Category: gonewildstories

Wearing a bikini and taking a younger guy’s anal virginity [FM]

Last summer, I went out to a bar with some friends, and wound up going home with a younger guy. I was 29 at the time, and dancing with my friends when he came up and started dancing with me. One thing led to another, and pretty soon we were all over each other. He suggested we get out of there, and I asked him where he lived. He was close by, but when he mentioned his roommate being home I stopped him and said we’re going to my place. We had sex a few times, and I learned his name is Justin, he was 24 and had recently moved to this city after finishing grad school. I got his number, and we started hooking up on most weekends.

A few weeks later, Justin texted me to ask if I wanted to come over to his place, since his roommate was out of town. He suggested going to the pool at his apartment complex, since it had been super hot lately. I wore this cute white bikini and a mesh coverup. I’m about 5’3″ and a little curvy, with light brown hair and C-cup boobs. I had been running a lot lately, so I think I looked pretty good. I get to his place and he meets me outside with a pack of beer. We walk over to the pool and get in. It was pretty crowded, so we just hung out in one corner and drank his beers. Read more »

[FF] Me and our mutual friend gave my girlfriend a naked massage (and other update)

So N came over to spend the night day before last and it was super fun! I’ll end up putting that after the naked massage because nothing too big happened then.

Last night all three of us were exhausted by the end of the day because we had stayed up so late the night before. N and I were in the bedroom when my girlfriend, A, came in and got in the bed after saying she was so tired. Me and N continued to talk when my girlfriend just pulled off her shirt, her pretty pierced tits being put on display for the both of us. We both kind of faltered and I couldn’t help but stare because immediately I got turned on. I made some slight comment and my girlfriend just said that she was going to sleep (we both sleep naked). Then she laid on the bed on her stomach when I just got the idea and said, “Hey honey, do you want us to give you a massage?”

She very appreciatively said yes. Read more »

[MF] I showed my wife my gonewildstories post about her. She made herself cum to it, and then she sucked me off.

The post in question is [here](https://reddit.com/r/gonewildstories/comments/10o9a5w/fmf_my_wife_seduced_a_stripper_and_brought_her/).

She knew I’d written it but hadn’t yet read it. This morning before we got out of bed I open the post on my phone and hand it to her. She lays her head against my thigh and starts reading it quietly and intently. After a few moments she slips her fingers beneath her thong and starts playing with herself, fingers moving in a slow tight circle, eyes never leaving the screen. I stroke her hair. As she nears the end, her breathing gets heavier and she’s stroking herself faster and faster. Then her eyes roll back, her thighs squeeze together around her hand, and she lets out a little moan. She’s adorable when she cums.

After that, she open my camera app, starts it recording video, and hands it to me. Then she adjusts her head so she’s facing my cock, pulls her arm back behind her, opens her mouth, and slides forward, taking my shaft in. With one hand I’m holding the phone, I put the other behind her head and start gently facefucking her. (I am brutal to her at night but gentle in the morning.) She is drooling like crazy and my cock is getting soaked with saliva. It feels amazing and I don’t last long, pumping my cum down her throat. She keeps holding my cock in her mouth until I’m done, and then licks my shaft up and down until it’s clean. Read more »

How I [F]20 lost my virginity a month ago <3

Hey Reddit (: I’ve been trying to post this for a while, I hope it works now lol

Why was I a virgin? Years and years of depression (… and more) and a whole lot of insecurities. The last time I had had a libido was when I was 14 but I started Lexapro last November and it’s definitely no coincidence this has been the best year of my life ☺️. And this event just added to it… <3 + I didn’t wanna push it either? Like, I wanted to have it with the right person. Which… Might sound a bit weird in this context cause this guy I’m talking about I only met for the first time that very day HAHAH. The thing is… He looks like a more handsome version of my crush from school, even my sister said so without me asking or anything. He was genuinely the only reason I went to school back then so I was quite surprised to say the least HAHAH. We were meeting up pretty spontaneously and met on Hinge just a day before (I hate texting for too long or anything like that). But I digged his vibe and I did irl, too. Hehe. Read more »

Wife sharing her sexual past with a college guy [MF]

So this has been a build up for a while. My wife and I both met when we were 41. Second marriage for the both of us. We have been married for three years now, together for five. Up until only a few months ago, I never really cared about her past escapades. Mostly because she is a little reserved sexually. My wife is definitely the person that likes to keep the bedroom in the bedroom. 

