Finally Living Out My Fantasy: The Tiny Redhead [MF]

I’m a 29 year old mixed black/white guy and was a late bloomer. I didn’t start having sex until just a couple of years ago and to date I’ve only really had about 6 or 7 partners. However despite this I’ve been trying to play catch up so to speak and get more outside my comfort zone. Honestly I’m quite happy with how much I’ve learned and the cool things I’ve gotten to do so far including participating in a couple of threesomes.

Since I never really got to have sex while growing up during high school or college I’m always feeling bumbed out of what those experiences would of been like. Because of this I always had a fantasy of being with a super cute tiny 18 year old or someone who looks like one anyways and just as of this past weekend I finally was able to live that out so to speak. Read more »

I convinced her to cheat on her BF [MF]

I like younger women but I also **love** a good challenge. I started talking to her a few weeks ago She was very shy in the beginning but after a few days of texting, she tells me that she has a long time BF. They are very serious and live together. I assumed my chances were short. She is 24 years old, 5’5 long brown hair, doe eyes, and an amazing size 5 body. As we talk more, I realize that she is not happy with her BF. I am someone that she finds very attractive, but has never been with an older guy, but “Has daddy issues”. I am not overweight but not fit either. I am active, but I also am 37 and sit most of the day. I am the opposite of her BF who is 26, and works construction & hits the gym. Read more »

Squirting with Strangers watching [FM]

A few months ago I[F] was stretched and filled at a local adult novelty store while strangers watched.

I texted hi[M] jokingly with a naughty picture asking if I could leave work early that I could use the distraction. u/M_Cain replies to with “how about my cock as a distraction. Today.”

Already wet thinking about him fucking and filling me that week. My pussy throbbed harder as my excitement grew and I started to dripping out of my pussy lips and into my panties. I needed his thick cock stretching me again, it had been too long. I needed to touch, lick, suck and gag on his huge cock. I needed to have my mouth wrapped around him and my throat stretched from forcing his head down it. I needed to feel his hands grab my tits, ass, and hips again. Read more »

The Third and Final Part of That Ti[m]e We Got Drunk on Valentine’s Day and I [F]ucked My Lesbian Friend:

[Part One]([https://www.reddit.com/r/gonewildstories/comments/fej9ho/that_time_we_got_drunk_on_valentines_day_and_i/](https://www.reddit.com/r/gonewildstories/comments/fej9ho/that_time_we_got_drunk_on_valentines_day_and_i/)

[Part Two]([https://www.reddit.com/r/gonewildstories/comments/fffhe5/part_two_of_that_time_we_got_drunk_on_valentines/](https://www.reddit.com/r/gonewildstories/comments/fffhe5/part_two_of_that_time_we_got_drunk_on_valentines/)

Welcome to The Third and Final part of our story!

Anyhow, we proceeded back to the kitchen after disposing of the used condom and did some more damage to the Chinese food from earlier. We were both pretty ravenous and made a pretty hefty dent in the leftovers as we sat on the couch and talked about random stuff, work, mutual friends and what they were up to, recent events etc. It was all so very normal other than the fact that we were both naked and that I was keenly aware of the fact that Monica had a radish in her asshole. It was effecting her too and I could see her pussy was still soaked when she would move her legs, the glistening on the lips impossible to miss.

I was still pretty tipsy and my cock had never really gone limp since our last session as I was still incredibly turned on. Monica didn’t help matters by “accidentally” dripping some sweet and sour sauce on her breast and asking me to clean in off which I happily did with my tongue. I took the opportunity to suck and lick her pierced nipples as well which had her squirming but she pushed me back and said she wasn’t ready yet. I relented and played along as she chatted away pleasantly knowing exactly what effect she was having on me and enjoying it. Read more »

Keeping ourselves occupied on a business trip [MF]

I hear my phone buzz across the hotel room. Who could be texting me at this hour in another country? It was 11 PM and Jen has texted me “are you still up?” How did it get to this point?

Let’s rewind. Occasionally my job takes me out of town for projects. It can obviously get lonely in some random hotels in far off places. When I travel internationally, our company likes more than person to go on the trip. For this particular trip I was scheduled to go to a mid sized city in Mexico. My boss was going to go with me, but had to bail. Instead, he told me ask someone else in the office if they wanted to join me. I had become pretty close to this girl Jen, who was a few years older than me. Probably about 35 when at the time (I was 30). Jen is about 5’3” with dark hair and dark eyes. Her body was incredible! Skinny, toned legs with a tight round ass and decent tits. I would say a B cup, but very perky and round. Plus with her skinny figure they looked large. Read more »

[MF] Kathy the Whore

I didn’t have much experience before Carl.

I had a boyfriend for most of high school. Not the same boyfriend, but I always seemed to have a boyfriend. I knew I wasn’t the hottest girl, but I knew I was hot enough. My stomach wasn’t too fat, and my boobs and butt were just fat enough that I could get most guys attention, and really it didn’t take more than that if I didn’t wanna be alone.

