right then; she was amazing, just in the way she stroked me. I moved one hand to her front and slip my finger between her pussy lips. I was amazed how wet she was, and she let out a light moan as I rubbed her clit. Things stayed there for a bit, when we heard Dan & Becky whispering, Dan was pleading with her, but Becky said that she had just started her period, so she couldn’t. Becky got up and left the room, I heard Dan curse and said, “I’ll be back later, have fun”, as he went out the door. The door closed and Angel said, “ You better go lock it.” I ran to the door locked it and did the deadbolt, and the light beside the bed came on. I turned around and Angel was lying naked on the bed. I stood there, my cock a full attention, as she started touching her pussy. “You like what you see?” she asked as she rubber her clit. I couldn’t even talk; I just stood ther transfixed, watching this beautiful woman play with her pussy for my entertainment. She said, “ Just stay there for a second, I want you to really want me!” with that she rolled over onto her stomach and raised her ass in the air. I cannot describe how amazing that view was, I mentioned about her walking away earlier, but now the view was even better. She slid her fingers between her pussylips, and slightly pulled them apart, wiggling her ass at me she said, “Come and get it!” I practically ran across the room, tripping over my pants as I reached the bed, I grabbed her hips and buried my face into her pussy. She groaned and pressed back into my face and my tongue found her clit, and she bean to shudder, “Fuck, I’m gonna cum!!” she screamed. I continued to work on her pussy, as she rubbed her self up and down my face, finally she went down far enough down and my tongue found her asshole. She let out a little yelp, but didn’t pull away; I took that as a good sign and began to eat her ass with as much delight as I had with her pussy. She moaned even louder as it continued to lick he little ass, and exploded when I slit two fingers into her cunt. She grabbed her ass cheeks and spread herself wider, allowing me better deeper access. She started to buck again, so I moved down to her clit and began sucking for all I was worth. She began to shiver as she came, and I put my finger in her ass, just as she peaked. I have never been with a woman who squirted, but when she came this time my faced was drenched. She fell down to the bed, her ass still quivering, face buried in the pillow, and said “My God, I’ve never cum like that before!”
She rolled over, and looked at me, I was soaking in her naked body, and she had smallish tits, but nice pink nipples about a ½ inch long. I looked down at her pussy, which was still quivering from her orgasm and saw a trimmed patch of light blonde hair. “Wow, you’re a natural blonde?” I said.
She smiled and said “ Carpet matches the curtains, you like?”
“Yeah”, I muttered as I went down for another taste. She pushed me back and said” Your turn, I gotta taste you!” With that, she pushed me back on the bad and grabbed my cock. She slowly began stroking it, and moves her mouth closer, then began lightly kissing the head and shaft. She licked the sides for a second, and the put her lips on the head, then boom, she took the whole thing in her mouth. I’m not huge, about 7 inches, but she was all the way down to the base, and I could feel her tongue come out and lick my nuts. I about exploded, but she grabbed my cock and gripped it real tight. “Not yet, I want to enjoy sucking your cock for awhile!” she said then began to fuck my cock with her mouth. I was in heaven; she was working my nuts with her hands and deepthroating me like I had never been before. I was about to cum, when she stopped, looked at me and said, “ I guess I’ll return the favor.” and began to lick my ass. I had never had my ass licked before, and I can see why she liked it so much, she ran her tongue around my asshole and worked my cock with her hand. She must of sense that it was time, and she back up to my cock and began to suck me like crazy. I could feel my nuts begin to pulse, as she continued to suck, and just as I started to cum, she slid her finger into my ass. I exploded; I’d never cum like that before. I heard her struggle to keep it in her mouth, but she would not take her mouth off my exploding cock. I felt like I pumped a gallon of cum into her mouth, and she took it all like a champ, as she continued to work my cock. She finished with a light kiss, and rolled over onto her back, with a smile on her face. “ God, you sure gave me a nice snack there, I can’t believe how good you taste, my ex smoked and I always hated his cum, but you, I could get used to that, real easy!” she said as she looked at me.
