I [M] was 33 and she [F] was 45, from the south — a treasure chest of experience, kink, and drive like none-other! Story 1 of 2.

First off, thanks for the warm welcome — first story caught a lot of attention, so this guy is feeling flattered!

I was encouraged to write more — so — while on the topic of slutty office behavior (myself chief among them) I’ll recall a story about a period of time when I was traveling to and from the south on a regular basis. These stories are all true, and reflect a period of my life working for a company that was liberal both in its work setting as well as its culture. These events and the details have been slightly modified as to not tip off anyone who may be reading this for discretion and privacy.

As part of my job, I frequently traveled to and from our client’s offices in various cities. Mainly the west coast and south (Louisiana/Florida/South Carolina), and one time in Vegas which I might write about later on.

[f] High school escapades 1

I went to a large high school and grew up in the same town my whole life. We have two middle schools that feed into a single high school. Freshman year was fun because you have opportunity to meet a lot more people and everyone is forced into many of the same classes.

This story is short and takes place during gym or phys Ed class. All freshman are required to take PE. I was always athletic, so I didn’t mind it, and we had a great class that included a guy I was immediately interested in, Steve . During class, we would often be flirting or joining the same team, etc. It was pretty obvious he was into me too.

One of the “units” in the class was swimming. We’d need to be able to tread water for 20 minutes, learn a few strokes, and play some water polo and other games for fun. During these couple weeks, the flirting picked up. Even though we were forced to wear one piece suits, mine was still pretty cute and Steve would often sneak a grab of my ass while underwater or graze my boobs while fighting for the water polo ball. I was all for the fun flirting as I loved the attention from him.

[MF] I hooked up with my wife’s sex-deprived friend when her husband wouldn’t

At the start of the pandemic, my wife’s friend Amanda texted me out the blue to ask if we were getting good use out of our rowing machine, as apparently she was thinking about buying one. I told her I was using it about 3x a week, but that it’d been a pain to set up. Eventually, over the course of texting, Amanda told me that her husband Colin didn’t appreciate her much anymore and hadn’t seem overly interested in her since she gave birth about a year prior. Being polite, but also ever the flirt, I told her that Colin was being ridiculous and I thought that – if anything – she might look better now than she did then. She accepted the compliment and somewhat flirted back, talking about how lucky my wife was that I was aging well too.

This then simmered down for a few weeks until about a month later, on a Monday, when she texted me out of the blue yet again.

‘Hey! Are you around this week? I wound up getting the same model rower that you guys bought and could use some help assembling it!’

Bringing a fit, young English woman to a quivering oral orgasm [MF] [32M] [31F]

Six days ago had been our first date, which went exceedingly well, but was socially distanced. Last night, she invited me over for dinner with her and her two roommates. She cooked a venison stew, and I brought some bread, goat cheese, and pesto to share. After the dinner, the four of us played a quick-paced game of Bananagrams. The roommates, who were soon moving out, left to get things in order at their new house. When the left, we were alone in her kitchen and had a great first kiss, and I was invited to stay the night.

I let my husband give me a pedicure and it was incredibly hot!! [MF]

I (F35) recently complained to my husband (M35) that I needed to do my nails, and he surprised me by saying he wanted to paint my toenails for me. I wasn’t sure how they would come out, but having him offer to pamper me sounded really nice. And the more I thought about it, really sensual!

He started with an amazing leg and foot massage with my feet in his lap, while I relaxed. Then he carefully painted several coats of polish on my toenails. Watching him want to take care of me like that (and actually do a really good job!) turned me on beyond belief.

I was wearing a jumpsuit and my nails were still wet, but my dripping wet pussy didn’t care about either of these things. I stripped naked on the living room couch while we made out. He got down on his knees and ate me out until I came three fucking times. I could barely stand because my legs were shaking.

But neither of us was done. We migrated to the bedroom and found my favorite cock ring for him to wear. I put it on him and deep throated his throbbing cock until he was hard as a rock.

My ex-gf’s piss slut of a sister returns, this time with another boy [MMF]

I previously posted about my ex-gf’s sister visiting the city where I lived. We went to a party and went back to her hotel afterwards, and had piss fun all night long. That was almost two years ago now; last month she texted me saying she was visiting a friend in my city and if I’d like to meet up again. I agreed and she said that she had posted on fetlife (or something similar) looking for a twinky guy to join us. I thought that was a great idea and we set a date to meet.

We met at my house. We made small talk waiting for the guy to show up. She was wearing a short black dress and some very well done makeup. She was still a teenager last time I saw her but now she seemed more developed somehow. She’s still petite and has strong, long legs and small breasts, but her chest isn’t as flat as I remembered it. Her hair was the same: shoulder-length, straight, black. To protect her identity, we’ll call her J.

I 26[M] had sex with a Married Co-Worker 42[F]

This happened a couple of years ago when I was 26.

