Category: gonewildstories

[MF] My (48M) girlfriend (20F) surprised me with her dinner outfit

I’ve recently begun [publicly dating my sugarbaby](https://reddit.com/r/sugarlifestyleforum/comments/vb0xp0/beginning_to_publicly_date_my_sb/) and I’ve been having fun taking her out to dinner at high-end establishments. I made us a dinner reservation at an exclusive restaurant (months-long waiting list, unless you know the owner :) for last night. When I told her she was super-excited about it, told me she’s never been “somewhere so fancy”, and said she needed to find an appropriate outfit. I gave her my credit card (yes, I trust her that much) told her to get whatever she needed.

The following day, she returns the card and tells me, “I can’t wait to surprise you.”

Last night we arrive separately at the restaurant—I’m there first and I sat down at our table. A few minutes later she enters in her outfit—a white cropped “sweater” (neck and sleeves only) over a white bustier-style top, a sheer plaid skirt, black leather platform booties and a white leather purse. It’s simultaneously classy, kinky and shows off her wonderful body. (I’m looking at the shot I took of her and I still can’t describe it adequately.) Read more »

I [F] let my friend [M] use me like a fuck toy for a day for his birthday. Part 1.

I recently went through a really heartbreaking situation with a guy I fell for. He wasn’t mine to fall for and it’s completely my fault. I did write about him, and it didn’t end well like many people told me it wouldn’t.

I was devastated. I was balling my eyes out for HOOURS. I know it sounds pathetic but I’m an emotional girl. I called some friends to vent about it. I’m so lucky to have a great support system. My girlfriends told me to just move on and talk to other guys. I didn’t feel like talking to anyone new so I texted my friend Tyler. Me and him hooked up during a Halloween party. If he played his cards right he would get a repeat. 🤷🏼‍♀️

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I messaged him and to my surprise he messaged me back right away! Turns out I’m a bad friend and it was his birthday yesterday. Tyler has ALWAYS wished me a happy birthday. I felt awful. I apologized and asked him if I could bring him a gift tommorow. “What kind of gift 😈?” He wrote. I knew what he was implying. I meant a physical gift, but he’s a guy. Read more »

My Gang bang fantasy came true ! [FM]

I have a side man named E and he treats me the way I like, like a slut. When I go and see him he treats me like a sex toy and I love it. I’ve been craving being gang banged, and he made it happen.

Two days ago I went to visit E and soon as I entered the hotel room I saw him and 3 other men, he said “how is daddy’s little slut today”? Which caused me to smile as I walked over to him. Once I got over to him he explained that my fantasy was coming true and I’d officially be getting gang banged, but he wouldn’t participate, only watch. He instructed me to undress and get on all fours, I did as told. I was nervous, excited, and also extremely horny. Read more »

My [F] Bestfriend’s [M] Birthday/Goodbye Party

A little backstory. 2 of my friends dated for a while and they broke up around this time just a few weeks before he left. I have never had sexual thoughts intentions about this specific bestfriend before, but I can definitely say I’ve always found him attractive.

I am normally very clingy and affectionate towards my bestfriend, let’s call him Sam, and it’s very normal for us to cuddle and sometimes even little kisses on the cheeks if we’re drunk. Once again never had sexual thought or intentions, but one night a few days before his party I had a really hot dream about the two of us fucking the life out of each other. I brushed it off thinking it was nothing. Fast forward to the night of the party and everyone’s gone to bed. I go snuggle up next to him which was now a common thing during parties we went to. That morning I felt him tapping me on the shoulder, waking me up. I’m still in his arms and he asks, “Can I touch your ass?” I honestly thought nothing of this. Half asleep I said yes and closed my eyes thinking he just wanted a quick squeeze. Think of it like a birthday gift lol. Read more »

[M]y [W]ife oders sex from work

As I sat at my desk in my home office pondering just how bored I was, my phone buzzed in my pocket. I gladly pulled it out to check the status. Right now I looked for any excuse to do something else.

The message was from my wife, who was working ten miles away.

“Tonight?” the message read.

“??” I responded. I had no idea what she was talking about. Who was driving our son to baseball practice? What was for dinner? I had no idea.

“Sex?” She replied. I was a bit shocked. I don’t think she ever mentioned sex while working. To say my wife is a bit of a workaholic is an understatement. Until now, I was not sure she had thought of sex one time in her life while working. Instead, she was one of those people who was far more interested in keeping up with her latest assignments. Make no mistake, she is great in bed, but her sex brain only worked at night.

