The kinky bartender [MFF]

In a previous post I had mentioned how my wife Danielle and I have had a long term mutual FWB that we met at a bar shorty after our one year wedding anniversary. We have been seeing her now for almost 2 years in what started as a way for my wife to explore her bisexual interests and led to my wife and I having threesomes with her as well as both seeing her solo if one of us wasn’t around or had other plans.

Gaby is 5 years younger than my wife and at the age of 24 is still not sure what she wants to do with her life but makes plenty of tips at her bartending job to allow her to afford to travel, shop and enjoy time off without having to worry too much since she can make her money back on her next shifts over the weekend really quickly. Gaby works at a bar where the “uniform” is slightly sluttier then a Hooters but its up to the girls to come up with their own outfits from their wardrobes at home. This places special thing is basically a place to come get craft cocktails served by beautiful college girls who dance promiscuously on top of the bar to a cheesy song every 2 hours which always leads to more tips.

I 21[F] used to get trains run on me when I was younger

This was inspired by a post I saw here earlier. When I was younger I would have guys run trains on me, anywhere from 3 to 10 guys. Usually they would fuck me raw. This isn’t a particular story as much as something that I just used to do that I miss.

[MF] I [56M] met my sugar baby [19F] again and it was fucking hot Part 2

Part 1 [here.](https://www.reddit.com/r/SluttyConfessions/comments/oqc76c/i_56m_met_my_sugar_baby_19f_again_and_it_was/) See my profile for stories from our first meeting.

Once we got into the hotel room, I picked her up threw her onto the bed, and tied her wrists and ankles down. I’d bought nipple clamps: something new for her, I think, but like a good little slut she took them without acomplaint. I took a photo of my sexy little fucktoy, immobilised and at my mercy on the bed, her bare cunt exposed and waiting for my cock. That photo makes my cock hard every time I look at it.

I blindfolded her, told her she was a dirty whore and I was going to use her as I wanted. If she complained, I’d post the letter to her mother. She was grinning from ear to ear, desperate to get fucked. She wasn’t going to complain.

We have a nice flogger, which I used on her thighs and belly, telling her she was a rape toy as I whipped her. I whipped her cunt a little too, which I think she loved. While she was tied down, I went down on her, fingering her G spot roughly and licking her clit until she came again.

Friends with benefits with roommate [MF]

I (M) live with female roommate and we havent had any thoughts about each other before. I really like play with dildos and buttplugs but havent told that to my roommate. One night I was suppose to be alone and decided to have little bit of time with my toys. As I was enjoying myself she opened main door and came to my room because she had urgent things to tell. I was there naked, dildo in my ass. She was kinda shocked at first. Later that night she told that she has always wanted to peg a man but has not found one who wants to take. She asked that would I like to get pegged. I said yes to that.
It was amazing and now she pegs me regurlarly.

Sister-in-law [MF]

It’s not what you think.

This is a fresh one though, just happened a couple weekends ago. My wife and I went to a family wedding and afterwards some people went back to her parents house for a little after party. Nothing crazy, just a lot of wine and some other refreshments. It was my wife, myself, her parents, a high school friend of her dad (James), his wife, my wife’s sister (Amy) and her brother as well. My wife is the middle child.

About my wife’s sister Amy. I wish I could share a pic. She is one of the most gorgeous 36 year olds you’ve ever laid eyes on. Very healthy, very fit, just an amazing body with a face that matches. Tight is the best way to describe her probably.

I [F] went to a work party a few years ago, and made as many male colleagues hard as possible

At the time, I was working in a finance company that was dominantly male oriented and had a lot of testosterone floating around the office. It’s a competitive environment, and every man wants to be the alpha of the team. There was certainly a high level of professionalism, but it had this vibe of always watch your back, since everyone is trying to up you.

