[M]y [F]irst Time: In a Bar

It was the end of what I thought would be a fairly typical business trip. Except, it wasn’t typical at all.

On the last day of meetings, I learned that the promising start-up was not starting up at all. In fact, the company was broke. The only bright spot was that I had been given a stack of cash to cover my travel expenses and my last three days of work.

I did the only thing that made any sense. I checked out of my hotel and grabbed a cab. En route to the airport, I noticed a dive bar with a sandwich board out front that proclaimed a $2.00 SHOT AND A BEER.

“Cabbie, can you drop me there?” pointing to the bar.

It was a little before noon, and my flight was scheduled for 6:00pm. I had time to kill, and some cash to help things along.

I was not going to mope at the airport, I was going to mope properly, in a dive bar, whacking back $2.00 shots of cheap whiskey chased by cheap ass beer.

[FM] My Husband and I met a nice young couple on vacation.

**(Note that all names and certain details are changed to preserve anonymity).**

Hi! I’ve been a lurker on r/gonewildstories for basically forever, and I’ve been debating contributing my own experiences to this sub for a while now. When I saw the contest theme for this month I decided I just had to register a new account and submit something.

I’m 46, 5’7”, about 130lbs, pretty well toned for my age, with brown eyes, black pixie cut hair and fake 34D tits. I’ve been married to my husband, Spencer, for about 24 years now. For my 40th birthday Spencer told me to take the two weeks either side of it off from work and then surprised me with a trip to a resort on the Caribbean. It helped that our oldest daughter was finally 18 and we felt that she could be trusted to hold down the fort while we were away.

Fucked in the bar bathroom last night! Wanna do it again! [FM]

In my defence, we did it in the male bathroom so we didn’t make anyone’s wait longer. I went to the bar alone in a double zipper crop top and white pants. As you may have guess, I left both unzipped to expose as much skin and cleavage as possible. It was one of those hotel bars that seemed to be managed separately and also catered to non-hotel guests. Despite being quite fancy, it was still casual enough that you can really get drunk and wild there.

Not long after I got there, an Asian guy bought me some shots and invited me to dance. He was very physical and kissed me in a way that made me feel like the most desirable woman on earth. Things got steamy with him very quickly. We barely spoke to each other at all and somehow understood each other through body language and eye contact that we both wanted to take the edge off early in the night by fucking in the bathroom. I think we both weren’t ready to leave yet but really wanted each other.

I strapped a dildo to my bfs mouth and fucked his face while I used a bj toy on him… [F] [M] [FM25]

The other night my bf and I were having fun and decided to get a lil kinky haha. I tied his feet and hands together.

I teased him and touched him everywhere. My bf jokingly said let’s use a dildo on you too. Hmm I thought about untying his hands but decided against it. I got a strap on and pushed one of my dildos through the hole and strapped it around his head. I tightened it to his mouth like a gag.

I then proceeded to sit above his face completely naked facing his penis. (69 position) I started going down on him going slow and teasing. I could feel him desperately trying to push the dildo into me using his head but he was having no luck… I kept lowering myself and as soon as he got to my opening I would quickly higher myself cresting a torture for him.

We had planned on using a new handsfree blowjob toy so I grabbed it from the side of us and pressed the button. It started to slowly move up and down and I lowered it onto him. All I could hear was his muffled moans and whimpering.

I Made a Youth Pastor a [Cuckold] Part 3

Man these stories have gotten a lot of love and some hate haha I get that the lifestyle isn’t for you but I just wanted to share my experiences with anyone who might be interested!

This is part 3 of 4 parts. This part is way more kink then the priors. I don’t want to spoil it but if anything in the prior parts was a turn off this part isn’t for you haha.

After our second escapade, things died down a little. Not a whole lot of public stuff but more lewd texts and pictures being sent. It seemed to really help their relationship. Matt seemed way more happy. His sermons, from what I hear, were the best and most thoughtful he’s ever made. Cassie, seemed more cheery and pleasant to be around. She beamed with a healthy skin tone and luscious hair. Things seemed to be going well after a couple more weeks Matt calls and says they are ready for another session and asks if I can spend the night Friday. I agree and pack a bag.

[FM] Getting even with my Ex!!

Last Saturday night while laying in bed with my boyfriend, after getting fucked, we were talking and my boyfriend just up and asked me if I would ever consider having a threesome. Unbeknownst to him I’ve had a couple of 3somes but I didn’t tell him that! Anyway I told him I would try it if that’s something he wanted. The fucker got super excited and asked me if he could have a 3some with me and my best friend Debra. I told him I would ask her.

So Sunday morning I gave her a call and her being an even bigger slut than I am, she happily agreed. So that afternoon we were fucking and doing our thing. Must have been the best day of his life, because we pleased him and catered to his every wish. When we were done he went to sleep. So later on that night I turned the tables and asked him if we could have a 3some with his brother. He lost his fucking mind. He started calling me all kinds of nasty bitches and dirty sluts for even suggesting that shit. I was completely stunned. Especially when he told me he didn’t want to fuck with me anymore and told me to get the fuck out.

