Category: gonewildstories

[FFM] – the day I figured out that cougars have more fun

So this story happened a while ago when I first started exploring my sexual exploits.

So I was in class to get a certification for my job. In this class was and older Filipino woman. She was in her late 50’s, but very fit and although she was older she was very “lively.” Let’s call her Lisa. To make a long story short we became friends in the class. As our friendship matured she we spoke about more personal topics to each other. During one of those conversations she told me she was jealous of her 20 year old daughter because she would always dating handsome younger men, and that she always wanted to see if she still “had it” and date a younger guy. At the time I was in about 24 years old. Sooo…I asked her out. I had always had an infatuation with older women, and to be honest I had NSA meet ups with older women but never a dating arrangement. This was a win for me too. Read more »

Homosex with my bro [MM]

Short one. When I was about 11-14, I was interested in homosexual sex. I didn’t find out I was bi-curious until later. There was no creampie or orgasm, not even penetration (expect oral). We tried some positions. Doggy, ground-pounding. This was years ago, so the details were fuzzy. I also rubbed my pen against the dog once. No jizz or anything, just a rub. I’m mostly heterosexual, with an attraction to femboys.

[MF] – Orgasms while drunk and raped – Dubious Consent, light bdsm

Tania was 23 when we met and dated for a brief time. She was a graduate student at a local college and looking at her, you’d have thought she was a freshman. Tiny and thin with small athletic body. She was pretty.

She was a good Christian girl. She had tried to save herself for marriage but found the sins of the flesh to hard to resist and the guilt afterwards hard to bear. During the act, she simply couldn’t cum. She felt so good and so guilty at feeling good that should couldn’t finished. She found herself having one nights stands because she couldn’t bear to see the same guy twice and face her sin or the guys she met couldn’t handle the solution.

You see, she had discovered the solution with an abusive ex. She didn’t have to feel guilty if she was being raped.

****

The date went as she had asked me. I had picked her up and she had been in a modest, but cute dress. Her hair was short in a pixie cut that matched her small frame well. We talked about books we liked. As we drove to the restaurant, I placed my hand above her knee and she removed it. Read more »

He was such a cute girl (Part 4) [MM]

[https://www.reddit.com/r/gonewildstories/comments/d3ucpd/he_was_such_a_cute_girl_part_1_mm/](https://www.reddit.com/r/gonewildstories/comments/d3ucpd/he_was_such_a_cute_girl_part_1_mm/)

[https://www.reddit.com/r/gonewildstories/comments/d3yjqu/he_was_such_a_cute_girl_part_2_mm/](https://www.reddit.com/r/gonewildstories/comments/d3yjqu/he_was_such_a_cute_girl_part_2_mm/)

[https://www.reddit.com/r/gonewildstories/comments/d4bvha/he_was_such_a_cute_girl_part_3_mm/](https://www.reddit.com/r/gonewildstories/comments/d4bvha/he_was_such_a_cute_girl_part_3_mm/)

I kissed Chrissy down her body, licking her toned belly and her girly hips. She really had the tightest, cutest teen body. Now I was facing the real challenge of the night. I made myself courage and took off Chrissy’s panties, I wasn’t sure what to expect I mean of course I was expecting a dick though I had never had any experience with anything else than pussy until then. As panties came off, I saw a tiny little dick as well as small soft balls – no trace of hair whatsoever, or of any erection by the way. That dick looked so feminine to me, I found it oddly cute if that makes any sense. Chrissy smiled anticipating my next move. Now I don’t have an oversize horse cock, but the contrast and the size difference made me look like a male porn star, I was feeling like Rocco Siffredi out there! I went on my instincts and started rubbing my shaft all over her girly dick, then pushed my tip against her smooth little balls. I leaned on Chrissy and kissed her as she wrapped her legs around me, and kept thrusting my cock on her soft balls. You could almost say I was fucking her balls if that’s even a thing. Read more »

I [F] got caught eating a girls pussy by her step dad [FF]

Two weeks ago I met a girl online and we immediately went into sexting ! She was a 19 year old named shanna … she had a really pretty face, big tits, slim waist, and a HUGE ass…The next day we met up, but she told me that she lives with her mom and step dad…so we would have to be quiet if I came over….

So it was around 2am when she snuck me into her basement that I could tell was a “man cave” ….

“Are you sure we’re ok down here??” I said with a sneaky smile .
“ yes baby” she grabbed my face and began to kiss me deep I grabbed her huge ass cheeks and began to spread them….
she laid back on the couch and brought her legs into a wide spread …. no panties… shaved and already wet …I had never in my life ever seen an ass so big and firm… holding her pussy up high in the air … I watched her pussy move and throb before I could even make it down there with my lips…. Read more »

[M]y third time fucking a married woman. While her husband slept in the next room.