There was a hot mature hispanic milf working at the warehouse where I worked. She was 42, married and a hot mom with a banging curvy body. It was obvious she was into younger guys; The way she dressed and flirted. Rumors get around quick at the warehouse as some of you know, so I heard about her cheating on her husband with younger guys that worked there.

However while I worked there I never had the courage to really go after her. I never shared with anyone my major kink for milfs and married women. Plus I knew how quickly rumors spread and I didn’t want to be apart of it. So every conversation between her and I was friendly, even though staring at her wedding ring was secretly driving me crazy.

Fast forward, I quit that job but still had her Snapchat. She would always post sexy pics on her story so I became more bold commenting and flirting with her since I didn’t work there anymore. She eventually started flirting back and we start sexting. She tells me she’s so shocked I’m into her because I never gave her that vibe while we were co-workers. I told her I would purposely walk behind her to stare at her big juicy ass. She always wore yoga pants. She couldn’t believe it lol

I 35 [M] – Had the wildest sexual encounters with two slutty office [FF] colleagues…

A bit of background and context. This occurred about 3 years ago when we still worked in offices and got free food on Friday’s to make up for the suck that is office life. This is a true story; however, the names and roles/times have been adjusted a bit.

TLDR: I was seeing someone else, but fucking two office colleagues one-on-one and together, but it started with a night at a bar, public fingering and gushing in front of friends and co-workers. I wasn’t their boss, but an executive, 5 ranks their superior and almost 10 years their senior. Fs were 23/25, M was 32.

The backstory:

A junior staffer had just joined the ranks of our team — dirty-blonde and buxom; probably the most perfect word to describe her, along with an unreal pair of legs, perfectly round ass, and an all around charm that would make most men completely weak at the knees.

In addition to this, another junior staffer had also started, on the same account, and while not as curved and gifted as the other, equally pretty and just as outgoing and fun.

The pool wasn’t the only deep end we went into (Julie Series) [ff]

Now that I have hooked up with Julie, a few times, it was becoming an addiction. Ask me a year ago if I thought this would happen..”hell to the fucking no”, would of been my response. I would never have thought my hands and lips would EVER be between this goddess’s legs. The funny part, two of my guy friends had been playing so hard to get Julie…lo and behold she was busy giving me a taste of what they wanted.

It had been about a month of random hook ups. Lots of texting..flirting..and really, this situation was just too damn hot for me to even handle. I could barely pay attention to things at work without glancing at my phone. She even sent me a few nudes, which nearly caused me a car accident one day on the way home. So, there was this party coming up, a summer shin dig, with lots of people. My roomie and I were chatting about it, and her cousin was coming up from the East Coast to visit. Jason. Jason is a good looking guy and I know for a fact he tried to get things going with Julie in the past. I know this because he visited before, stayed with us and brought Julie home. But, she passed out before anything happened. I suspected Jason would try to finish what he started. I was a bit worried..but kind of turned on knowing I might get to fight for her or it could turn into some crazy threesome.

[MF] Wife asks a key question

My wife and I went to a wedding of the daughter of friends of ours. We pregamed a little bit at a local beer garden and then headed to the reception. Things went well and my wife was enjoying her Maker’s and Ginger’s. The music got to be really boring so we went our for some air. While we’re sitting out side she looks to the right and says ‘do you think you could cum if we fucked over there?’. I told her probably not but we should try…she said ‘I think the whole point would be to cum right?’. I said that I’m happy just to do it and cumming is extra. So we work our way thru the grass, behind and out building and agree this is the spot, she hikes up her pink dress and pulls her panties down as I unzip and get my cock out thru the zipper. Its super hard at this point and I’m doing my best but there’s no lube. I try but have to get my pants off and try again. I check to see if she’s lubed enough and stick my finger in her shaved pussy. She starts to moan as I check her out and generally she’s not one for fingerfucking. I can’t believe that I’m looking at my wife, bent over, beautiful ass sticking out and start to fingerfuck her more.
So I’m sliding my finger and and out of her pussy at a brisk pace and she can’t help but moan ‘Oh, oh, oh’ with each thrust into her wet pussy. She was really getting into it and I didn’t want to stop what I was doing as she was getting wetter and wetter. I had my fingers in curled slightly down hoping to massage her g spot. She’s never squirted before so I was doing my best. I fingerfucked her for several more minutes until my iwatch rang. People for the wedding were looking for us as it was wrapping up. She turned around and started to jerk my cock off as it was superhard from all this unexpected activity. I got on my knees and put her left leg over my shoulder as I started to finger fuck her from the front and lick her sweet pussy. I could only do that for a minute or so as the iwatch rang again and we both figured we were being missed. We were, the wedding had ended and folks were starting to leave.
I pulled my pants up and tried to take her panties from her so she’d be walking around commando but she said ‘no way’. Neither of us came and given the circumstances and level of alcohol on board, it was unlikely. Doing it without the alcohol would never happen as my wife is very uninhibited when she’s drunk.