[MF] I fucked the waiter on a dinner date

It was a first date, hew nice enough but I wasn’t attracted to him enough that I was going go home with him, which was a bummer because I hadn’t gotten laid in a while and was really needing it.

But our waiter… damn. Tall, built, deep brown eyes… he had the whole “Mediterranean God” thing going in. By the time he brought our entrees we were doing some serious eyefucking, and so when he came to check on us I stood up and asked if he could show me to the ladies room. He obliged, but led me to the private (carpeted) office bathroom instead.

He opened the door for me, I pulled him in, and within seconds we were kissing and I fumbling at his belt. His nice, big dick spring free and he lifted me up and set my ass on the counter. I hiked up my dress and pulled off my panties. I saw him hesitate, dick and hand, and I blurted out “I’m on the pill. Just fuck me” and without a word he slid his dick into my already-wet pussy.

[MF] I (39M) and wife (42F) go poly and now I have an 18F girlfriend

After lots of discussion, like several years, about being poly the wife and I decided to open things up in January. Did all the standard things, dating apps, sites, etc and all I got were escorts.

Now I would never call myself attractive but some girls like the tall mountain man look. Ended up making a random connection on Omegle. Chatted for a while and things were good. I had asked her out but she wasn’t looking for anything.

About a week ago we go out for a drive and she grabs my hand and puts it right on her tit. Note this is the first time I’ve actually touched her in any way (she has major trust issues). She said no way her parents would approve of me and do no place to go we drive around looking for a place to park and nothing jumps out. Finally she’s like “just pull into my mom’s driveway and we’ll park where they can’t see”.

fun with [m]y coworker

A few years ago, I had a coworker shadow me because they were interested in what my job entailed. I agreed to let them, even though I didn’t know her. She showed up and to my surprise she was gorgeous! I instantly got a little nervous and excited. We went through my responsibilities and duties for a few hours and that was that. Never thought I’d see her again.

I got an email and follow request through IG from her a few hours later. The email thanked me and expressed her gratitude for taking time out of my day. I accepted her IG follow and then I received a DM. We started chatting, and after a few days she wanted us to meet up for a coffee, I agreed.

We met at a local coffee shop and chatted during the lunch hour. I found out she was married, didn’t bother me as we were just having coffee. She didn’t seem the most happy in her marriage, a bit of venting.

How I dominated two Roomate best friends my freshman year [FMM]

I (20F) am a sophomore at university. This took place last year during my freshman semester. I’ve always sort of know that I prefer to be dominant during sex. It came naturally and whenever I pulled it out on a guy they’d seem to enjoy it too. I guess I just draw submissive guys towards me.

Anyways, I’d been dominating my friend Davide (19M) for a while. He was an adorable Cuban international student I’d met during move in week at the dorm. He was a pretty cute guy, outgoing with an adorable accent and he loved books. But the best part was he was submissive as hell. I’d first found this out on the first night we ever did something. We’d been making out in my dorm room when he asked me to tie his hands to the headboard while we did it. I happily obliged, and for about an hour we made out while I grinded on top of him and kissed him. He must have been excited, because without even taking his clothes off he came just from kissing. He seemed pretty embarrassed but I thought it was pretty cute.

[MF] I fuck a milf many times. Four years later, her daughter has eyes on me.

Four years ago I matched with a milf on tinder. She was 44, tall, blonde/blue eyes, and lived a 5 minute walk away from me. We agreed on a physical relationship, and she said she’d come over. I sat on my balcony and seeing her walk up the hill to my house was already making me hard.
We chatted for 20 minutes, and then headed upstairs. She quickly grabbed my cock and started kissing me deeply. Soon, she was blowing me. Her suction was so wet and tight. She sat on my cock and rode me for a while, eventually telling me she wanted me to fuck her hard missionary. We stared each other down as I pumped away. I fucked her hard and asked her questions about her turn ons. She loves younger men, and even fucked a 22 year old, but he was too young, and I’m right in her sweet spot. She also recently was eaten out by a woman for the first time, at her first orgy. She begged for me to cum in her, and I exploded deep while we maintained eye contact.
We headed outside to smoke a joint. She told me a bit about her career and her kids. Then we started fondling each other and it all started over again.
This continued for a few months. Fucking her hard and creampie’ing her twice a night, every week or two.
Eventually it fizzled out, and she was extremely nice about not wanting casual sex any more.
Over the years, I’d go to her facebook page and masturbate to one of her photos. There was one photo with her kids which I never really looked at, but it gave me an idea of what they looked like.
Now, four years later, her eldest daughter goes to my gym, and we’ve made eye contact many many times. She looks just like her mom, she has her hair, height, eyes, and unlike her mom… huge tits. DD minimum.
I’m not sure what to do. I have a fantasy about approaching her, and hoping for a successful short-term physical relationship, and none the wiser except me. To creampie them both isn’t a fantasy I had before but this situation is making it hard to resist.

