A Dare Gone Wild [MMF]

My name is Sam, and this story is about one night where i was hanging out with my friend Chris and his girlfriend Lauren.

At the time, I was 23, 25 now, and my friend Chris was also 23 and his girlfriend Lauren, was 22. I’m 6ft tall, athletic, fairly fit, brown hair, scruffy facial hair, etc. My friend Chris is a little shorter than me, also fairly athletic, brown hair, etc. His girlfriend Lauren, was probably about 5’5″, blonde hair, nice looking body, a couple tattoos, nose piercing, and nice looking titties. I’d say probably like a 32c r so.

One night, the three of us were just hanging out at Chris’s place. We were just having some drinks and chilling. As the night went on, we were all feeling pretty good and decided to play some truth or dare. We did a few fairly lame truths. Just general ones like, “have you ever done this… have you done that?” blah blah blah. Then we started to do a few dares, but nothing too crazy. But then.. we got to a point where I was up and Lauren was the one asking. She looked at me and definitely gave me a dare.

College: [F]ingered with Dad in the roo[M]

[Repost from my previous account. I’m going to put up a few of my previous posts to fill in my history–leading into new posts about other experiences I’ve had.

A lot of my posts are going to be about me and older women–I just find those sessions sexier or easier to describe for whatever reason. Being with someone unexpected, I guess. With girls my age I guess it’s more your typical meet through friends or catch each other’s eye on a night or. And I of course have relationships with girls my age. The below is about the my most serious girlfriend and a memorable time with her.]

To just start with a little background, I was a tall, gawky kid growing up, with glasses and an overbite. Then I wrestled throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged and alternate between overconfidence and no confidence.

[MF] The time Joseph (26) made my (20) legs go out while we fucked in a friend’s bathroom… kind of long, some pics of me included.

Joseph and I were together from the fall of 2015 to fall of 2016. This story took place a few months shy of a year ago, at the home of our friend Julie.

Joseph and I lived together in the middle of nowhere, an absolutely tiny house in the woods, at the foothills of Appalachia in Virginia with our two dogs. Visiting any friends was always upwards of an hour’s drive, so when we went out it was generally for the night.

Julie has been one of my best friends for about 7 years, she just finished college and is often out travelling the world doing residencies for her art; so, when she is back home, she just stays with her parents in a super cozy cabin near my hometown. Joseph was an introverted guy and often found himself choking around my super loud, bubbly friends, but he always really warmed up around Julie so I really enjoyed when the three of us would hang out and he could feel comfortable.

Late 40’s [F] and the college boy [M]: A first for both of us Pt. 2

[Repost from my previous account. I’m going to put up a few of my previous posts to fill in my history–leading into new posts about other experiences I’ve had, too.]

As a refresher, I was a tall, gawky kid growing up, with glasses and an overbite. Then I wrestled throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged and alternate between overconfidence and no confidence.

Again, Kim was in her late 40’s, curvy but not fat, maybe 5″4″ with a cute, youthful face (smooth skin, no wrinkles) and gray and white hair, cut kind of in a fashionable bob haircut. I should define fashionable bob, because it’s basically the hair style that it seems women over 35 have–where it’s kind of longer in the front framing her face and then gets shorter toward the back (I find it the perfect mix of cute/professional/sexy). Medium skin color, kind of reddish like she had a tan that was fading but still had the freckles. She had wide hips and a large, very nice ass that still had some perk to it (though larger than what I was used to), and–by my estimate–double d breasts with fairly large areolas and eraser-like nipples.

[M/F] Just a part of my journal entry.

This is a literal entry from my journal. I never finished writing it. Here is what I have:

It was your birthday. We had been peripheral friends, I saw you at events, causal small talk, formalities, one time we sat in a sauna with a couple of other people. Even without my glasses I could make our your eyes trailing up my skin. I wanted to be your friend, I liked that you were weird and sad and had a particular taste in music. Tall, skinny white boy—I was intrigued. You sent out an email to multiple people, letting us know that you were planning on going to a bar for a birthday drink and wanted us to come. I felt a twitch of excitement.

I wore black tights, black boots, black sweater, a necklace that looked a little bit too much like a leash. The small group met up and I could feel your eyes on me, lingering on the necklace. I prayed for a knot of lust to tie itself in your stomach. Interesting. We walked together over to the bar, I was giddy and ran around, and you followed and made jokes all the way to the bar. The bar was wood paneled and most of the tables were occupied with bearded men and hapless brunettes. After work drinks maybe. We sidled up to the bar crowded with men and you reached for your wallet. I put my hand on your hand, this was the first time I ever touched your skin.