[FFM] That one time in a San Diego park

So my ex and I (we’ll call her A) were college sweethearts… we go for a walk in a secluded park in the San Diego county area… Me in my usual tee and shorts, her in her “unbutton my fly” tee and jeans. It’s a warm spring day, brilliant SoCal sunlight and blue sky. A is a latina, petite, 34B, dark brown shoulder length hair. I’m white, 6’1″ and about 190 at the time. She’s 19, I’m 21 at the time – 30 years ago.

As we walk along the path, I get handsy… mostly on her ass… talking about what we’ll do once we get back to the car (in the parking lot, with it’s tinted windows – where we’d fucked often.)

But the path is secluded and the park seems empty, and we get to a little clearing and there’s a picnic table… she turns to kiss me, we kiss deeply, and just says “take me here”.

I do as her shirt says, unbuttoning her jeans and pushing them down with her panties, exposing her completely. I push her down onto the tabletop and start eating her pussy… hands inside her shirt pinching and twisting nipples… her breasts also soon exposed to the bright sunshine. I hear her moan as my tongue swirls on her clit, and she cums for the first time that day.

[F] This story of my sexual encounter with a guy [M] will give anybody with erectile dysfunction or premature ejaculation worries more confidence moving forward

I’m inspired to share this recollection in the hope of helping guys who have had anxiety struggles around erectile dysfunction / premature ejaculation.

Rewind – I slept with a guy who was quite anxious beforehand. He’d thrown into conversation that he hadn’t had sex for nearly two years. I struggled to see how, but no judgement. He was kind, had a lot going for himself and was funny.

He dropped in there that he may struggle with lose his boner but wasn’t sure.

Okay, not a problem at all.

I reassured him that I liked him, that I’m not here to judge his ‘performance’. I liked him, wanted to pleasure him and would have fun exploring each others bodies regardless.

I was told I’m not like most girls. This didn’t click at first. He was trying to tell me that I wasn’t putting excess pressure that men often face to ‘deliver’.

I suggested we could enjoy cuddling, or even some foreplay, at his pace. Despite me being VERY horny, the greater good was him feeling comfortable.

You never forget your first blowjob [MF]

