Fondest Sexual Experience

[trevorness]

We had been dating for roughly eighteen months that night when she invited me down to her college apartment for dinner. The hour ride in the car went fast. She was dressed beautifully in a long skirt and form fitting tank top when I arrived. We chatted and enjoyed talking to each other as she cooked dinner.

In truth the relationship was getting frustrating. I was 23 and she was 19, almost 20. I had been in college for five full years, graduated and had a job. She was entering into her second year of college. All through college I had enjoyed a great variety of amazing sexual experiences with a great variety of women. She had never experienced that variety. When she was 18 I had taken her virginity on the couch in her parents basement. While we had sex in our relationship, she was reserved and viewed sex more as an occasional necessity, not something that should be done frequently for fun. She was not a fan of oral sex, giving or receiving. Cum, well cum anywhere in, on, or near her was a hard no. She felt cum was icky and gross. Part of that feeling was my fault, but that’s another story.

Something was different that night though. After we ate she wanted to go straight upstairs, which was unusual. We started making out and got into it pretty hot and heavy on the bed. She seemed different that night. She was having fun and really enjoying every thing way more than usual. She pulled off her tank top revealing a yellow lacy bra that struggled to contain her perky D cups.

As I lay on my back she dry humped my cock hard. In the fray she had managed to strip me down to my boxers. Even with her skirt still on she fluffed the skirt up so that her pussy ground onto my cock through her and my under wear. We kissed deeply and then she would sit up so I could fondle her breasts. She shifted back and forth alternating between kissing me and letting me fondle her breasts.

She actually whispered into my ear. “Do you like my bra? You should see my panties.”

Her unusually seductive tone drove me wild as I tried to take her skirt off.

“Not yet” she commanded.

She slid off the end of the bed, taking my boxers off in one fluid motion. Tossing them aside she slowly started stroking my throbbing cock, rubbing the precum around with her fingers. Then in an even more surprising move, she took the tip of my cock into her mouth and began swirling her tongue around it. I was shocked. She had never been this bold, let alone sucked my cock like this. I was about to explode in her mouth and she knew it. Withdrawing her mouth she stood up in the candle light for me to see.

“Now you can see my panties.”

She pulled her skirt off revealing a pair of lacy yellow boy shorts that matched her bra. She turned slowly in the light showing off her beautiful body. Her body accented the yellow lingerie perfectly.

“Now lay still” she commanded as she carefully climbed onto my body in reverse cowgirl position. Reaching down she worked the crotch of her panties aside, sliding her tight wet pussy onto my bare cock. I had been in her bare many times, but never like this. Burying my cock in her pussy, she leaned forward grasping my ankles with both hands and arching her back. The position gave me a perfect view of my cock in her pussy, and of her gorgeous ass in the boy shorts in the candle light.

The sex felt amazing. I had never seen or experienced her like this. Things were escalating quickly when she leaned over her shoulder and whispered. “I want you to cum in me tonight, don’t pull out, just cum in me.”

That was my tipping point. My body became stiff and shuddered as I unloaded what seemed like a quart of cum inside of her. She seemed to love it too. “Oh my god, I can’t believe I waited so long for that, OH YES, this is amazing.” She cried out.

As she was leaning forward and getting up a huge, gooey creampie slopped out of her pussy and plopped on my stomach. She giggled when she saw it there, saying, “we have to get you cleaned up.”

We showered together, washing and fondling each other in the shower. After completing the shower and returning to the bed room we could not help ourselves. We started having sex again. As she laid on her back at the edge of the bed with her legs held high, I was able to penetrate her as deeply as ever. Now it was her turn to cum hard. I fucked her deep and hard, making her cum multiple times, soaking the sheets with her juices. Finally my second cum of the night was nearing.

“Cum in me again.” She commanded. For only the second time in 18 months, I filled her pussy with just as much cum as the first time, as we orgasmed together.

I hopped that maybe that night would turn the corner for us sexually and help our relationship. It did not, within 2 weeks we broke up.

That felt like it was leading up to a ghost story or something there for a minute.

