[M]y weekly [f]un tryst

Room 203

Hot damn.
Could be two words to describe seeing M again.
Granted, I found it a little ironic and funny that I got to see him again. He made it clear that he can’t be a weekly meetup, which I understand completely. But I saw him a week after I met him, on St. Patrick’s Day.

He picked me up from my job. Then and there I just wanted him. As he was driving I did mention that it sucks his windows weren’t tinted so I can give him a bj.. As I said that, I placed my hand on his dick, which seemed to excite him as I feel him getting harder.

We make small conversation on the drive to the hotel.
Follow the stairs to get to our room.
Enter the room, and the lust just exploded.

I go in for a kiss, again, kissed his mustache, and we’re making out. He takes off my work shirt, I’m wearing a long, low cut white sleeve under, he just pulls my tits out. Grabbing them and kissing them, just embracing them nicely.

Granted, him enjoying my body made me have more confidence. Go me. Ahaha.

[MF] How I convinced my boyfriend to let me fuck other guys after we had an unplanned MFM threesome

This is a follow up to this story, which I posted a long time ago: [https://www.reddit.com/r/gonewildstories/comments/91bvd6/fmm_my_boyfriend_and_i_have_our_first_unplanned/](https://www.reddit.com/r/gonewildstories/comments/91bvd6/fmm_my_boyfriend_and_i_have_our_first_unplanned/)

After the impromptu threesome we had during our vacation, I felt guilty, even though my boyfriend said he was okay with it, and even wanted to try it out again in the future. I think the main reason I was guilty was because of how much thinking about that night turned me on. A hot guy had fucked me at the same time as my boyfriend, and he’d even been more involved than my boyfriend. I thought about that night every time I masturbated and every time I fucked my boyfriend, but I didn’t mention anything because of the guilt. About a month after, I managed to get rid of most of my guilt by setting up an MFF threesome with this slutty girl I knew, but that’s not the focus of this story.

(Sissy) Hooked up with a guy for the first time today! [TM]

So, I met him in a bar around a week ago, and we talked a bit. We organised for me to go to his (today).

I dressed up in my best slutty clothes and my hottest high heels, a lot of freshly shaven skin on show.

He greeted me at the door with a smile and a warm hug, made me a coffee and chatted for a bit in his lounge, during which he showed me his good Sti check . After a while, he told me to put my cup down, and he put himself on top of me and kissed me so hard I don’t think I’ll ever forget the feeling of his tongue on mine.

Then he peeled himself off me and I swear I was heartbroken, but then he held out his hand for me, I took it, and he kissed it so gently! It was better than my dreams! Then, he led me upstairs to his room… ;)

Fantasizing about my friend! (Dominant, submission, pussy fingering, blowjob, cum swallow, public)