When in my twenties all my friends were getting married and I wasn’t having any luck with love. I got cynical about relationships and stopped respecting them. I fucked a college friend’s wife–more than once (https://www.reddit.com/r/gonewildstories/comments/bfdcac/m_fucked_my_married_college_friend_while_her). I fucked a woman I met online who was engaged and looking to get in one last fling (https://www.reddit.com/r/SluttyConfessions/comments/bcdkm8/i_fucked_his_fiancé_then_i_kept_doing_it/.

Desi was the third woman in a relationship that I fucked. I met her on the kind of crappy free hookup site that existed in a world before tinder. She was kind of a train wreck. She was younger than me, had been a stripper at one point, had a kid with one guy, and was married to another guy. They were getting divorced, but both of them were so broke that they couldn’t get their own place, so they still lived together in different rooms of the same apartment. He had the bedroom. She slept in the living room.

But she was attractive. And really funny in an irreverent way that I appreciated. And we clicked talking about indie and classic rock bands. And I was still relatively new to the area and lonely. All of that is rationalizing, I know. But I’m ok with that. Read more »

My Uber driver came back for more. [MF]

The Uber driver from [this](https://www.reddit.com/r/stupidslutsclub/comments/cphvtq/i_sucked_my_uber_drivers_cock_and_then_let_him/) post paid me a visit few nights ago.

I was asleep in bed when I heard my doorbell in ring. It was 1 in the morning. I was a bit scared. I went to the door and looked through the peep hole. It was the uber driver who had fucked me and drove me home naked. I knew was he was there, but felt a little apprehensive about letting him in. I asked what he wanted. He told me not to make him wait and open the door. He said this in the forceful manner that makes my pussy wet. I opened the door and he walked in. I only had a flimsy robe on, he took it off without saying a word. He just stood there for a few seconds, checking out my tits with a sly grin on his face. He then unzipped his pants. I knew what he wanted. I got down on my knees and started sucking like I was thirsty for cum. I guess I was. Read more »

[f] Uncle’s Wedding – Mr Blue Suit

Hey, I’ve been trying to get this story typed up but never really found the time. I just wanted to get it down and see how it goes.

So, about 3 weeks ago we attended my uncle’s wedding. Was a fairly busy service; full church, plenty from our family and his wife’s. [We arrived at the church](https://imgur.com/n5PwIp7), and as usually we all stood around chatting to various members and family-friends. There was 1 guy that caught my eye straight away. Blue suit, very tall, well-built. I had no idea who he was and I just assume he was a random guest, never thought much of it, but he was the hottest guy there.

Fast-forwarded a bit, we had left to church and had driven out to a fancy hotel for the meal/ afterparty. I was sitting with my folks and noticed the Blue-Suit-Guy walk in. I think that was the moment I thought i would atleast have a snog with him, and see how it goes. I watched him walk across the room and sit at the head table, that was when I released he was actually the bf of my uncle’s wife’s daughter. Read more »

Fucking my neighbour [MF]

Hi all..its been a while since i posted a story. This even actually happened last Saturday night. Hope you enjoy it.

So i live in a town house by myself and one of my neighbours is this cute fijian chick name Elsie. She lives with her BF and her best friend. Elsie has a sweet face, always smiling and have a positive attitude. She has a hot ass and a medium size tits. Her BF is also fijian, very fit and they both go to gym on a regular basis.

Anyways it was Saturday night and i didnt have any plans to go out with my friends..so i decided to play some poker at the local pub. It was a good game..made it to the final table but didnt win any money. It was about 11.30pm and i decided to go home. As i parked my car outside my place i saw Elsie getting out of an uber car and she was looking fucking hot. She was wearing black jeans which shows off her nice ass ans white low cut top. I just stood there and just stared at her walking towards her house. I said Hi and asked her on how was her night. She went out with some girlfriends for dinner and drinks and all her friends wanted to go clubbing which she hates cause too many sleazy guys. We talked outside for about 15mins about her work and also her online business that she’s building up with amazon. I was also doing the same thing. Read more »

A labor day story about [M]y ex-[F]iance and I [MF]

This is another one of my favorite sex memories about my ex. At this point, we were together for 5 years and we were throwing a party for labor day with friends. My ex was short, 5′ on the nose, but had large D sized breasts, and a decent ass with great hips.

We went out dress shopping for the party where she found this dress that fit her perfectly. It was a deep red color, that hugged everything just right. My friends were eye fucking her the entire night, absolutely praying for a nip slip. All I could think of during the party was how badly I wanted to fuck her in that dress.

A few hours later, and everyone had left. The party was full of laughs and fun that everyone needed. Drunk, my fiance had laid down on a long chair (think generic therapist chair) we had when I started to kiss her. She knew what I wanted but said no, she wasn’t feeling it. Disappointed, I sat down at the end of the chair and watched TV. Read more »