Not too long ago me and my friend had who is also a female were talking about the more adventurous lifestyles out there when it comes to sex and stuff and she knew about me and my experiences so she eventually brings up how her boyfriends birthday is around the corner and wanted to do something special , she tells me her boyfriend constantly checks me out and she wanted to do this surprise sex kind of thing that has been on her mind , now me and her have a similar body except I have bigger boobs so I figure this can work out , I agree and we start to go over the details and start to really plan it out .
The day comes , he comes home from works and freshens up, I’m in the house but hiding and she starts to get things going with him, she puts on this blindfold on him and tells him she wants to do something different , so she sits him on a chair, ties his hands behind his back so he is sitting there naked, as she she starts to glide her pussy against his cock, sitting on him but just not letting it penetrate , we take turns doing that , he has no idea . All he wants is to put inside already getting a little impatient but at the same time enjoying the tease .
So she unties him and guides him to the bed , still with the blindfold on he lays on his back, that’s where I get on top of him , she talks dirty to him as if she’s the one on top, I guide his hard cock and slowly slide it inside me , now to paint a picture I’m wearing this black laced lingerie , his hands grab my boobs and he says “omg babe your boobs feel so much bigger “ I start to straddle a little faster and faster , I pull my boobs out and press his face up against them , I can’t help but to start moaning , that’s when he starts to suck my boobs and then he suddenly takes the blindfold off, my friend tells him “surprise babe!” He looks at me and his first words are “oh fuck” with a slight moan . “I been wanting you for a while “ he says and then suddenly he starts to bust his load while inside of me , he came so much his sperm dripped out of my pussy making a huge mess, my friend then went on to make love to him as I showered.
We were both on birth control and she is still with him to this day and in a open relationship now.
Category: gonewildstories
[M]y girlfriend sends me a stripper[F]!
True story from when I, and my girlfriend, were about 28…
I finally heard a knock at the door… the anticipation has been killing me! My girlfriend had just told me what time to expect my present and to enjoy myself. I mean, I knew she was sending me a stripper but I’ve never had a private show like this at my place. With no one else present. I had visions running in my head all day of a lap dance like nothing you’d get at a club. I figured after it was over my girlfriend, Tonya, was going to get a visit next and she better be prepared to wake up tomorrow unable to walk without a limp. This was the craziest birthday present ever but that’s how Tonya rolled. We’d had A LOT of fun in the bedroom (and living room, kitchen, car, tent, hiking trail…). She was pretty wild and open and adventurous and, well, now I had a stripper standing outstand my door and an erection growing in my pants!
[MF][F] Roleplaying and sexting with a Redditor leads to fucking on camera for her
I’ve been into written roleplay for a while now, and wanted to share a story about a time that roleplaying a fantasy with a Redditor turned into reality. Everyone is in their mid 20’s in this story. This story includes Liv, who is featured in a few of my previous stories. Liv and I are both comfortable with our bodies and into nudism and exhibitionism irl, but she’s not very big on having her photos posted online. Liv and I also have an interesting relationship – we’re not exclusive, but we’re definitely in a relationship – closer to polyamorous than anything.
Anyways, like I said, I’ve always been into written roleplay. I’ve found a lot of partners through r/dirtypenpals, and one of my longest partners has been Mia, a girl from Germany. Mia and I started off with just written roleplay, but eventually started chatting normally with the occasional steamy sexting chat mixed in. This eventually led to sharing photos and video calls as well.
[MF] The time I [32M] lost my Creampie Virginity to a Hot Cougar [47F]
I wanted to share my first time with one of my best sexual partners – my past FWB Lisa, a hot corporate cougar.
I want to start off the story with the pickup, date, and then sex. But if you are anxious to read the goodie part about sex, you can skip to the part where is says “The Sex”.
**The Failed Pickup**
For a few months, I had to take the train to work. It was a long commute that lasted one hour. So I often had a book with me to read. I had to make a transfer to take the route to work.
One such Friday, I distinctively remember it was a December. I boarded the train. It was early in the morning, just before 8am. The train wasn’t packed, but there were no seats. I didn’t mind standing by the doors to read my book.
As I was reading my book, I noticed a pair of hot legs across me. My eyes naturally and immediately went there. A woman was wearing a skirt, and I could see part of her shiny white thighs.
7 years ago I banged my Chinese teacher in a classroom. She is now 40, and she spent the entire weekend sucking and riding me, her 25 year-old ex-student [MF] [Update]
This is the follow-up to [my previous post,](https://www.reddit.com/r/gonewildstories/comments/nmkvph/how_i_a_very_average_teenage_uni_student_ended_up/) so you should read it if you haven’t already. Thanks everybody for the positive reception to that post, a lot of you guys suggested in the comments that I should reach out to her again. Tbh, I hadn’t seriously been considering it, but a lot of you guys were in favour of it so I guess, fuck it why not, what’s the worst that can happen, right? So I reached out to her and safe to say, it went so much better than I thought it would.