I sat there, still shaking, in amazement to what she had said, she looked back at me and said, “ We’re not done yet are we?” as she leaned back and began rubbing her clit. My cock sprang right back to attention, and she said, “ Guess not!” She pushed me back down on the bed and started working my cock with her hand; the she took it in her mouth again. As she hit bottom, she flung he leg over my head, and I was looking directly into that beautiful pussy and asshole again. I attacked her clit again, as she sucked my cock every harder that before. She began to buck again, so I buried my tongue deeper into her, as I fingered her ass. She pushed her mouth down on my cock and sucked on my as she came. Once she settled down she began licking me like a lollipop, then stopped. She spun around and face me, then sat on my cock. She leaned forward and we began to kiss like two teenagers, as I pounded her from below. She positioned herself so I could suck on her nipples, which seemed to drive her crazy. She bucked and ground her pussy harder against me as she came again, then she pulled herself off me. “I need you behind me!” she panted as she got on her knees, presenting me with her gorgeous ass. I moaned at the view, and she said, “See something you like?” as she wiggled her butt.
“ I think that is the sexiest pose for a woman, and you are amazing.” I said as I got behind her. She turned to look at me, as I buried my face in her ass again, licking both her holes. She squealed and she ran her hand down her back and slipped finger into her ass. I watch as she fingered her asshole, and I got to my knees and entered her. I could not believe how tight she felt, I looked down to watch as she her fingerfuck her asshole while I pounded her pussy with my cock. The sight of her pussylips around my cock made me crazy and I was starting to get near the edge, but then she slid another finger into her ass and I lost it. I pounded away at her as I filled her pussy with stream after stream of cum. She pushed back on me harder, trying to get as muck of me in as possible. She dropped down onto her stomach and I slid out of her pussy. I was still semi-hard, and she began rubbing her butt against me. “Time for some other fun?” she asked.
“Whatever you want, I just might need a minute.” I said.
She smiled and stood up; she pushed me back and began sucking my cock again. “God, I love the taste of your cum!” she said licking up the remnants left on my cock.
I was amazed, this chick was something else and in no time I was rock hard. She stopped and lay back on the bed and pulled me to her. I entered her pussy and began slamming her hard, she began rubbing her clit, but then grabbed my cock and pulled it out. I felt her rubbing it against her as she found the right spot, then said”Take it slow, but don’t stop.” I slowly pushed against her asshole and felt her let me in. I worked my way into her, then she grabbed my hips and pulled me all the way in. She looked at me with a grin and said,
“Now I’m not any kind of virgin, give me a second to adjust.”
She started moving her ass into me and I began to slowly thrust into her. I was only a matter of seconds before I was pounding her ass as hard as I was her pussy. She shuddered and clawed at me as I worked my cock in and out of her. She rubbed her clit and pussy as I maintained my pace, finally my balls began to tingle and I told her I was gonna cum.
“Do it on my face, please! Cum on my face, I need it now!” she screamed.. I pulled out of her ass and blew my third load on her face, the first stream hit her on the forehead, the proceeded down to her open mouth. She grabbed my cock jerked it hard getting every drop in her mouth.
I leaned back and watched her as she licked my jizz off her fingers and then she smiled at me and said, “ It turned out better tonight that I expected!” as she crawled beside me. I put my arm around her and said, “Yeah, and to think that I hate coming to these damn seminars.”
Just then to door rattled, it was Dan he was back.
Angel got up to get dressed, and bent over to get her thong, and there was that view again. I got behind her, and she stood up as I cupped her breasts. She pushed her ass against me and whispered, “ Round Two tomorrow nite? We’ll get our own room, I’ll bring something special!”
We dressed and I walked her to the door, Dan was sitting on a chair outside the room looking at us like we were nuts.
“My God, you two know we gotta be up in 45 minutes? he said as he went into the room.
I walked Angel to her room, she smiled at me then gave me a long deep kiss, our juices once again mingled as we broke the kiss.
“Tomorrow night. I can’t wait to taste you again.” She said as she closed the door.
I stood there amazed, and thought, “Only 12 hours to go!”
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The first to what will hopefully be a series. A quick fuck followed by a blowjob from Chloe.
I’ve re-posted this story because the first time was when xnxx’s servers went down and there were some problems with ‘s being added to the text! It was pretty popular 1st time around…