gonewildstories Archives — Page 2997 of 5640 — NSFW story

[FM] Wife opens up about her slutty past

I am in a very happy relationship with my wife of several years. We live together and have pretty much planned our life together. For your own imagination she is very short (around 5 feet) with massive tits for her size. She is slim, but curvy, and has a shaved pussy with a small circle of hair around her butt hole.

We met after college and over the years we have discussed exes and past conquests, but she’s never confirmed to me how many people she’s slept with and has been really lax in terms of detail. On a few occasions while she’s drunk she’s hinted that she was a major slut at college, but once sober would refuse to go into it further.

I dropped it for a while, but one night recently she came back from a long put off reunion with her college friends and was a little tipsy. It turned out that her previous slutty ways had been a main topic of conversation and I told her how hot I found the idea of her being a slut for other men. She asked me hypothetically if she still had a video of her getting fucked by another guy, whether I would be annoyed or not. I remember my heart going into overdrive and thinking ‘Shit this might finally be happening.’ Thinking about it, it was slightly problematic that she had kept a video of her getting fucked by someone else all this time, but I wasn’t about to tell her that and ruin this opportunity. So I told her it would be the hottest thing ever. Read more »

[MF] Still don’t know for sure if I was molested by a handicapped woman..

Years ago in my bachelor period after my first relationship I decided to try internet-dating. Smart phones did not exist yet so there were no apps like Tinder or whatever people use these days. I applied to the two largest dating websites at that time in The Netherlands, Lexa and Relatieplanet. Not so much to look for a steady relationship but to hang out, do some things together etc. I made a nice, bit quirky profile, uploaded some of my better pictures and to my amazement (I am certainly no Brad Pitt) I now and then got a reply from some women. Mostly we would mail for a time and if that went well we would go on a date.

One day I got a message from a cute red-headed woman, let’s call her Anne, but strangely she only had pictures of her upper half. In my profile I said that I had been to Egypt and apparently she also had visited that country. The first week I think we mailed each day, Anne was fun to write with and we really opened up to each other. Until I got a serious sounding mail from her. “Uhmm, I have to say I really like you, but I must admit I have a secret.. Perhaps I should have said it at the beginning but it already scared away some men. You know, I am handicapped.. I am in a wheelchair because I have a deformity of my legs.” I was taken aback for a short moment, that is why Anne only had photos of her upper half, but almost immediately thought like, what does it matter? Read more »

The One Where I [M] Fucked A College [F]reshman

I started chatting with Alison last September (2019). She’s a cute, short, asian, 18yo (at the time) freshman at a local university. She started messaging me, and while I typically don’t go for 18 year olds (I’m 49, father of 4… all teens) I will flirt with anyone. That’s all it was during September, into October, the occasional flirty text here & there.

In late October that changed. This is that story.

She started texting me early one Saturday morning wanting to hook up. There was a tonal change in her messaging, I could tell she was serious about meeting. Alison said her roommate was out of town, leaving her the apartment. She was at a friend’s place but was heading home. She quickly shifted to a direct sexual conversation. Being so young, there were still a lot of things she hadn’t experienced. She’d only been with 4-5 guys at this point, and I would be the oldest. She said she wanted me to cum in her mouth and in her pussy, since she hadn’t had anyone do either before. I knew from previous conversations that no one had ever gone down on her. There were three things we could easily knock off her to-do list! Read more »

Interesting experience with [M]y [F]boss

One of the duties of my job is to film and edit various projects that we have going on at work. I am currently filming everyone at my job as an introduction video. I requested that my boss do the intro and outdo for it. After having to wait for her to touch up her makeup and hair, we got ready to film.