My Asian Girlfriend Fucked by a Retard and his Dad [nc][huml][cuck]

[*** Fictional story that’s been on my mind of late ***]

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My girlfriend Haylee and I have been dating for just around two years now. She’s 22 years old, from china and as cute as can be. I’m 24, half asian, half white and absolutely in love her. Haylee is my baby. She’s very small in stature (around 5’ 0”) and just plain innocent looking, with perfectly smooth, light skin. She also has a surprisingly round little butt, especially for a Chinese girl. We’re both pretty shy by nature and don’t really go out of our way to meet new people on the regular. To be honest I like it this way, because I’m always afraid that Haylee will one day meet someone better then me. Someone bigger, louder, and more outgoing.

Becoming a bit of a whore – [Group] [First-time] [Virgin] [Anal]

A lot of people have been asking me to repost this story, so here goes. It’s about how I lost my virginity, both vaginal and anal, in College.

Before college, no boys ever noticed me. I was too busy to have a boyfriend. Always studying. Going to after school activities. Anything to get into a good college. The boys only wanted the pretty girls. The cheerleaders. When I got to college everything changed. In one class, my engineering class, I was one of only 5 girls. Soon 3 dropped out. Suddenly I was the center of attention. Everyone wanted me to join their study groups. These 3 cute guys always sat next to me. From the beginning. I also had Math and Physics with them. So we always sat together. Two of them were roommates. The third was next door. My room was one floor up. We hung out a lot together.

[M]y Girl{F}riend and Her Social Studies [M]Teacher

This is a story about a time we went to a very upscale swinger’s house party and ran into her former high school social studies teacher.

I’m very hesitant to share any true stories on here because a lot of it could easily be traced back or expose someone else. I’m changing the names obviously but the rest of the information is generic enough to be left untouched. Also, there are just too many rude people and I just don’t need or want the aggro. It’s nice when a sexy lady sends you a message and says thanks for sharing yourself…then there’s always the little boys calling you a liar.

I’m 45 now, but back then I’m a young 20 yr old scrub. My girlfriend, Karen, is 19. We have been dabbling in various things – spankings, handcuffs, 3some with her girlfriend, discrete exhibitionism. Finally, we decide we want to try swinging and getting kinkier in general. Now, this is long before Reddit and social media, etc. Most of you are so damn spoiled it sickens me. You have the world readily available at the swipe of a touchscreen. You have information about sex, swinging, BDSM, FUTA, Hentai, etc. You literally have access to more information about those things than 1000 Libraries of Congress put together. My point is; you had to work hard, make connections, build networks, etc. It wasn’t easy.

Fucked My Freshman Year R.A. Part II [MF]

“We’re gonna fuck again tomorrow night.” That was the final line of part one of this story. And friends, I do not lie. For Kate and I, “tomorrow night” came just a few hours ago. I needed to tell you all about it, so here I am, back for more.

Two days after our first fuck, Kate texted me (no more DMs. DIGITS) flat out asking for “more of that cock.” Unfortunately, I couldn’t do it that night, so we had to postpone it until tonight. At about 3:00 pm, I was packing a suitcase, as I am leaving tomorrow for spring break! I texted Kate asking what time she would be coming over, but she never answered. I figured she would answer when she was ready, so I chilled out in my room for a while. Around 6:00, I got hungry. As I was walking out of my building, I saw Kate walking across the parking lot. I ran over to her and asked when she was coming over. “Shit! I was gonna surprise you” she said. “Oh well. Want me to come over now?” I was more than okay with that, and so we walked back into my building. I was still hungry, but I didn’t care at all.

[MF] Department Store Dressing Room Fucking

One more story (for now) involving my cougar girlfriend “Jessica”. For those of you who don’t know, she’s 47 and I’m 21. She is a total hottie who has a 27 year old body complete with 10/10 ass and legs. Her tits are normal sized but nice. She’s Latina with perfect skin and a beautiful face especially when she smiles. About a month after we started dating, she wanted me to go shopping with her. I said to myself, “Shit. This is going to be a waste of a perfectly good Saturday.” But I was still trying to impress her so off to the fucking mall we went.

So we got there and went into one of the higher end stores. The sales lady was this old no nonsense bitch who reminded me of my third grade teacher. Jessica picked out some outfits, mini skirts, jeans, stuff like that and took them into the dressing room with her. I sat in one of those chairs they have for the guys to sit in while their SO tries on clothes for hours on end.