This is just a daydream I had of my office friend and I. I am posting this as I sit across from her. I wonder what she’d do if she found out about all the naughty things I want to do to her. ?
So the dream begins with me taking her into the bathroom at our work. “Strip!” I tell her. “I want to see you.” A little hesitant at first she nevertheless does what I say and slowly undresses. Taking her pants off first, pushing them down while facing away from me, giving me a wonderful view of her panty clad behind. Then she slowly pulls her top off and tosses it on the floor before turning to face me. In just her underwear she looks sexy as hell but I want more and gesture for her to continue as I try to shift my pants into a more comfortable position for my rigid cock. Reaching behind her back, she unclasps her bra and let’s her tits free. Though they aren’t the biggest, maybe a B cup, they are perfect in my eyes. Finally she reaches down and hooks her thumbs in the waistband of her panty’s and pushes them down. Stepping out of them, she reveals herself to me. I imagine she has a little bit of hair, trimmed in between her legs, though she could be bald for all I know. Either way this is where the real fun begins. I tell her to get on her knees. She’ll probably look at me a bit questionably and hesitate but will ultimately do as I say and kneel down. “Touch yourself,” I’d tell her. “I want to see you fuck yourself.” My language always turns foul when my blood is up (something the two of us share, she swears like an Irish drunk when she’s worked up). She smiles and slowly runs her fingers over her tits, flicking her hard nipples and massaging her breasts. Slowly she she moves her hand downwards, trailing her fingers over her belly and slipping them down, between her legs. She smiles wickedly. “What you bastard?” Is what she’d most likely say to me as I stare at her. “Show me,” I’d say in reply. “Show me how wet you are.” She’d blush and shake her head but I’m insistent and finally she’d pull her finger out from between her legs and show me how her hand is soaked. Unable to take it anymore I move in front of her and unzip my pants, setting my cock free. “Keep fucking yourself,” I tell her as I wrap a hand around my shaft and direct to her face. I put my other hand on the back of her head, bunching my fingers in her hair. She looks nervous now but I don’t care, I look down at her and smile. “Open your mouth,” I tell her. Her eyes widen and she looks back at me as though she wants to say no but can’t quite bring herself to. At the moment her cunt is in charge and she is to horny to refuse me outright. I slap my cock on her cheek, leaving a trail of precum across her face and she shakes her head and opens her mouth, perhaps to say something but I don’t give her the chance. I slip my head into the soft opening and moan as her warm wetness engulfs me. I smile as I look down at her with my cock in her mouth, she’d look so beautiful. “Keep fingering yourself,” I tell her and slowly begin to pump my hips, moving my cock in and out of her mouth. She moans slightly and does as I say. As I slowly fuck her mouth, I give some instructions on sucking my dick. “Lick the tip,” I tell her as I pause with just the head between her lips. “That’s it, now lick the underside and down. Lick my balls,” this gives her pause but at my insistence she complies and runs her tongue over my sack and even sucks one of my balls into her mouth, massaging it with her tongue. After letting her play with my balls for a bit, I move her head back and position my cock head at her lips. “I want to fuck your throat,” I tell her. She’d be nervous, no doubt, but opens her mouth. I slowly push my cock past her lips and into her mouth. I push more and more until I feel the back of her throat. She gags and pushes me back. “Try to breath through your nose,” I tell her and begin pushing my cock into her mouth again. It takes a while and I have to remind her multiple times to keep her hands between her legs, fingering herself, but she does get better and even as slobber and precum rain down on her pretty breasts, she continues to try her hardest. At this point, I am close to cumming and as I plow my cock into her mouth, fucking her face, I can feel my balls tightening as they get ready to spew their load. “I’m going to cum!” I tell her but either she doesn’t hear me or doesn’t care as I push my cock down her throat one last time and let loose. My cum explodes out, filling her throat, spilling back out her mouth and some even shooting up her nasal cavity (she’ll be smelling me for days ?) She tries to pull back but I have a hold of her head and am lost in my own orgasm but suddenly, I feel something wet soaking my shoes and pants and I look down. Her eyes have rolled into the back of her head and her whole body is shacking. She’s cumming too! Cumming from her own fingers and me filling her belly full of semen. Watching her cum like that, with my cock in her mouth and her eyes rolling back make me shoot off another load. I keep my hand in her hair, holding onto her as we both shake from our intense orgasms. When the shakes finally subside, I slowly slip my sensitive cock from between her lips letting a bit of cum trickle down her chin and look her in the eyes. “Now, what do you say?” I ask her, and although her expression shows some defiance, and a part of her clearly wants to tell me to fuck off, she just looks back at me with teary eyes, a puffy red face, bruised lips and some of my cum on her chin and says; “Thank you.”

[MM] Staright mate from work fucks me with my dildo

Thanks for all the feedback and messages about [part 1](https://www.reddit.com/r/gonewildstories/comments/azz8ex/mm_my_straight_mate_from_work_becomes_curious/) of my adventures with my straight mate from work. I thought I’d share the second of our encounters.