I have always had a good relationship with our boss. I say “our” because my wife and I work together, and she is over both of us. I have always thought she was attractive and I have even mentioned her name when my wife and I talk about having threesomes, but that is as far as it had ever gone. A few months back, boss and I were texting back and forth about something and there was a long pause in the text conversation. When she finally replied back, she apologized and said that her husband had asked who she was talking to this late. She responded that it was me. He looked at her and stated that maybe he should watch the two of us more closely, because something seemed to be up. I thought it was funny and told her this and she agreed. Boss then tells me that she told her husband to relax, that she, my wife, and I weren’t having any threesomes, at least not yet. This comment caught me unprepared and I went silent. She finally replied that maybe that was a bit TMI for me and apologized for it. I told her to please not apologize and that she just had no clue. The conversation then changed to something else. Read more »

Public Toilet Adventure [MF]

During one of my trips in Japan, I found myself having free time from work for an evening. By this time I had luckily found myself a “friends with benefit” sort of contact. He was an american who lived in the center of tokyo.

This “FWB” of mine actually has a long-distance girlfriend but is in an open relationship. He knows of my status being married and by this time we have met a couple of times already.

I messaged him if he was able to meet up for the evening that I was free. He replied that his girlfriend was visiting with her parents and he is showing them around tokyo for the week. But since we have not met up for some time, he told me that he will try to find a way to meet up. He told me that they will be around shibuya that evening and asked if it is possible for me to go there and if I don’t mind having a quickie in a public toilet. To be honest, I haven’t had any experience in any sexual acts outside the bedroom at that time. I wasn’t afraid of trying something new (though I was nervous) so I agreed. Read more »

Post-date Blowjob [FM]

We’d gone out to dinner. It wasn’t the first time for me to invite him back to my place, but for some reason it felt different. I guess we’d both had the perfect number of beers, and the perfect amount of flirty conversation. There was a sexual tension in the air that made us both walk just a little bit faster as we rounded the corner to my apartment. We’d done this before, but this time there was no gentle touching in the elevator. In fact, we stand in separate corners, looking at each other and smiling sheepishly in those slow 15 seconds to my floor.

In the entrance to my apartment, I feel a little more relaxed. Switching the corridor light on, I slip my shoes off quickly. He starts to fumble with his shoelaces as I dart into the apartment, quickly picking up some stray dishes and dropping them in the sink.
“Sorry it’s a little messy in here, I had a busy week at work so I – “
“Don’t worry about it! Uh, can I use your bathroom?”
He’s hopping on one foot now, trying to get his remaining shoe off.
“Sure, it’s just through there. Take your time, I need to tidy up.”
As the bathroom door clicks behind him, I gather clothes from the floor near my bed and hurriedly shove them into the laundry basket. I throw the pillows into place on the bed and hear the tap run as I billow the sheets out over the mattress. Then, his voice behind me,
“I did say don’t worry about it.” Read more »

[MF] Sneaking away from a family party to fuck my much older boyfriend

A few years ago, my bf who is 20+ years older than me and I went to a family party together. It was at a relative’s house within walking distance of my place. My bf and I were long distance at the time, and he had just arrived when my mom decided she wanted to go over to help set up.

So we go over there, hang out a little, and my mom tells us to go back. She could tell my bf was a bit tired and thought he could use a nap before the other guests arrive.

What she didn’t realize was that after being apart for more than month, we were pretty horny for each other. We snuck touches here and there where we could. One memory that makes me laugh, roll my eyes, and get a bit wet was when he tasted something, bragged about his sophisticated palate, then whispered right up against my ear, “that’s how I know your pussy tastes so good.” He pulled away with a very smug look on his face and laughed at my dumbfounded blushing face. Read more »

Doing [M]y friends g[F]

Doing my friends gf

Now this girl was a beat and I’ve always wanted to do her however I never could cause of her bf who I was cool with. She posted a picture of her in a sundress at a beach and she looked amazing.

She was darkskin and had a round pretty face. Her butt was small but had some great hips. But her best feature is her chest. 38DDD I could suffocate on them and suck on them for day’s.

After she posted the picture I slid up and asked if she was single (I’m clearly joking) however she replied with “for you, nope”. I was shocked but wasn’t gonna let this opportunity slide. I asked if she was free tomorrow for some fun and she said yes however only for about an hour. That’s all the time I needed.

The next day I went to her house and we immediately started making out and I was feeling her up and her tits felt even better than I thought they would. She was probably the best kisser I’ve ever kissed and loved using her tongue to lick my neck which felt amazing. I asked her to suck my dick and she got on her knees and pulled my sweatpants down and started stroking it. Read more »