Turns out we live fairly close by now, and after a bit of back-and-forth over text we agreed to meet up at a cafe near her place the next day, on Saturday. From pretty much the first second that we met, it was like nothing had changed in terms of the flirty dynamic between us. She was still slim, if not in even better shape now, and although she did look a little visibly older than I remembered, you still would never ever have guessed that she was 40 years old. When we were inside the cafe and I got to see her face up close, I could see her skin was still buttery smooth. She wore the same red lipstick she used to wear to our classes, and I was instantly reminded of her incredible blowjobs, which brought a rush of blood to my lower region.
Chapter 4 – The Fiancé – Homecoming [MF]
[Chapter 1 – The Fiancé – Making Up](https://www.reddit.com/r/gonewildstories/comments/ngnory/the_fiance_making_up/)
[Chapter 2 – The Fiancé – Making Do](https://www.reddit.com/r/gonewildstories/comments/nhds6n/the_fiance_making_do/)
[Chapter 3 – The Fiancé – The Gift](https://www.reddit.com/r/gonewildstories/comments/njkhe5/my_fiance_the_gift/)
Chapter 4
Ellie immediately fell on to the bed as I walked in, dragging her bags behind me. She was finally home for six weeks over the summer before returning to school. Seeing her lying on the bed, long dark hair flying everywhere, brown eyes sparkling, all I wanted to do was strip her down and bury my face between her firm thighs. I had picked her up from the airport, so we had already spent time making out in the car. I was horny and ready. Unfortunately, she had other plans. Propping herself up on one elbow, she looked at me and asked: “what are we doing for dinner?” I quickly replied “I’m having you for dinner” as I moved to the bed and knelt, leaning towards her.
My First Hand job (How I found out I was big) [MFF]
So before a few years ago I can honestly say that I was a little shy. And I wasnt the best with girls. Honestly the same can be said about now except I a little more outgoing but thats not the point.
It was a class trip to……honestly I cant even remember. And there i was in the back just minding my own business hoping that no one would notice me. When of course who notices me but the two weird goth/metal girls in my class.
Now these girls, lets call them Amber and Rachel, and I didn’t always have the best relationship. Pretty much ever since we meet it was nothing but mocking and teasing me for being the nerdy loner guy. Well of course this is just another chance for them to humiliate me So the plop right next me one on each side.
Its a couple of hours until our destination and I could only dread the ride there. Sure enough it was full of personal questions, and generally annoying behavior. About halfway through our journey things finally calm down and we have found at least some common ground. That’s when it started. A strange rubbing on my leg from Rachel that I didnt fully understand.
First time my[M] gf[F] flash my friend
o she have been experiencing with flashing random stranger but never people she know. Last week I invited one of my friends to take drinks and chill. He came over and we stating chatting and drinking.
I never told any of my friend about my gf flashing. But this time I did because of the beer a guess. I told him how she showed her tits to some strangers. He was like “damn that super hot, lucky guy”. That tuned me on, I knew he wanted to see them. My gf was upstairs preparing stuff for her work. I called her to come downstairs. She was wearing a t-shirt with no bra luckyly and a pair of short shirt.
She looked at us like what going on. I told her ,”take off were shirt off my friend want to see your tits”. I told her he was finding hot that she flash people. She looked hesitant, but finally did it. Took off her shirt and reveal her beautiful tits to my friend. We could definitely see that he was hard. I told him to you want to feel them. He said yes, my gf turned red but still let my friend played with her tits and nipples. She laughed and said I will let you and go back to your stuff while smiling. It was so hot. I hope it will go further like maybe a blowjob something like that.
[18][f] I’m fucking my best friends dad
After a night of drinking I went back to my friends house to stay. It was really late and when we got in she basically crashed out straight away. I wasn’t ready to call it a night and was feeling really horny so I FaceTimed a guy I know and we had a little mutual masturbation fun. When we finished I ended the call and went to use the bathroom and was now ready to call it a night.
On my way back to my friends room I bumped into her dad in the hallway and he said if I was up for it I could join him downstairs for some drinks and a smoke as he watched the UFC. We drank some more and got really high and at this point I was sitting beside him and his arm was around me as we laughed and flirted a little. That’s when he told me he overheard me talking to that guy on FaceTime and how hot he found it as he listened to me play with myself and talk dirty.
Our last 24 hours with petite Virginia Beach Reddit girl. Anal, DP and some rough stuff. [MFM]
It was our last 24 hours in Virginia Beach, and we were going to make the most of it. A lot happened but I’m going to stick to the basics. If you want to start from the beginning, earlier links are at the bottom.
She arranged for a suite at a hotel through a hookup she has. It had a bedroom and an amazing living room area with a sofa, chair and other places to fuck.
She got us checked in and we all went to the room. It was around 3PM Monday. After checking out the room, we stripped her in the living room and started going down on her sweet tasting pussy. That led to us using one of the chairs to position her in the perfect fucking position of her mouth and pussy. She was on her back with her head hanging over the edge. To start, I flipped a coin and got tails so I got to fuck her pussy and he got head. She was in full on slut mode enjoying two dicks. We switched positions and lasted a few minutes until my friend pulled out and came all over her stomach and tits. For my finish, she sat on the chair while I stood there watching her stroke and suck my dick. I may have helped by fucking her mouth a bit until I came and she swallowed.