 

[bobb_sledd]

I hopped that maybe that night would turn the corner for us sexually and help our relationship. It did not, within 2 weeks we broke up.

One hell of a farewell fuck!

 

[bitslinger]

My now wife and I took a drive through the mountains in the northern part of our state. We made a couple of food and tourist stops that I remember fondly. I knew of a picnic area overlooking a nearby lake and pulled in to stretch our legs after leaf-peeping the afternoon away. It was starting to rain and cooling off, but the setting sun peaking through the clouds on the horizon was putting on a show, so we sat together in the front seat talking and enjoying the view of dappled rain falling on the lake. As new love tends to go, passion overcame us and in the last of the fading light I watched her climb on top and lower herself onto me in the front seat. I remember how warm her body felt, how hot and wet she was, and the way her breasts rose and fell as she moved against me. That was a lifetime ago. We went leaf-peeping with her parents a couple of weekends ago, and smiled at each other as we drove past the turnoff to the overlook.

 

[Achingluv]

The night my wife rode me as I sat against a tree in a public park. She was really into it, and I had the tremendous stimulation of being able to see the full moon over her shoulder (I love full moons), the tree bark rubbing against my back, and the feeling of my rock hard cock being enveloped by her very wet pussy. I can always count on that memory to put some blood in my penis.

 

[Jay Richards]

We had been dating for roughly eighteen months that night when she invited me down to her college apartment for dinner. The hour ride in the car went fast. She was dressed beautifully in a long skirt and form fitting tank top when I arrived. We chatted and enjoyed talking to each other as she cooked dinner.

In truth the relationship was getting frustrating. I was 23 and she was 19, almost 20. I had been in college for five full years, graduated and had a job. She was entering into her second year of college. All through college I had enjoyed a great variety of amazing sexual experiences with a great variety of women. She had never experienced that variety. When she was 18 I had taken her virginity on the couch in her parents basement. While we had sex in our relationship, she was reserved and viewed sex more as an occasional necessity, not something that should be done frequently for fun. She was not a fan of oral sex, giving or receiving. Cum, well cum anywhere in, on, or near her was a hard no. She felt cum was icky and gross. Part of that feeling was my fault, but that’s another story.

Something was different that night though. After we ate she wanted to go straight upstairs, which was unusual. We started making out and got into it pretty hot and heavy on the bed. She seemed different that night. She was having fun and really enjoying every thing way more than usual. She pulled off her tank top revealing a yellow lacy bra that struggled to contain her perky D cups.

As I lay on my back she dry humped my cock hard. In the fray she had managed to strip me down to my boxers. Even with her skirt still on she fluffed the skirt up so that her pussy ground onto my cock through her and my under wear. We kissed deeply and then she would sit up so I could fondle her breasts. She shifted back and forth alternating between kissing me and letting me fondle her breasts.

She actually whispered into my ear. “Do you like my bra? You should see my panties.”

Her unusually seductive tone drove me wild as I tried to take her skirt off.

“Not yet” she commanded.

She slid off the end of the bed, taking my boxers off in one fluid motion. Tossing them aside she slowly started stroking my throbbing cock, rubbing the precum around with her fingers. Then in an even more surprising move, she took the tip of my cock into her mouth and began swirling her tongue around it. I was shocked. She had never been this bold, let alone sucked my cock like this. I was about to explode in her mouth and she knew it. Withdrawing her mouth she stood up in the candle light for me to see.

“Now you can see my panties.”

She pulled her skirt off revealing a pair of lacy yellow boy shorts that matched her bra. She turned slowly in the light showing off her beautiful body. Her body accented the yellow lingerie perfectly.

“Now lay still” she commanded as she carefully climbed onto my body in reverse cowgirl position. Reaching down she worked the crotch of her panties aside, sliding her tight wet pussy onto my bare cock. I had been in her bare many times, but never like this. Burying my cock in her pussy, she leaned forward grasping my ankles with both hands and arching her back. The position gave me a perfect view of my cock in her pussy, and of her gorgeous ass in the boy shorts in the candle light.