A test of obedience part 2: cum on my desk [MF]

If you want the context see part one the plug.

So, I get a text “I passed so what’s next” I was tempted to reply that I want my plug back please. But that comes back into play in part 3. After some thought I messaged back “I want you to put on a show and cum on my desk. Again in silence. And leave straight after” I got the unexpected response “ok” then nothing more.

By the time we get to Wednesday the week after our brief exchange I figure that’s the last I will hear from her. Partly I feel releaved but part of me keeps checking my phone and wanting to contact her. Something about her attitude and boldness was incredibly arousing. I do love a confident woman. And then my PA breaks my chain of thought. She walks in bring me a cup of green tea and says “that woman is in reception and she is wearing a leather dress” the look of disdain had me curious and aroused.

[F] I (F45) had a secret affair for 8 months. It revitalized my sex life with my husband [PART III: Rising Action]

I found time to write this part of the story last night when the family was sleeping. It’s a continuation from Part II (https://old.reddit.com/r/gonewildstories/comments/u3iww0/f_i_f45_had_a_secret_affair_for_8_months_it/) and Part I (https://old.reddit.com/r/gonewildstories/comments/u33z2w/f_i_f45_had_a_secret_affair_for_8_months_it/). I found Part III pretty thrilling to relive through words, though I also found it hard. Not emotionally hard, but hard to get over my shyness being frank about sex. Because this is the installment where there starts to be sex. It’s a bit of a hang up, not feeling at ease with sexual words. Don’t ever expect majorly graphic descriptions from me, but I am working on being more comfortable telling it how it was.

Anyway, where were we? Right. Keith has just asked me if I wanted to come in to warm up a bit. I tried not to look shaky or blush when I answered him. I said I wouldn’t say no to a cup of tea or something.

Wife’s friend [MF]

Ive [M30] been married to my wife [30F] close to 10 years. This happened 1 year ago.

My wife (I will call her Marie) has a friend (henceforth known as Liz) that she was close to in elementary school. They went their separate ways but reconnected a few years ago. Since then we’ve all become pretty cool, even gone a vacation together.

This was when I first had an idea Liz was dtf. She would do little sneaky things that had me questioning whether I saw what I was seeing. For example, after a swim session in our airbnb pool, when my wife went to the bathroom, she flat out dropped her towel and bent over in front of me in just her bikini…and my God, her ass…the kind you just want to slap and rest your face on. My wife is beautiful and sexy, and she was blessed with huge tits, but I’m an ass man. Needless to say, I’ve fantasized about having my way with her, especially since then.

I used his cock to make me cum and then left him frustrated! [FM]

Some years back I (female, hourglass figure, 20s) was having breakfast in a cafe with my then boyfriend, round the corner from his. We were just next to the train station and had decided to have a quick breakfast together before I had to catch the train to work. I don’t know what it was but suddenly I was feeling crazy horny and I knew I needed his cock right away. Something just came over me and I was like a wild woman. I just knew I had to have him in inside me.

I grabbed his hand and pulled him out the cafe and was literally running along the street with him, dragging him back towards his apartment.

He was like “what are you doing?! Your trains coming in 10 minutes”

“Exactly, so run!” I replied.

Back at his I ran straight to the bedroom pulled my pants down, dragging him towards me I released his cock and gave or a quick few strokes to get it hard before quickly guiding him inside me. I knew I didn’t have long so with my fingers on my clit I was rubbing myself firmly. I’d been so turned on already, after only a few of his thrusts combined with me playing with my clit, I was cumming. My pussy gripping and convulsing around him as my body shuddered to an orgasam.

28[F] single mum. Desperate to feel wanted so agreed to my exs list of demands.

Lately I have been feeling quite lonely and desperate to feel wanted after being single for nearly 2 years. One evening last weekend after I had finished a bottle of wine I was feeling especially horny so decided to text my ex.

To started with he was completely uninterested in my attempts flirting he was blunt about how he felt. I’m still not sure why but this made drunk me even more desperate to convince him to come over.

I sent over a few pictures of quickly increasing naughtiness but it was me telling him I’d do whatever he wanted that made him suddenly become quite interested.

At first he told me to send him a video of me naked, begging him to come over and fuck me. Doing this made me feel so degraded but I just wanted to please him at the point.

After getting the video he told me he still wasn’t sure actually so I he made me agree to do the following things

Made me edge myself before he came over

Had to completely wax/shave myself so I was completely smooth.