Names have *obviously* been changed – everything else is completely true.
Rites of passage are funny things; by definition, almost everyone has them. And they’re trivial – your first relationship, your first breakup, the first time you take a bold fashion risk which really doesn’t pay off. But they’re yours, and as such they feel unique. Like you’re feeling something that’s never been felt before, discovering a part of life hitherto uncharted. Entering a bold new world, similar to but fundamentally different from the one you lived in before. That’s how it feels to receive your first blowjob.
Melodramatic? Certainly. But for me, absolutely true. For various reasons – the timing, the setting, the fact it was completely unexpected. We haven’t spoken in person for well over a decade and only occasionally interact on social media, but Andi Ingram occupies a unique part of my memory from which she’ll never be usurped.
Andi was the on-off girlfriend of my friend Danny; by the end of our last year of school, as we all turned 18 and made plans to move on with life, they were mostly “off”. She was cute – mixed-race Latina, with big brown eyes, straight jet-black hair, and full lips which emphasised her huge smile. Curvy, with full breasts she didn’t show off but didn’t need to. She seemed nice, but we’d never really bonded – the first night we met, she’d hooked up with Danny and our interactions since then had been confined to brief conversations at parties, and certainly nothing flirtatious.
Not until Danny’s first party of the Summer, anyway. His dad was a commercial airline pilot which meant two things: he had a big house, and was barely there. So Danny’s place became the default party spot. That Saturday night was mostly business as usual – the liquor cabinet had been raided, I’d managed to score some weed and was suddenly the most popular guy in the garden. We were having fun.
As people started to head home or pass out, Andi and I found ourselves deep in conversation sharing what common sense dictated ought to be the last joint of the nigh. She and Danny were formally over and rather than mope, she was taking the opportunity to enjoy the party rather than being Danny’s shadow.
And she was hilarious! I was almost annoyed that she’d spent a year letting Danny – a good guy, but not the most interesting person in any room containing at least one other human – take the spotlight. We talked music, bitched about our friends, speculated on who might be hooking up with who, and laughed like the stoned idiots we were. As conversations and parties do, things reached their conclusion and we moved on, talking to other people, slowly watching the party fizzle out.
Despite being a large house, Danny’s place only had two bedrooms – his parents’ had been occupied by a couple early in the night and no-one dared disturb them. Danny had disappeared into his room with a girl and at least one other guy, so the living room and kitchen had become human obstacle courses. I’d planned to head home but was far too high to drive so I headed out to grab my sleeping bag from the car. When I returned, the party was officially over – I was the only vertical person in the house. I stood in the living room, looking for something – anything – to fall asleep on, when I heard a whisper.
“Over here! I found pillows!” It was Andi. “Well, pillow. But we can share.” There must have been eight other people in the room but she’d managed to make a space that I could fit into – albeit snugly. I slipped into my sleeping bag and did the awkward dance of trying to get undressed in what is essentially a polyester coffin. Andi laughed. She looked cute in an oversize tee and pyjama hot pants.
“Here,” she said, unzipping the sleeping bag so I could take off my jeans. “Don’t make life difficult for yourself. Besides – I don’t have a sheet so if you want some pillow, you’re going to have to trade.” She opened out the sleeping bag and turned it into a makeshift sheet, then pulled it over us both. We put our heads back on the pillow, and immediately realised it wasn’t big enough for two people. I jokingly pulled it away from her, she grabbed it back and hit me with it, and the next thing I know we were tickling each other.
Stifling giggles and play-wrestling, Andi’s body close to mine, her breasts pressing into my arm as her hands liberally attacked my torso, the inevitable happened and my cock started to harden. She pretended not to notice – for a minute – and continued to tickle me. As I started to roll my hips away, though, she started to ‘tickle’ my erect dick, running her fingers up and down the shaft, through my boxers.
I brought my hand up to her waist and with her free hand, she guided it to her breasts. I started to stroke her hardening nipple through her t-shirt, before sliding my hand inside her top and feeling the fullness of them in my hand. I shift my position so that I could bring my other hand to her inner thigh – she opened her legs as my hand moved up them, and I started to stroke her clit in a circular motion through her pyjamas. We teased each other through our clothes for what felt like an age – not quite committing to hooking up, just enjoying the novelty. Her, grinding her clit into the palm of my hand and quietly moaning, her fingers keeping a tight enough grip as they moved up my cock but then opening into a palm when she reached the head. It was unbearable and bliss at the same time.
Starting to lose control, I slid a finger into the gap between her thigh and her shorts and immediately felt how wet she was. She moved ever-so-slightly, and finger slipped inside her. She gasped with relief. I curled my fingertip up until I felt her g-spot and started to stroke it, as I felt her grip on my cock tighten.
The room was full of people and space was limited, so we were trying to keep our movements subtle and that only made things hotter. She pulled my cock out of my boxers, and gasped when she felt the ridge – I’m tightly circumcised, a rarity in the UK, and most girls at that point had no idea what to do. But Andi did.
She pushed me onto my back, put her head under the sleeping bag, and lowered her mouth to my cock. I was trembling – I couldn’t believe this was happening. She wrapped those beautiful lips around the head, ran her tongue over the tip…and then pulled away. I was in shock.
“Please…” I practically moaned, as she rested her head on my chest, looking into my eyes. I’ll never forget her smile – she knew she had me in the palm of her hand, absolute putty, and she was loving it.
“Too many people,” she explained. I wanted to accept it – there’s no way everyone in that room was asleep – but I think she wanted me to beg. “Please…”
“Please what?”
“Please put me in your mouth”
She seemed to consider this for a minute, and then her head started moving down my body. I lifted the sleeping bag so I could see as she looked up at me with those eyes, opened her gorgeous lips, and slowly took me into her mouth. As my cock was enveloped by the warmth of her mouth and what I now realise was the kind of expert technique that comes with someone who loves to suck cock, I felt like the entire world had stopped. I have no idea how long it lasted – but I remember every second of it. Her head bobbing as I ran my fingers through her hair, the thrill as she stopped briefly and ran her tongue around my head, teasing me, and the thrill – and fear – as I realised I was going to cum. But I was literally speechless, and could only sigh as I felt the orgasm ripple through my body, and into the welcoming warmth of Andi’s mouth.
I spasmed two or three times, and she kept her lips locked around me until she was sure I was done, then looked up at me and smiled the dirtiest, prettiest, most incredible smile.
Somehow, that was all that ever happened with Andi. We didn’t even speak about it until years later, when she expressed surprise – and pride – that she’d been my first. I never told her her pathetically grateful I was. I think she knew.

[MF][M24F21] “Tuesday Night” [Cheating][Anal][Choking]

I’ve told this story more than a few times. Hopefully it’s not familiar to anyone, as being anonymous here is my preferred way of being.

It was a Tuesday night in my mid/early 20s. I worked a shitty tech support job in central Florida that was stressful but mostly comfortable. My friend I moved there with and I would frequent a local bar that catered to the local college students. They also had pitchers for $5 and even then, that was a good deal.

So anyways, my friend and I would get a pitcher or two and sit outside to kind of people watch as this bar was in a plaza and it was frequently busy. That night was quite busy. A line of people going in and out of the bar, and the club next to it made the foot traffic in front of us constant. I spot a redhead, natural might I add – that lighter red that doesn’t come from dye, and she was thicc in all the right places while have a tight narrow waste. Wearing booty shorts and a wife beater with a black bra holding her decent sized tits underneath. She was shorter, around 5’2” but had the best proportions out of anyone I saw that night.