But I seemed to attract a certain kinda boring guy. I think deep down they all wanted sex, and sometimes, I gave it to them, but for me it was really just “okay”. And those boring guys were too polite to push the issue. I sort of, feel like, if they had maybe I’d have been better off. But they didn’t.

So I wasn’t exactly a virgin heading into University, but I was pretty darn innocent regardless.

*

I met Carl during frosh week. He was nice-ish. He was actually pretty attractive, a lot more attractive than any of the guy’s I’d dated in high school. And he was muscular-“tight” – meaning he didn’t look big but one look at his biceps and my lord. I mean yummy. Read more »

I Tricked My Girlfriend Into Cheating Using a Fake Account [MF]

Please forgive me in advance. I am not much of a writer, but I have been sharing audio files of my girlfriend cheating on me and I have been getting a lot of questions about how it all started.

It started while we were in a long-distance relationship. Things were going great and we were extremely happy. We met here on Reddit, and we would spend hours talking here. One day I noticed a comment from some guy on one of her posts. It was nothing bad, not even flirtatious but she responded and they talked back and forth for a bit. It got me wondering and my head filled with stupid guy insecurity.

I got the smart idea to “test” her, so I set up a fake account and used it for almost two months to build up a decent history before anything. Around the same time I’d met up with a friend of mine from the military who was in town and I got a bunch of pics of him from his phone after borrowing it to transfer a movie he had. I had the idea to “borrow” his pics because of his looks. He’s a good looking guy build like a Grecian God and hung like a porn star. Read more »

When I was 18[F] and pregnant I let an older man fill me

To start, I’m not a slut or anything at all! I was told to post here. The guy who got me pregnant is now my husband (I’m 22 now) and the 41 year old was the 2nd guy I ever let have sex with me. The 41 yr old worked for my daddy since I was five or six years old. He always treated me really sweetly just like my daddy did. When I turned 17 he asked me out. I wasn’t attracted to him at all but he was so sweet and I felt safe with him. I knew he’d never see me naked or anything.

When I went to college I met my baby’s daddy. I was a virgin and felt funny about that being in college and everything. I was dating the 41 yr old and him. The 1st or second time I had sex with him I got pregnant. When I went to tell the 41 yr old that I had to stop seeing him because I was pregnant, he was SO sad. He asked if he could have sex with me and I felt so terrible I said yes. I didn’t like getting filled by him, but it made me so happy to see how excited he was after I made him so sad. It happened again when I was 4 months pregnant, then more and he offered to help me at home. I did tell my hubby a few months ago and he was really upset. So was I. I literally couldn’t stop crying. We’re doing much better now. I can talk more in DM’s but please be sweet and baby me. It’s scary to talk about and I respond best to being babied :)

[F] I lost my virginity to a fuccboi and loved every moment of it

I know virginity is just a concept and I didn’t really consider myself a virgin, but I was still very aware of the fact that I’d never had penetrative sex. In the past I think it was a mix of intense anxiety and also not knowing how to relax my pelvic muscles. However over the last few months I’ve been sexually frustrated, needed to get someone off my mind, and felt like I was ready to get fucked senseless now.

I went on a date with a fuccboi off of a dating app and even though I didn’t feel much connection over conversation, I felt helpless and needy whenever he had his arm around me and knew he would be attentive in bed. I happily went home with him and never told him that I’d never had penetrative sex. We fucked once (I was so relieved that it went in, and he kept commenting how tight I was, not knowing that it was a fresh untouched pussy) and then he went down on me and fucking stayed there until I came (first time orgasming with a partner also!) He was so amazed at how good my pussy tasted.
We ended up fucking so many times that night and I didn’t realize that I could be that loud in bed until he was pounding my pussy deep into his mattress and using his hand to either cover my mouth or shove my face into his pillow to shut me up. Read more »

SEX WITH A FATHER AND SON [FMM] [part 2]

After becoming Robert’s baby girl. He invited me over a weekday since both his wife and son would be out. To be honest I was scared of being caught by either of them. He had instructed me to wear no bra and panty and so I had done it that way.

I wore a purple sleeveless frock, which was barely gripping over my boobs. I had to adjust it several times before booking a cab…. I sat next to the cab driver and god knows how long he stared at my boobs before he started the engine. I knew my nipples were pointing out since the dress was of a thin material. I just smiled at him and we continued the trip…..at the end of the trip, he asked for my phone number but I said I already had a date.

Before getting out of the cab, I had to put the dildo Robert gave me at my party since he said he wanted to see me that way, the dildo hanging out of my pussy while I would be wet from it. I had kept it in the purse all along and thought of wearing it just seconds before I rang the doorbell because it was uncomfortable to sit wearing the dildo. Read more »