Category: gonewildstories

[M]y [F]irst time being fucked with a wine bottle in my tight pussy

This is a story of an experience I had in college that I often go back to when I’m wanting to get off, mainly because it was a first and I love firsts when I comes to sex. So I thought I’d finally share with you all. ***names have been changed to protect the guys identity***

I met Derek during college, he was in my group for a project my senior year. We had known each other since sophomore year but only cordially. When I saw he was in my class at the beginning of the year, we sat by each other and within that first week of school we had fucked twice. Both times were apparent that he was just as much a freak as I was, and I liked that. (Side note: I consider myself a closet freak, you would never know by meeting me that I enjoy (now in my late 20s) getting fucked in the ass, being dominated, spanked until I cum, wearing my ben wa balls in public, or having my nipples pulled so hard that they could one day come off (hopefully not cuse I like my nipples).) Read more »

[M][F] Getting non-kinky women to do kinky stuff is so hott

My GF is about as vanilla as they come. However, getting her to agree to do a few more progressively kinky things over the last year or so has been a massive turn on; more than having a willing kinky GF, in my opinion.

1st thing she did was wear a very tight and short black dress with no panties underneath and 5″ high heels for my birthday dinner last year. She took me to dinner at a fancy restaurant and every guy’s head was turning, random guys were even yelling out car windows lol. Every time she uncrossed her legs I could see the little-waxed spot right above her pussy. Needless to say, we fucked like rabbits when we got home.

2nd She agreed to dress up in lingerie and let me take pictures of her. She even gradually strips down totally naked, just wearing high heels and stockings. I think it turns her on to know I masturbate to those pics whenever she isn’t around.

3rd She agreed to let me fuck her in the ass on special occasions like my birthday and Valentines day. Her butthole is so cute and tight it really takes some work to get my cock in there. It feels so good when I’m balls deep and cum deep inside of her. Read more »

[M]y two successes from RAOBJ

Well now that I think of it, one of the successful meetups was through dirtyr4r surprisingly enough, but anyway the point is I got a few awesome BJs through reddit.

Both were over a year ago so I can’t say it’s super useful on a regular basis, but both experiences were awesome enough that I continually check reddit to see if I can repeat my good luck. Both times were in the car during daylight hours which I have to admit that I love. The first woman I met up with was super easy going and fun to hang out with (there was some nervousness at first) and was in a LTR or married at the time but had hit a prolonged dry spell as I had. The timing worked out that we met the same day we had begun chatting and she gave me excellent head in her car and made me cum twice. We tried to reconnect but I lost her info over time and wish I still had stayed in touch. Read more »

Short Friendship Taboo from Him [MF]

So I was 14 years old, when I moved back to my hometown after 8 years of living abroad. It was quite a change and I didn’t have many friends but the summer I spent at home before starting school, I made some. One of them was this really cool and pretty girl and I kind of had a thing for her for a but then we became really good friends. And we stayed that way to this day. So as these things go we had our ups and downs and it was after a few months of not seeing each other we went to our favourite place to just talk and have a bottle of wine. And you’ve got to understand this girl was a real ‘bro’ at this point, we talked about everything. So there we were, laughing and complaining and we got a bit drunk. We were talking about stuff when we were younger, gossiping and laughing like crazy. Then all of a sudden we were making out a bit, it felt like it came out of nowhere. So there we are, sitting above a tunnel, beautiful night time view of the city, quite secluded, the only people in sight were way beneath us with a couple hundred stairs seperatung us from them. So as we’re making out, she just, completely naturally, starts rubbing my cock, and takes it out and starts giving me the best blowjob of my life. I have no idea to this day how to describe that perfect feeling, maybe it was the situation or the weed or whatever, but it was just perfect. So that went on forever until I came like never before and she just pulled down her jeans a little bit, sat in my cock and rode me until we both came (me for the second time) in about 3 minutes. Read more »

Fucking another Redditor [FM]

Here is the follow up to my mini story two days ago, sorry it took to long!

So he picked me up at around 9:15 and we drove to the hotel room. He was very friendly and sweet and I could tell we were going to have some fun. We got into the hotel room and immidetly as I walked in, I saw that this small couch had moved to be in front of this large mirror. I didn’t really think much of it at the time because that’s just how I thought the room was meant to be. Once we had gotten into the room I realized that I forgot my bag in his car. I was hoping he wouldn’t punish me for leaving it in his car. Once I told him, he just got a sly smile on his face and walked towards me. He grabbed my face and we started making out…with lots of tongue and passion. He would grab my ass and grope me while we were making out. He was an amazing kisser and I was aching for more when he pulled away. Read more »

Birthday Sex (Part 5 of 5) [MF]

[Click Here for Part 1](https://www.reddit.com/r/gonewildstories/comments/8kxvtl/birthday_sex_part_1_of_5_mf/?st=JHJZ6QF6&sh=a59996f6)

[Click Here for Part 2](https://www.reddit.com/r/gonewildstories/comments/8l5aag/birthday_sex_part_2_of_5_mf/?st=JHJZA75N&sh=287125b4)

As she stepped down, I began stacking pillows at the edge of the bed. “Put your hair in a high top knot ponytail.”