The sex felt amazing. I had never seen or experienced her like this. Things were escalating quickly when she leaned over her shoulder and whispered. “I want you to cum in me tonight, don’t pull out, just cum in me.”

That was my tipping point. My body became stiff and shuddered as I unloaded what seemed like a quart of cum inside of her. She seemed to love it too. “Oh my god, I can’t believe I waited so long for that, OH YES, this is amazing.” She cried out.

As she was leaning forward and getting up a huge, gooey creampie slopped out of her pussy and plopped on my stomach. She giggled when she saw it there, saying, “we have to get you cleaned up.”

We showered together, washing and fondling each other in the shower. After completing the shower and returning to the bed room we could not help ourselves. We started having sex again. As she laid on her back at the edge of the bed with her legs held high, I was able to penetrate her as deeply as ever. Now it was her turn to cum hard. I fucked her deep and hard, making her cum multiple times, soaking the sheets with her juices. Finally my second cum of the night was nearing.

“Cum in me again.” She commanded. For only the second time in 18 months, I filled her pussy with just as much cum as the first time, as we orgasmed together.

I hopped that maybe that night would turn the corner for us sexually and help our relationship. It did not, within 2 weeks we broke up.

Great story though.

 

[LeSabreur]

I was 19, in college and in a solid relationship with the girl that I would later marry. A close family member had just died and friends were coming from out of town for the funeral. One of them arrived and, surprisingly, she had brought a passenger. The passenger was a woman whose father had been on the same ward as my family member in the hospital 90 miles away. She and I had struck up casual conversation a few times in the family waiting room, and later had gone on a few walks around the hospital. At the time I guessed that she was probably 4 or 5 years older than I was. There was never anything romantic happening, but we did talk a lot about life and feelings, as both of us had a close family member with a terminal illness. Several of the walks were quite long. Again, nothing hinting at romance.

The friend that had driven up to visit was in town for a few days, staying with a neighbor of ours, so the woman was staying there, too. The evening of their arrival we found ourselves walking around the neighborhood, again talking about life. At one point we were sitting at a picnic table at the neighbor's house...it was about 10 pm...and suddenly we were kissing. I was utterly intoxicated by the experience, and it was like a dream. I've always been a romantic and have always found it very easy to feel strong emotional intimacy, even with someone I've just met. So here I was with this gorgeous woman and I was drunk with lust...but also felt very romantic about the experience. Honestly, I think that I would have been perfectly fine with stopping at that level and certainly wasn't expecting a sexual experience, but she was clearly hot and bothered, and was taking the lead in a very forward manner.

The next thing I know, zippers and buttons are being undone and she's got one hand wrapped around my cock and the other is pulling my head in for deep kissing. I followed her lead and soon had a hand under her sweater after having freed her breasts from the imprisonment of her bra and the other hand was inside her sopping wet panties.

We bother became somewhat delirious while making out and touching each other, and before long she has my pants open and is sucking on my now steel-hard cock. I've always been very generous as a lover and wanted to reciprocate. We were still sitting awkwardly on the narrow bench of the picnic table, and her corduroys were pretty tight, so I peeled them down her legs and soon she was bottomless there on the patio with me lapping wildly at her pussy, which was drowning me. She didn't let me go on for very long, though, pushing me back on the bench and straddling me, then sitting right down and impaling herself on my cock.

I've been with a dozen or so women in my life, but, to this day, I have NEVER experienced fucking like that. This woman had muscles that I didn't even know existed. I swear that her pussy could squeeze and milk and bend and twist me like nothing I had or have ever experienced. This was decades before twerking had been invented, but she was jackhammering herself down on my cock as if she was able to dislocate both her hips and lower back. It wasn't terribly long before I felt my impending orgasm and so I warned her that I was going to cum. She just thrust her tongue down my throat and humped even more ferociously. WOW. Jesus...that memory has never left me.

I followed her up into the little loft bedroom of the neighbor's home, we stripped naked, and cuddled together. I have no idea how many times we fucked that night, but she kept waking me up with my cock in her mouth or sucking on one of my nipples, and off we'd go again. We spent the entire night together for the several days that she was in town.

