Favorite/Best Sexual Encounter

[insatiable]

I'd love to hear everyone's favorite/best sexual encounter.

I was thinking back to one particular session with an ex and started thinking that out of anything I'd want to experience again, it was that - so I thought I'd see what others felt was the best, most favorite sexual experience of their lives.

Mine was a few years back in my senior year of HS. In the backstage of our auditorium, we had a hard, wooden cover for the grand piano, which happened to be off. There was a space in the back of it large enough to crawl under, so my GF and I skipped classes for the better half of the day and fooled around under it. We put down a sheet (we had planned ahead) and made love and fooled around for hours. The most exciting part is that there were people coming and going all around the entire time including a couple of band/orchestra practices, so we had to keep our moans and giggles quiet. We made each other cum a dozen times... oral, 69, lovemaking... all with the real risk of being caught. It was so sexy.

[pete120]

To be honest, it was with my "best friend". I was home alone and I would always cross dress and take picture of myself. Then my friend would start licking my naked body. I went and got whipped cream and put it all over myself and he loved to lick me all over. Then I would return him some pleasure and I would suck his dripping cock. The other time were with my FWBs and random hook ups.

[oldfan]

It would have to be with a gay friend of mine. We met near a park on a lightly travelled road. After walking short way on the trail to where we could no longer be seen from the road, we stripped, sucked each other and then I let him try to perform anal on me as I leaned up against a tree. All of this was done in an area that we would have easily been seen had someone come hiking along the trail.

What a turn on it was to be doing this naked with another guy in a public place and with such a risk of being seen!!

[bull79]

I had a mistress for two years while married to my ex.
I picked her up one day she had an overcoat on and high heel boots and I soon found out nothing else.
She teased my in the car until I pulled up in a layby and fucked her over the bonnet.
Didn’t last long but it was by far the biggest load I’ve ever shot.

[florencerr]

Honestly, as someone with fairly extensive sexual experience, my favorite thing is oral sex from women. However, most people's techniques aren't very good, and sometimes what you get isn't pleasure but pain... But there's one woman who truly gave me a lot of pleasure, even though she wasn't a real person. Yes, that's the pleasure I experienced with the Bestrealdoll dolls. Putting my penis into the doll's mouth didn't give me the fear of teeth hitting it; instead, I completely enjoyed the pleasure of sex.

[angelapick]

There are many people here who have had the same experience as me. It's great.

[binoculary]

This one was certainly memorable for me. I’d just started college and my girl cousin was living with me in a 2-room apartment in a big old house. I’ve mentioned elsewhere that we had lots of sex.

After a few months she was getting on my nerves, then she moved back to her home state. A family across the street had a teen daughter who never closed her shades. After I discovered that, I made sure to bring back my Dad’s binoculars the next time I went home. At night when she was in her room, I’d turn off the lights, propped them up in the window on the case, and place a chair there. I got plenty of great views of her beautiful little tits.

A couple months later, a new family moved in across the street right next to the first girl. They had a really cute teen daughter who got her looks from her Mexican mom. The boy across the hall was in her class and introduced me to her. The two of us were instantly attracted to each other. We started hanging around a lot. I’d go over to her house when her parents were working (they ran a hotel, so they kept late hours). She had to stay and watch her little brother.

We began making out after only a couple days. Her little brother was napping on the floor next to us. She then surprised me by pulling my cock out of my Dolphin shorts, then popped the head into her mouth. I could’ve cum right then! Stupidly, I told her she should probably stop. I guess I felt embarrassed with her little brother sleeping beside us. Stupid me!

Another time she got topless and let me suck her very plentiful tits as she lie on her back. She took my cock out again. I straddled her and slipped it between her full breasts and began titty fucking her. I wanted so badly to cum on her, but was a gentleman and thought she would get turned off. Stupid me”

Many times, when a parent was home, I’d drive her to a city park where we made out. She loved sucking my cock there. She’d never had a boy cum in her mouth yet, so I had her stop the first few times before I came. Then finally I talked her into letting me cum in her mouth. It was amazing, but she didn’t expect the texture, flavor, or volume, and ended up spitting it out the window, nearly puking, before I was finished. I felt bad, and never did get to ever cum in her mouth again.

[downforce]

My favorite time, and one that I still masturbate to over 20 years later, was the first time I got topped.

This was back when Yahoo Messenger was a hot spot for hookups, I met a guy in a local male/male chat room that was offering a full body massage. Up to this point I hadnt been fucked by a real cock, so I was eager for the experience. I went to his house, got undressed, and laid on his bed.

The massage started normal, he kept swiping higher and higher turning me on like crazy. I spread my legs wider as an obvious sign I wanted more, and his hands came up to my ass and started working down my crack. When his finger would swipe over my hole I would audibly moan and push my hips up trying to get his finger in. When that finger finally pushed in a bit I moaned loudly.

He turned me over and kept massaging, I was so hard I was dripping precum all over my stomach. He asked if I wanted more then started to jerk me off. He laid down and started sucking me and fingering my ass, then grabbed a decent sized dildo and started fucking my ass with it while sucking me. I almost came, but he stopped and made me get on all fours. By this time he had me so turned on I was begging for him to fuck my ass, when he slid in I went nuts and let him fill my ass with his cum.

I didnt know about cum oozing back out if you didnt wash it out, so that whole next day when I was at work I would be talking to someone then suddenly I would feel some cum seep out of my ass...it made for a very interesting day at work

[allycatzstrike1190]

Several. My first orgasm while humping my boyfriend, my first time masturbating, the night I lost my virginity, my first time with a woman, the first time I had sex with my current boyfriend, the first time my boyfriend and I swapped with another couple, the first time my boyfriend shared me with his friend, the first time I hooked up with my coworker and he made me cum so hard I was still buzzing 7 hours later, the last time I got to reconnect with my ex and we spent two intense hours fucking on my friend's couch