She got right to applying her hair tie as I watched her luscious bangs fall in front of her eyes before she whipped it back. She knew I loved how sexy she looked with this style. Her hair was actually the first physical feature of hers that caught my attention before we first met. She also knew the ponytail wasn’t just for show. It served a functional purpose for what we were about to experience.

“Bend over and relax on the pillows, but hold your arms behind your back.”

She’d been waiting for and anticipating this part of the evening, so she played along and responded with “Yes, sir.”

I took one of my ties and lightly bounded her hands together. She watched my face as I did this, surly noticing how I was trying to be cool and in control, but was really brimming with excitement.

I took her by the hair and pulled back gently. She went with it as I put my cock inside her. Read more »

[F]ucking [M]y tight little ass

I met with someone who has been wanting to fuck my ass for weeks now. We made previous arrangements but it didn’t pan out for a couple of times. And it was finally going to happen! Along with some throat fucking.

I got to the hotel and went straight to the room number that he texted me. I knocked. He opened the door with a towel wrapped around his bottom half because he just took a shower. I walked in, put my things down and he asked if I wanted to get started. He held my face and kissed me. At the same time, my hands reached down to the towel and rubbed his cock and balls. I got down on my knees and kissed his cock. I opened my mouth and led it in while I massaged his balls. It got to the back of my throat and I choked as he held my head against him. He said he was going to cum soon. I had him down my throat and my nose was against his body. He came down my throat but at the same time I gagged and threw up. I got up and ran to the sink and spat everything out because there was a lot of stomach acid mixed in with the cum. Read more »

[FM] A little public debauchery…

We make plans to go out for drinks just a few blocks from his place, at a convenient little dive bar where one of the bartenders makes us extremely strong drinks because she’s the best and she likes us. It’s a chill place with a lot of regulars who don’t ask too many questions.

We decide to walk over since it’s nice enough, getting our first drinks and afterward heading for the pool table. There’s a mini bar-like-counter near the table along with a few stools, so it’s a good place to hang out that also offers a degree of seclusion. He requested the particular top I’m wearing, a low-cut black shoulder cut out satin-y thing that I’ve paired with a cute purple and black skirt and heels. I didn’t bother with panties.

Bar nights like this are always just extended foreplay. We chat, usually suggestively, while I just *happen* to lean over directly across from him when he’s trying to line up a shot (I never said I play fair…) and we both touch and tease as the night progresses and we get tipsier. At one point I bend far over the table to make a shot and I’m rewarded with a dark whisper, his lips right next to my ear: “If I ever get that pool table and you bend over like that again… well, we’ll see if you can still make that shot with my cock buried in you.” Read more »

My first time with three [FFM]

Someone asked me what my first FFM experience was and I told them a shorter version of this story. Retelling it was fun so I thought I’d fill in some details and share it. This is from a few years ago, early in my sex life. The other girl is someone I was best friends with for a long time at that point. I posted once before (wasn’t exactly a sexy story) about how an older guy pressured us into kissing each other once. It was weird at first but we kept doing it and took it quite a bit further. We kind of helped each other through learning about sex and had a lot of fun and intense times together. Naturally, she was involved in a lot of my “firsts”. And her name is Alexis. Hope you enjoy.

The first time we did anything with a guy together, we were hanging out at her place with a guy friend of ours. I was there to stay the night on a Friday night and he was just there hanging out for the evening. He knew Alexis and I were pretty close and was asking us about it, like if we were lesbians or had a romantic thing going on. We told him we weren’t girlfriends exactly, just friends but sometimes had fun kissing and making out, sometimes more. Read more »

[F] Giving a stranger my socks, because I’m weird.

I have a pair of black and white thigh socks that I absolutely love wearing, I think they’re the perfect balance between innocent and yet a bit naughty. Also I’ve always had super sensitive legs and feet, so I can have a lot of fun when I have them on. But I want to confess somehtign about them that just drives me crazy – in a good way. There was one time when I was “pen pals” with an older man who really had a thing for me, especially my feet.

Well we talk every now and then becasue he makes me horny and when I get horny I get risky and submissive. One day he tells me to send the socks to him and me being always looking to do the most depraved thing think its a great idea. So I send them to him and soon enough I get pictures of his cock in them as he uses them to pleasure himself with and this just really turns me on. He sends me videos of him cumming on them and in them and just the fact that I used to wear them drives me crazy. Read more »