I was a stupid, lust-crazed college kid, and never gave a second thought to birth control (even though my girlfriend and I used condoms). Happily her period started on the last night we had together...and that didn't slow us down a bit, a first for me. Everyone seemed to look the other way over this situation...my folks, the neighbors, and even my girlfriend...as they seemed to chalk it up to the fact that grief had overwhelmed everyone. After she left I would get frequent calls from her, and she kept telling me that she was in love with me and wanted to spend the rest of her life with me. I learned that, far from being several years older than I was, she was younger than I was.

Well...my girlfriend (later wife) did used to tease me, calling me "heartbreaker," and that wasn't the last young woman who would develop strong feelings for me...and I did feel terrible about having to hurt her. To this day I have a very strong and hard to characterize memory of the intense sex...no one has ever fucked me like that...mixed with the sweetness of the brief affair we had. It is my fondest memory of a sexual experience.

 

[beardedwanker]

Getting sucked off by my now wife in the dark room at Club Antichrist while a guy at the other end of the sofa watched and jerked off

 

[dingdongditchding]

My wedding night. Passionate, sober sex with love and a ring. Ain’t nothing topped that!

baby making sex is hot

 

[Mrs_and_mr]

I have a few fond experiences. One the sticks out was the first time I got pegged. It was a first time domme sub relationship, she had a list of all the things she wanted to try and I was down to let her. Up until this time my sexual experience was groping kissing and sticking it in a pounding away until I came and with luck she did too. I learned a lot from that relationship, she was in control and told me exactly what and how to do everything. The first time she pegged me was probably the first time I had ever made love. She was slow and passionate, our gazes never drifted apart. I’d tell you that was the day I fell in love with her but it happened way before that.

 

[tommyt125]

First older woman. There was a 14 year gap and it was amazing

 

[Icekiller56]

I have a few I can think of, but tbe memorable would be the first time @GoodGirlsDeserveFun and I had sex after lusting after one another for over a year. She's so good at pleasing me when we get the chance to see each other

 

[drobert44]

When my girlfriend swallowed.

 

[TheOne007]

I was down and out, not finding any luck dating when I got back from college. Myspace was a thing back then, and one night I recieved a message from a local girl who found my profile. Oddly enough, it felt strange as it wasn't a dating profile, and we didn't meet in the wild. My car was in a bad wreck, and I borrowed one of my parents cars to get around. We started chatting for a week, and I was out with friends and wasn't having a great time. She ended up messaging me to come hang out with her, as her brother just got married and came home from the wedding. So, sure I went. Ended up chatting for two hours and making out in the car for another hour. We decided to go get dinner later the next week. Well, her best friend had to leave town and asked for her to watch her dogs, and the condo. So she couldn't go far as they were older and had issues going all the time, so they had to endlessly be let out. Ended up going over, and she was going to cook dinner. Well, dinner was her, as when I arrived, she text me to come in, and to head upstairs (you came in through the basement from the garage and had to go upstairs to the second floor kitchen/living room and then the third floor bedrooms. I came in calling her name, and didn't hear anything till i got to the steps to the third floor and said, "come on up" but sounded wore out. She was lying naked on the bed, perfect 38d tits, riding a dildo and moaning. "Take your clothes off and put your big cock in me". "I found my friends dildo washing the bed sheets, and I've been thinking about you fucking me before you got here, and thought how big you might be inside me while I fucked myself with her toy". Fucked her for hours, over the bed, in the shower, on the washing machine (that's an experience). We even went out on the deck in the moonlight and her firm nips got pulled and yanked as I doggied her over the railing. I was down to water when it was 6 am. Wish I was that young again to experience! Yes, the dogs got out!

 

[tristianc]

Dry humping with my first love in a hotel room for hours. After over 25 years no sexual experience I’ve ever had has come close to that.