After our first session I was a little worried that Jack my loose interest and I’d lose a friend, however it wasn’t long till he messaged saying how much he enjoyed himself and has been playing with himself thinking about it. We start to pretty regularly send each other pics and videos of each other naked, jerking off and fingering ourselves. It surprised me that as a straight guy he was really into anal (perhaps I should be less stereotypical about my straight mates!) and would often finger himself when he jerked off. Now he was single and had already made a big step in experimenting he decided to buy himself a dildo to really give anal a go.

We soon started to swap videos of us using our respective toys (if you ask nicely and have something to share in return I might show you some of mine) and talk quickly turned to us using our toys on each other when we next meet up.

Confessions of a bartender: Part 1 [MF]

I was with my old buddies this weekend. I shared a couple of stories about experiences I have had over the years as a bartender. They said I sounded like a Dear Penthouse letter so I decided to share a couple stories here.

I think most people know that one of the perks of being a bartender is that you frequently get the opportunity to hook up with chicks who didn’t manage to hook up. I’ve found the most success with girls who are coming off a bad first/second date and girls who just had a fight with their boyfriend/found out their boyfriend cheated. Those are pretty standard so I am going to focus on a couple of unique stories.

Story 1: Friend’s 20 year old sister

I am currently the manager of a bar that is near a university and not too far from a pretty popular beach for vacationers/spring breakers. As such, we get a lot of college kids under 21 trying to sneak in.

[FFM] Home Movies

My wife decided that she wanted to make a sex tape for our own personal viewing. We tried a number of options using our phones to record the video and couldn’t get any good angles or results. We decided we would ask someone to film for us. Obviously, this was a super awkward request and we only had a couple of possible candidates.
We are nudists and exhibitionists and have done a bit of swinginging, so being naked in front of others or inviting a third to our bedroom wasn’t totally foreign. We had a couple of friends that we thought would be perfect. My wife was a bit uneasy sharing such an intimate moment with another guy so we asked her girlfriend Jessie. We had been naked together a few times at the beach and in our hot tub so we figured she would perfect. We are all very close and have been friends for a long time.
We invited her over and took the leap and asked her. At first she was reluctant and thought we were kidding. When it was clear that we were serious, she agreed to go for it.
Jessie came over the next evening and we enjoyed a few drinks to loosen up and relax together. We moved to the bedroom and the show started. I slowly undressed my wife while Jessie started shooting. I pretended she wasn’t there but couldn’t help being super turned on that she was watching us. After caressing my wife’s naked body, she removed my shirt, unbuckled my shorts and took my erect cock in her hands. She knelt down and took me in her mouth. I realized that Jessie had seen me naked but had never seen my penis fully erect.
She got right next to us so she could get close up footage of my blowjob. She then suggested we get on the bed in the 69 position so we could perform some mutual oral. I didn’t realize she was going to direct us, but I thought it was so hot. She coached my wife telling her when to stroke, when to suck, when to gently bite…
She instructed my wife to climb on top and lower herself into my cock. My wife faced her friend and rode my cock, rubbing my swollen balls and masturbating. I held her waist while she performed for Jessie and the camera. Jessie asked how long I would last and I said I was getting close. She told me to take her from behind so she could film from my point of view. She also told me to pull out so she could see my cumshot.
We changed position and I penetrated my wife from behind. As I pounded away at my wife’s pussy Jessie stood behind me filming my cock entering her. I felt her breasts through her shirt against my back and she gripped my ass.
It was clear that she wanted to participate but wasn’t ready to take the step. As my wife climaxed I worked her through her full orgasm and then pulled out of her. As I gripped my cock and started jacking off, Jessie intently filmed to capture my moment. As I released I jacked four thick streams of cum that covered her ass and back. Jessie said put it back in her and keep going. It was so hot having her watching I hardly skipped a stroke. My wife rolled over and I took her again and we both peaked a second time. Jessie simply said, “okay kids take a break and relax.”. We all crashed on the bed, my wife and I still naked, Jessie fully clothed.
My wife and Jessie were watching footage on her phone, laughing, commenting and critiquing.
As they laid in the bed with me, my cock started getting hard again. Instinctively, I started to masturbate. As the ladies noticed me jerking off, they laughed and my wife asked if “they” could help. Jessie looked at her and then laughed. My wife looked at her and said “Really Jessie, help me get him off.”
Her hand felt amazing – it was incredible having her touching me while my wife watched. They took turns touching me. Jessie held my shaft while my wife took the head of my cock in her mouth. They switched and I did my best to hold my load. Jessie said “cum for me” so I released in her mouth.
That was about two years ago. Jessie now joins us at swing parties and we go to the club together on a regular basis. We have an awesome relationship with her and her SO. We are lucky to have her in our life.

