gonewildstories Archives — Page 2346 of 5640 — NSFW story

How I met my first sugar baby [MF]

The gatekeeper at an agency texted me one day to tell me that they have a new girl that I would like. They sent me the link to a private page and – holy shit – I loved what I saw! The face was blurred but the body was just smokin’! She had caramel complexion, big firm tits, narrow waist, bubble butt ass, thighs that look like she works out. I messaged back that I’m interested. He said I’m the first customer, she’s brand new, and to break her in easy. I chuckled at that. Told him to book me for two hours.

Went to the hotel room and knocked on the door. Door opens and I walk in. As the door closes, I see a hottie with a very curvy body that’s in her early 20s. She’s got long wavy black hair that’s got some body to it, full lips, nose that seems slightly large but not too big, big eyes with lashes, just an overall very pretty face with a big smile. She’s wearing a lingerie where tits are almost spilling out over the top. Wow! Read more »

How I [M25] wound up in a shower with my Friend [F28] and 7 other burlesque dancers in a shower [MFF]

This happened about about 3 years ago now when I was 22 and sometimes still have a hard time believing it happened. So s while ago I met my friend (not her real name) Anna at a burlesque show I went to at a venue near where I live. The show finished and she came out from back stage and told her that her performance was awesome and offered to buy her a drink. Still remember I got her a gin and tonic, and we became good friends. Read more »

Had sex with my friend’s girlfriend while he watched [MF]

This happened about a year ago in college. Everyone was at least 18.

I have an apartment with two friends, one of whoms girlfriend is there all the time. She practically lives with us. One night it was the three of us. We were watching Netflix until really late and I noticed as time went on my friend and his gf were getting kinda handsy. There was some kissing and lots of touching, which honestly made me pretty excited since I know them from high school and the girl I’ve always thought was physically perfect.

After a while, they sort of laugh when they realize I’m still there. I get the hint that I should leave them to it, but instead she says I don’t have to go. She looks to my friend for approval and then gives me a super sexy look while biting her lip. All of a sudden, she started rubbing my dick through my sweatpants and switching back to kissing my friend. Read more »

[MF] In her mouth and then her ass

I had never chatted with a girl as inexperienced as this one. She was almost 22 and had only had one serious boyfriend in the past. It had been almost a year since she had hooked up with anyone. She couldn’t even express how horny she was. She was dying to suck a dick and taste some cum. One of her favourite things to do. She had read some of my other stories and showed an interest in trying anal. She had some plugs and used them every once in a while. She told me how it felt really good but how she wanted to know what it was like to have her ass fucked.

Being a fan of anal this was so exciting for me. We exchanged tons of dirty messages with each other. We shared links to some of our favourite videos and things we wanted to try. This would go on for an excruciating 2 weeks before we finally scheduled a meet up. She was a bit anxious about doing anal the first time we meet. I told her not to worry. If it happens, it happens, and if not we have all the time in the world to try again. Read more »

I’m [M] straight but I met a stranger [M] to jerk off together

I’d like to start with some history that might explain why I eventually tried this out, but for those that just want to jump to the title story, it’s the section between the lines.

I’m in my 30s now, and I think my porn and masturbation experiences as a younger man were somewhat common at the time. I remember when my friend and I tried desperately to clearly see tits on the scrambled cable porn channels, or find someone who had HBO so we could watch Real Sex. Eventually we discovered (dial-up) internet porn, and I remember very late night chats on AIM or ICQ exchanging links. My friend eventually got broadband, and I remember staying over at his house frequently, and it would almost always turn into hours long porn surfing sessions. Of course we’d also talk about the women that we were interested in at the time. How hot they were, whether they might be interested in us, how far we’d gotten – normal stuff like that. Read more »

Sex in a Gondola [MF]

So…. this was just yesterday and well…. I don’t even know what happened….

So I’m currently on a vacation to Colorado on a ski trip with my girlfriend. We’re both 20 and really comfortable with sex. A couple days earlier, she brought up public sex and I told her that maybe we could try it.

We got our skis and went up on the gondola to the mountain. While we were in the gondola, it stopped working. There was a speaker in the gondola and a voice came on it saying that the generator had frozen up and that it would be a few hours before they could get it running again. “Well great! We’re gonna be stuck in here for a while,” I thought. Me and my GF just cuddled for a bit before I remembered what she had said. I looked at her and kissed her passionately. She must’ve had the same idea as me because she immediately kissed back and took off my jacket and shirt and helmet, as I did to her. Soon we were both naked, making out on the warm floor of the gondola. She went down on my dick with her beautiful lips as I rubbed her pussy and massaged her ass. I felt her getting wet, as I felt my cock throbbing and pulsating in her mouth. Read more »

Getting my ass fucked in a stranger’s hotel room [FM]

This is a continuation to my last story. ;)

Only two days had passed since [my first hookup with Joseph](https://www.reddit.com/r/gonewildstories/comments/m1h3gl/i_got_tied_up_in_a_strangers_hotel_room_fm/). His business trip in my city was coming to an end, so we made plans to have some more fun. He wanted to know what I had planned for us and whether I wanted to be tied up again. I told him he would just have to wait and find out what I had in store.

I showed up at his hotel room in the early evening. We asked each other about our days but didn’t dilly dally for too long before jumping onto the bed together. He lay down in his t-shirt and jeans and I climbed onto his lap. I straddled him, rocking my hips slowly. I was wearing a short floral dress and no panties. I looked into his eyes while grinding my bare pussy against him and could feel his cock become stiff beneath the dark blue denim. Read more »

[MF]stranger gave him his room number.

This guy tried to pick me up at a bar while with friends. I gave him my number as he was leaving. We started texting and he told me to come to his hotel, which was literally down the street. Never met him before, he was in town from California, no name, no age. 6’4”, real hairy and beefy. It was around 1130. I told him that I wanted to come over, suck his dick, all he has to do was lay there with a pillow over his head. He gave me his room number.

The door was cracked open and he was indeed laying there on the bed naked with a pillow over his head. I didn’t say a word. His cock was extremely hard and thick. I got between his legs, slowly kissing up his thighs, really taking him in, licking him the closer I got to his hard cock. I’ll never forget his smell, really earthy and musky. I got closer to his balls, and made little circles with my tongue. He tried to put his hand on my head/shoulder but I pushed him away. I cupped his balls and took one in my mouth, i sucked and pulled a bit. He let out this long sigh. Read more »