 

[drobert44]

I was down and out, not finding any luck dating when I got back from college. Myspace was a thing back then, and one night I recieved a message from a local girl who found my profile. Oddly enough, it felt strange as it wasn't a dating profile, and we didn't meet in the wild. My car was in a bad wreck, and I borrowed one of my parents cars to get around. We started chatting for a week, and I was out with friends and wasn't having a great time. She ended up messaging me to come hang out with her, as her brother just got married and came home from the wedding. So, sure I went. Ended up chatting for two hours and making out in the car for another hour. We decided to go get dinner later the next week. Well, her best friend had to leave town and asked for her to watch her dogs, and the condo. So she couldn't go far as they were older and had issues going all the time, so they had to endlessly be let out. Ended up going over, and she was going to cook dinner. Well, dinner was her, as when I arrived, she text me to come in, and to head upstairs (you came in through the basement from the garage and had to go upstairs to the second floor kitchen/living room and then the third floor bedrooms. I came in calling her name, and didn't hear anything till i got to the steps to the third floor and said, "come on up" but sounded wore out. She was lying naked on the bed, perfect 38d tits, riding a dildo and moaning. "Take your clothes off and put your big cock in me". "I found my friends dildo washing the bed sheets, and I've been thinking about you fucking me before you got here, and thought how big you might be inside me while I fucked myself with her toy". Fucked her for hours, over the bed, in the shower, on the washing machine (that's an experience). We even went out on the deck in the moonlight and her firm nips got pulled and yanked as I doggied her over the railing. I was down to water when it was 6 am. Wish I was that young again to experience! Yes, the dogs got out!

My Gawd, wish I had pictures of the third runner up
miss Oklahoma 1969.

 

[drobert44]

My Gawd, wish I had pictures of the third runner up
miss Oklahoma 1969.

Ok, her name was Muriel, gave me a blowie when girls didn’t do that.

 

[Portageguy1954]

My first wife and I had been swinging with another couple for over a year. She wanted to do a 3 some. We asked Dan if he would mind joining us and he said he would enjoy it. We were at our house and my kids were gone for the evening so I locked up the house in case they came home so they could not get in.
We got in our bed and began to kiss and treat my wife like a queen. We kiss her and sucked he nipples and breasts. We stroked her from top to bottom. We too turns being inside of her and also giving her a chance to suck our cocks. I finally asked her if she wanted to have both of us inside her at the same time and she was all for it. I laid on my back and she got on top of me and gave Dan access to her ass. She had been letting me enter her ass for a few months and even had orgasms doing anal.
As Dan entered her I was already in her pussy, I could fell Dan's cock slide against mine with a thin wall of skin between us. I also knew my wife could feel both of us and she made sounds that I had never heard from her before. I loved hearing her because I knew she was enjoying. Her first orgasm with both of us in her came very fast. I am just average and Dan was just a little smaller than me, but it didn't take long for us o get a rhythm and we all were just as a state of total bliss. I could feel my climax starting to reach a climax, and Dan said he was ready too. My wife had already had a couple of climax's when both Dan and I filled her.
As we finished cumming in her she rolled off of me and she laid between Dan and I. We were all exhausted and we caressed her and kissed her.
All three of us said it was the best we ever had. It was a shame we were never able to do that again. Its been 20 or so years since that happened and both of them are gone now. I wonder what my now wife would think if she ever found out about this as she has decided she didnt want sex anymore

 

[write_or_wrong]

My first wife and I had been swinging with another couple for over a year. She wanted to do a 3 some. We asked Dan if he would mind joining us and he said he would enjoy it. We were at our house and my kids were gone for the evening so I locked up the house in case they came home so they could not get in.
We got in our bed and began to kiss and treat my wife like a queen. We kiss her and sucked he nipples and breasts. We stroked her from top to bottom. We too turns being inside of her and also giving her a chance to suck our cocks. I finally asked her if she wanted to have both of us inside her at the same time and she was all for it. I laid on my back and she got on top of me and gave Dan access to her ass. She had been letting me enter her ass for a few months and even had orgasms doing anal.
As Dan entered her I was already in her pussy, I could fell Dan's cock slide against mine with a thin wall of skin between us. I also knew my wife could feel both of us and she made sounds that I had never heard from her before. I loved hearing her because I knew she was enjoying. Her first orgasm with both of us in her came very fast. I am just average and Dan was just a little smaller than me, but it didn't take long for us o get a rhythm and we all were just as a state of total bliss. I could feel my climax starting to reach a climax, and Dan said he was ready too. My wife had already had a couple of climax's when both Dan and I filled her.
As we finished cumming in her she rolled off of me and she laid between Dan and I. We were all exhausted and we caressed her and kissed her.
All three of us said it was the best we ever had. It was a shame we were never able to do that again. Its been 20 or so years since that happened and both of them are gone now. I wonder what my now wife would think if she ever found out about this as she has decided she didnt want sex anymore.