[MMF] Husband went to sleep so wife decided to play

Sooooo this is a true story that happened to me about 4 years ago. I was in aircraft maintenance and the comradery is pretty strong in that field, therefore, everyone I worked with were the same people I hung out with and partied with outside of work. There was about a 3 week stretch where we were working 12-16 hours straight every single day and had not had a single day off in that stretch. We were told that we had to work Saturday morning but that we had Saturday night off and Sunday off. We wanted to go out and drink and just let loose but James invited a few of us over to watch this college football game that was on. James was oddly enough one of the few individuals that I didn’t really talk to that much but relaxing and drinking actually sounded better than going out. I had heard from others that his wife was extraordinarily hot and when the three of us showed up at their house I was not disappointed in the least bit but highly confused.

The Night She Sucked Me Dry Pt.2 [MF]

Been a few days since I posted [part 1 which you can find here]([https://www.reddit.com/r/gonewildstories/comments/b2iefy/the_night_she_sucked_me_dry_fm/](https://www.reddit.com/r/gonewildstories/comments/b2iefy/the_night_she_sucked_me_dry_fm/)) .

This is gonna be kinda long, I wanted to get detail in.

After just receiving what to this day was the best BJ of my life I was collecting myself as Becca and I were cuddling in bed. We went back to watching something on her laptop, while chatting a bit about random stuff. I asked her if she wanted to get some food cause I was getting hungry, she just looked at me shook her head and said “No, I’m good right now. Just had a snack.” Then gave me a little wink and smirk and won’t lie got a half chub after that followed by my response of “yeah you did”.

Some time passed, a few shows watched, more chatting but more important more recovery for me, round 2 was approaching. In that time there was teasing, our hands wandering quite a bit with her running her hand over my crotch quite a bit giving a tease with her fingers or giving a little squeeze to get me going.

[Part 2] The Catholic Schoolgirl shtick was real [MF] [Long-er]

Thanks for the overwhelming support for my first story. I didn’t think I would be writing a part two this soon if it wasn’t for your words of encouragement. **[Part 1 can be found here](https://redd.it/b3c760)** in case you want a full background

After our epic first night together, I saw Chelsea blossom into the world of sexuality untethered. Where she had hidden her deepest desires while with her ex, only letting a little bit of her repression at a time. She was now free to unleash the beast with me every chance she got. The security of having my own place plus my constant encouragement that her sexual desires didn’t repulse me like she believed they would. Every confession, no matter how deprived only got encouragement and joy from me. I respected her wishes to never talk about our bedroom acts outside of the designated safe zones. She saw my effort and trust grew in and out of the bedroom. Our public life was normal and healthy for a budding couple, but years of sneaking and hiding her sexual lifestyle from everyone made it difficult to have anything “normal” in the bedroom. Normal healthy sex was literally a foreign concept to her. How others experienced it and described sex to her, simply didn’t compute. Her subconscious Freudian ‘id’ could only translate these acts to something she was familiar with. What was familiar to her? Shame and humiliation. They had both been a cornerstone of her Catholic upbringing so it’s not that hard to understand how twisting their meaning can have adverse effects. In fact, another verb for ‘twisting’ something, is to ‘pervert’ it. Yup, the wires of her mind had been crossed along ago and it was her brain that perverted out a new way to process the concept of sex. This new way of thinking worked for her.