I am by no means a finance person, and my job was an administrative assistant to a few a team leads. It was a lot of work, semi-classy flirting, and running from one place to another. I certainly enjoy the feeling of being needed (I def do a lot of work), and I also like the attention from these men. I always took the time to dress sexy and professionally. Heals, sometimes stockings, hair and make up done etc.

I do have a boyfriend, and he is usually a little jealous knowing the attention I get and is pretty uptight about dressing sexy or showing of cleavage. It definitely gets frustrating at times, as I’d like to be more myself (even though I can be shy most of the time, I still enjoy the stares/comments).

My gf’s room mate told me she hadn’t seen a d*ck in two years so I showed her mine [m][f]

I’ve been friends with M for a few months. We spend a lot of time together and may be moving out of “friend with benefits” territory soon, but I’ve always been in monogamous relationships and have enjoyed my freedom lately.

M has a room mate, L, that really didn’t like me at first. She is super awkward and has problems talking to people, so we got off on the wrong foot and I decided to stop trying to be friends with her and just give her polite greetings and nothing else. After a few months she started warming up to me. M had told me L was having trouble dating because her self esteem is low, and I even said “Man, L is super cute and is really interested in lots of stuff. She’s really active. She’s actually a total catch.” I even thought about hooking her up with one of my friends, but didn’t follow through. L started being nicer to me, and I could tell she was happy when she saw me. She ended up doing something super nice for me out of the blue and that gave us something to talk about and connect over.

When jobs collide [M][F]

So, we’ve established that I work at a golfing resort in a past story. It’s not a bad job and I enjoy it. Val’s job, is writing for a touristy website/magazine local to the area. She likes the gig and it’s always been fun for her. Well, her job sent her to do a piece about the resort.

The day came for her to come and get pictures and write her review. When the boss found out she was my wife, sending me to give her the tour was perfect. We got to spend the whole day together without the kids, and we were both getting paid for it. Now, we both like our jobs and we’re completely professional, but this story wouldn’t be on gw stories if we didn’t find ourselves taking advantage of the situation either.

I had already been at work for a couple of hours when she arrived. She wore one of her more modest sundresses. I took her to meet the big bosses and after a short interview, we were off to tour the resort. Our first stop was the big pool.

F (35) first encounter with a couple [FM]

F35 here. I’ve been interested in threesomes and the couple scene for a while and thought I should share my experiences. I met a couple through a mutual friend who knows about my group fantasies. She has sex with the husband regularly and the wife likes to watch. The idea of fucking someone else’s husband while his wife watched got me real horny. We decided that I would join them the next time.

The next Sunday I found myself at their house. We had something to eat and drink. The couple disappear into their bedroom. A while later, my friend aks me to go to the bedroom with her. The guy’s waiting for us on the bed. His wife is seated on the chair nearby. My friend walks over and starts kissing the guy. I am super turned on but I don’t know what to do. My friend walked over to me and stood behind me. She started stroking my breasts from behind me which made me super wet. I started grinding on her, grinding my ass on her pussy. She takes off my top and unhooks my bra. I turn to her and kiss her while touching her pussy. I take off her top too and we’re both topless and making out with each other wildly.

Paint me like one of your French Girls [mf]

“Paint me like one of your French Girls.”

I chuckled when I read this the first time.

I’m an artist. Over the lockdown, I started really, really focusing on improving my skill. The main thing I did to get better was to draw every day.

But being inspired to draw every day is not easy. You need to find a muse, or a concept that grabs your attention and holds it fast.

For me, it was butts.

I started sketching hot, attractive women in my area, and found out that by doing this, they were dying to talk to me. No, really.

This led to me starting the Booty Warm-up Sketch. Every day, I spent 10 minutes sketching a butt. Sometimes I’d add a little more detail over the 10-minute limit, but the goal was as much quality as possible in as little time. I got better, and I got faster. I learned to get the linework down fast, then the color, then the shading. I started to develop my style and messed around with complimentary colors and reverse contrast. Fun stuff. And a lot of butts.

Naturally, I decided I needed to use this skill to get laid.