“Who dis?” I responded.

“Seriously. Tonight?” She replied.

Given that she had never once texted me about sex, I thought I should take advantage of the situation. Read more »

[MF] Alice’s Bunny Ear Toy (A Part 2… Kinda)

I posted earlier about my first sexual experience with Alice, the attractive widow whom I had accidentally walked in on while masturbating while at her house to walk her dog. A few people requested “updates” and though this all happened a few years ago and there is not much to actually update, I thought you all might appreciate hearing about another steamy time that we spent together.

Since that day when she had invited me into her bedroom to witness her shaking orgasm and cum on her chest, we had hooked up a couple more times. Her schedule was so erratic that usually I walked up to her front door with no idea what to expect. Sometimes I’d find a completely empty house, sometimes she’d be briskly pacing around the living room on a business call, and sometimes she’d greet me enthusiastically at the door in a tank top with no bra and tight jean-shorts and we’d fuck before I took Barkley out on his daily walk.

She was too busy with work and her kids for a real relationship, and I soon found that I was her only real outlet for quenching the thirst that built between her legs that comes from being human. Read more »

I love messaging random guys on Reddit while I’m [F]ingering myself

Nothing gets me off more than telling random guys what a slut I am and catching them off guard. Only for them to learn what a slut I am and to finally relax and have to come at work or wherever since they’ve gotten hard from our convo. Hearing their encouragement and telling them my fantasies when they want to be involved in a strange girls orgasm is hot to me. I often fantasize what a stressful day at work a guy is having only to get my message and read what I’m doing and both his cock and mood
Go up. Bonus points if you’re in the military or a boss in finance. Dm is open if anyone has a friend in mind they’d like me to surprise / talk to

The Quiet Girl from Jersey [MF]

It would start as a subtle night, not expecting anything crazy but knowing myself and what I desired to be satisfied. Never the less, this world is a place of multi perspectives and being conscious of that, I went into the night expecting and anticipating behaving like a well raised gentleman.

Hoping for the best, I drove to Jersey to pick her up. I had been courting her for a while but a prior engagement and her well enforced morals kept her at bay. She loved to hear the nasty things I wanted out of her. My guess is the desire to be desired is a catchy tune when it’s sung the right way. Call me Luther Vandross.

I got to her house in about 30 mins, traffic was light and I was eager to see her. The last time I had seen her was too long a time ago to remember. However I did remember how beautiful and thick she was not to mention how nice her lips we’re. Read more »

[MF] My slut of a girlfriend likes to send me my sister’s nudes

Growing up relatively close in age, my sister and I have always been attached at the hip. As one of us made friends, the other one would, and a few times we’ve had relationships pop up amongst the friend group.

For about 3 months now, I’ve been in a relationship with one of our mutual friends, being my sister’s closest friend. We practically grew up together, but that never stopped us from flirting or finding one another attractive, so I finally ended up making the move.

One thing I wasn’t anticipating, however, is how much of a freak this girl is. She taught me so many things about sex, and opened my mind to some crazy kinks. But, the craziest thing of all happened when we were sexting one night while she was on vacation, and she asked me a question that I’ll never forget.

“Be 100% honest withe me. Do you think [my sister’s name] is hot?”

I was flustered at first, but eventually answered yes. My sister was attractive. Relatively tall, slim, tan, and athletic with dirty blonde hair and big blue eyes. After she got the confirmation she was looking for out of me, she asked me an equally shocking question. Read more »

That one time in Thailand [MF]

To be fair I have more then one story from my time over that side of the world. But this was one of the more funny ones for me.

I was sharing a small log cabin with one bed with another guy I was travelling with. We had the same basic rule that many others had. If one of us was fucking the other found some place else to sleep. A basic but effective system.

This one night we got pissed and I lost him. It wasn’t an issue as I had struck up a conversation with this Italian (I think) beauty. We talked and laughed for a few hours and got very touchy with each other.
She was about 5’7” or so with gorgeous sallow skins. She had B cup breasts, long dark hair and the most flirtatious eyes. At 2am I asked her if she wanted to come visit my hut to which she smiled and eagerly agreed.

It was only a 10 minute walk and the whole way there we couldn’t keep our hands off each other, me kissing her and moving between squeezing on her tits and sliding my hand inside her shorts and rubbing on her pussy. She with her hands inside mine and squeezing on my cock. The interactions weren’t so much animalistic but more laughing and kissing, joking and playing. Read more »