Sorry to hear your current wife has lost her libido but glad you have that memory. My most memorable experiences have all been from MMFs, but a DP is still on my bucket list.

 

[SCRob95060]

Fondest recent experience, I gave a blowjob to a guy at a party’s. Yes there was a lot of giggling and laughter but when he came, all over my face, there was a lot of cheering as well.

 

[Stromer]

Honestly, it was giving my ex wife her first orgasm. She grew up in a very strict Catholic family and her body didn't develop until her very late teens. Aunt Flow didn't visit until she was 17 and when she 18, she went from an A cup to a C/D cup, depending on the bra. She had never had a real boyfriend and had only made out with one other guy that got shut down when he put his hand up her shirt. I have no reason to doubt what she told me since it took me so long to get her naked.

Our first date was on her 20th birthday and we instantly fell in love with each other, but she made it very clear she was saving her self for her wedding night. My roommate in college went home every weekend and she would spend the weekends with me in my dorm room. After about six weeks of me telling her I respected that she wanted to save herself, but there were lots of things we could do sexually without intercourse, she got naked in front of me for the first time. I kissed her nipples for the first time and eventually started kissing and licking her inner thighs, getting closer and closer to her pussy. When I went to lick her pussy, she stopped me, asking me if I actually wanted to kiss and lick her there. She had no idea what oral sex was.

I told her that I think she would like it if she could relax and just go with the flow. She let me continue and with in a few minutes, she had her first orgasm. When she finally finished cumming, she pulled me up next to her and asked me "What the hell was that". "That was an orgasm.".
When she finally caught her breath, I asked if she had masturbated before and she told me she had fingered herself a few times, but had never felt anything like that before. After teaching her how to give me her first hand job and making me cum, she asked me if I could do "that again" to her. It wasn't long before she had the second orgasm of her life.

That expierence opened the door to a whole new way of thinking for her.

 

[Cool88]

Yes,I have a real simple fun, erotic and nasty one for sure. I had this one girlfriend and she would let me fuck like crazy.
So any time I got her in my room and I was using this old hospital bed that had this big round mirror from this old style dresser draw. When I would get that good pussy we could both watch in detail when my cock was sliding in and out. The best part was at the end when I was about to skeet my load of seed deep inside that cunt. I would make sure to beat and pound that load of seed deep in that good pussy.

 

[zoso682001]

Love the mirror placement !

 

[TravisAW]

The only threesome I've had. Absolutely fantastic.
Mrs AW, one of her new friends (Miss X) and myself.
Three natural flirts, a bottle of rum and magic happened.

Things to add or remove from the event....
Remove - nothing that was done was regretted, so wouldn't remove anything
Add - more positions. Like Miss X sat across me on the couch reverse cowgirl and Mrs AW licking her clit. Miss X to give me a lovebite/hickey so Mrs AW gets in trouble for it. Having Mrs AW in between us both and sucking on one nipple each while I slide my fingers inside her and Miss X rubs her clit. Insisted Miss X stayed in our bed rather than the spare bed. Absolutely nothing wrong with the night, both watching them both and enjoying them both, additions would have been a bonus. I was grinning on the inside for weeks.

 

[Seasider62]

With my mother in law

 

[TravisAW]

With my mother in law

You can't leave it there, we need details. Age difference, circumstance, etc.