Back in September, after a party at our house and some drinking. My wife and I found ourselves talking about our sexual pasts. And to be honest, nothing with hers really stood out. No crazy numbers she has been with etc. Other than that, I just threw out, have you ever been in a threesome or multiple people at once? She got silent and said well not really. I started to press her as that wasn’t the answer I was expecting! At the time all that I got was, it was during her divorced years. She shut down at the time and I stopped asking.  Read more »

Let’s Fuck Before the Wings Get Here! [MF]

The best part about friends with benefits is that you can skip the romantic part and go straight to the fucking part.

Last night, I invited my friend Katrina, or Kat for short, over to watch the football games. She’s this mixed girl with tan skin and green eyes. She had bleached the tips of her long curly hair and always looked amazing in sports clothes.

I made us some drinks and we sat on the couch to watch. We caught up and shared a few laughs in between.

Before the first of two games was over, we were both getting hungry. What better food to watch football with than wings? We debated over what flavor was best. There was a lot of playful shoving. Anything to get our hands on each other.

As soon as we put our delivery order in, we quickly realized that the wings were going to be very sticky because of the sauce. We both knew that we were going to fuck at some point that night. She probably didn’t want me eating that pussy after I’ve had buffalo sauce.

“Quick, let’s fuck before the wings get here!” Read more »

Disney wife swap [group]

This was a few years ago, the wife and I went to Disney with another couple. Disney is a lot of fun with no kids to entertain.

After a full day of drinking and a really nice dinner we decided to hit the pool. It was slow to 10 at night so it was empty. We had a few more beers while we were hanging out. Both wives were wearing skimpy suits, and I caught myself staring at his wife and wondering what her small breasts would feel like.

My wife was a beautiful women with pretty good sized breasts, his wife was smaller with an athletic build.

At the end of the night both wives were sitting on laps and all of us were ready for some quality time. We headed back to the room, ( we were sharing a room) I made the joke about this reminding me of being in college.

It didn’t take long and we were both having having sex. I looked over and was watching his wife riding him. He was quick and I heard him say he was cumming. Read more »

[MF] Giving my former FWB a place to crash for a week was a fantastic decision

Skip ahead if you aren’t concerned with the backstory.

I was in my 3rd year of college and It was summer break. I had been working in town and generally having a pretty quiet break as my one roommate was gone till fall. I had a group I hung out with but it was generally just the occasional party on the weekend and hiking. It was about a month in that I got a urgent text from Julie though.

Julie and I had met the previous year and hooked up a few times before going through a unexplained period of low-contact and then only hanging out as friends. I don’t know what happened during that time but we were casual and that was her business, plus we got along as friends too. I’ll take a second now to describe Julie and myself. Julie was a young sophomore with a fiery spirit that showed itself in the bedroom. She was average height, ginger, worked out 3 times a week, perfect handful C cups that she loved to have played with, and a beautiful huge ass. Myself I am average height as well, at the time in very good shape running every day, blonde short hair, and a roughly 6.5in cock that I have been told many times is very wide. Read more »

The neighbours son paid me to take his virginity [FM]

I usually stay at my college dorm but a couple of weeks ago, I already had a flight planned so I thought I should stay a couple of days at my parents place before travelling. Our neighbours are very very religious and conservative, they have strict rules and their son (18M) (I’ll call him J) isn’t allowed to go to parties or even talk to girls.

Ever since I came back, he would always try to sneak out to talk to me and once his dad caught us and as usual I was wearing something very revealing, ofc his dad wasn’t a fan of that and J later told me that he was told off when he got home. Anyways, before my flight by exactly two days, he texted me that he wants to do something before I leave (for context, I let him touch my boobs once and he paid me for it) now he said he wants me to be his first and basically guide him into the world of “sex” lol , he offered to pay me a certain amount – I personally didn’t care for how much it was , the exchange in itself is so hot Read more »

39 [MM] Sissy crossdresser tried on different outfits for Daddy and then got very horny and slutty

Yesterday was a really fun day. Me and my Daddy have been trying to arrange a day for us to play and it all worked out. After exercise, shower, and shaving my body, I worked on my makeup including some purple eye shadow and hot red lipstick, along with my shoulder length pink wig. I wore my favorite black bra with white dots along with skimpy black panties (see my recent pics for an ass shot). Topped it all off with a black A-line dress with a top that has a sheer part around the collar, along with some tall black boots, a choker, and my purse. Definitely had that goth girl at the club look which I like. I had also packed a suitcase with a few dresses, since Daddy requested to see me in other outfits too and wasn’t sure what he wanted to see. Finally, I left the house and drove about 30 minutes to see him in the middle of the day…I’m getting more used to that :) Read more »