[MT] Pegged by a transman firefighter – part 1

Don’t know why, but this morning I’ve been mentally playing back a bunch of sexual experiences I haven’t thought about in years, and one that keeps popping up is the time I spent with a gorgeous transman FWB. As a warning, this happened about 20 years ago, when I was in college, at a time when I wasn’t super secure in my sexuality and when I was pretty ignorant when it came to transpeople. This story has some mis-gendering in it, because I was young and stupid.

As with the other stuff I’ve been posting today, part 1 is the set-up. If you want to skip to smut, read part 2.

Basically, I had known that I was some brand of bi since I was a kid, but it wasn’t really until I was in college that I in any way explored my sexuality. I held on to some latent self-loathing homophobia, though, and my first few years of same sex play were pretty awkward.

Da Fuck is an E-boi? (gay, femboy, straight/gay4pay)

Jacky wasn’t a close friend of Frank, but the two had known eachother for a couple years. Frank was a couple year’s older and they had been in the same highschool. But after graduation Frank hadn’t seen or thought much of the shorter guy in a couple years. He was surprised to get a message on facebook from him. And a little embarrassed that the message was almost two weeks old. Frank wasn’t too tech savvy. His phone was a phone, though he was starting to get into pod cast’s lately. But otherwise he didn’t even have a computer. Again, not counting his phone.

So the message had come out of nowhere, Jacky was apparently living in the same city as him. Jack was going to a nearby college. Frank didn’t go in for college instead picking up a trade, and on his way to making decent money with it.

“*Hey Franky! I didn’t know you lived in ———- you wanna meet up for some drinks or something?”*

[MMF] My second threesome

As I mentioned in my last story, I found a great couple, Dan and Debbie that allowed all of to explore a variety of things. I think that what made it successful was the fact that all of us felt safe; safe that I wasn’t going to ruin their marriage (they were moving in six months), safe they weren’t going to suddenly show up at my work or inject themselves in my personal life, and safe in the fact we both seem to realize that communication was the key to making the most of the time we had. Communication between us started the day I got back home, it continued over a variety of emails, it evolved over sending sexy clips back and forth, and matured when we finally lined up our personal calendars.

My next date with this couple involved Dan and I putting some of our boundaries aside to let her live some of hers. As I previous mentioned, I lived about 3.5 hours away and had a monthly reoccurring obligation to visit the area. This time after my perfunctory time was complete, instead of getting a hotel room and meeting them at a bar, I drove to their home as I had been invited to spend the night. This evening I arrived just after dark, probably just a little after 9:00 pm and knocked at the door of their home.

[mf] I’ve been using my y’all redhead Aussie housemate as a cum dumpster since she lost her job as a personal trainer and I’ve Been covering some of her rent sometimes

For some background, I’m a 25yo Indian guy living in Melbourne, have lived here for like 10 years and I live in a share house with 3 guys (one of the dudes is gay) and 2 girls. This one Aussie chick who’s not really my type lives with us (we’ll call her Keira)- I like thick girls and she’s the opposite of that, she’s skinny and lanky. She plays basketball though so we enjoy doing that together sometimes. I’m also heavily into the Melbourne Kink scene so I have a lot of women I know who are into the same stuff I’m into. Anyway, my redhead roommate has been living in the sharehouse with me for the longest, it’s been like 2 years now, she is a personal trainer at a gym super close by. She’s walked in on me masturbating once before which was embarrassing but we got over it. One other time she actually saw a girl giving me a Bj in the lounge room, It was about 12am, I’d told the rest of the housemates I was having a girl over, they were cool with it. The girl was giving me a sloppy ass blowjob and I had my pants off on the couch, like there was spit running down my ass crack it was that sloppy. She comes up for air and drools on my cock a bit then looks behind me for a sec as if she’s looking at something and I turn around and Keira is sneaking to the kitchen and she realises we saw her. She lets out a little embarassed laugh and says “don’t mind me” grabs something and goes back in her room. She knew what I was gonna be doing yet walked past me with my pants off. For what I never found out. Anyway, covid hits, And I can’t have anyone over anymore. It fucking sucks. I just jerk off24/7 in my room while working from home I’m bored af, the one other guy I chill with at home is gone to his folks place in Byron for quarantine, the gay guy is cool but we are fully different ppl. Keira actually loses her job at the gym, but I know she’s fine because over a year we got to know each other and she’s a great saver. She’s got tons of savings. Anyway, one day I’m in the shower – our bathroom room door lock is busted so what we do is play loud music whenever everyone are in the shower that way everyone knows not to enter. I’m jerking my cock off in the shower one day (housemates often complain I use too much water), and I open my eyes And Keira is in the bathroom, in her towel, closing the door behind her. I’m like “wtf she couldn’t hear the fucking music?!” So I go “Oye!” Really loud. She quickly turns to me and puts her finger on her mouth and goes “sush!” I’m like wtf so I turn off the shower grab my towel and try to put it on I’m kind of holding it in front of me. She looks at me unfastens her towel and straight up drops it. I’m looking at her like wtf. She walks up to me till we are pretty close to each other and reaches under my towel, grabs my cock, looks down at me in my eyes jerking me (I forgot to mention she’s a couple of cms taller than me). I get the picture and go in for a kiss but her hand stops me and she says “before we go I just want to say this is not free, I take care of you, I want you to take care of me, sometimes can you help me out with rent? I said sure but not ever week, she says yeah not every week” and that was it, I told her to get on her knees and fucked her face, then put her on her back on the bathroom floor and fucked her while the shower ran and the music played, fucked her in front Of the mirror too bit awkward she had to squat down a bit lower because of the height difference but it worked. Came inside her and she discreetly left the bathroom, I did later. We have 2 bathrooms, that one is just mine & Keira’s so nobody saw anything. The next morning I wake up hard and start jerking off but then I think “hang on… I don’t need to do this”. I call Keira’s phone, tell her to come in my room. She says hang on, finishes her protein shake or whatever the fuck fitness people have for breakfast, comes up and I’m holding my cock up for her. No hesitation she closes the room door behind her and slides in to suck me. I wanna finish quickly before work so I grab the back of her head with both hands, and pump my cock into her mouth while she holds it open, I pump pump pump, Amd I’m ready to cum, I don’t hold back, cum straight in her throat, she bucks a little bit but she’s trying her best to stay down and take it, she takes it all, leans back and I just get my work laptop out, cause it’s time to work, she smiles and leaves. I told her I could pay half her rent that week? She said all good whatever I can help with is fine, cause she started getting rent relief after she lost her job. Safe to say, quarantine with her is pretty damn good.

Gavin’s First Threesome (A Kittyverse Story)

All through high school I struggled to get laid. I’d gone out for football freshman year because my body looks like I should be an athlete. But the truth is I just work out but I’m not coordinated like at all. I can’t even catch a pass. In like any sport. So I get stuck with this klutzy reputation and no girl wants my rod! And from looking at other guys in the locker room it’s definitely on the larger side of average. I mean, I wasn’t looking in a queer way. But a guy wants to know how he stacks up, right? Then senior year something clicked. Namely Kitty Rose got super easy. She’d been no-go for years but at 18 she decided to start taking all comers. Since she was giving it away I shot my shot and boom, Gavin Rousseau’s virginity was a distant memory. She let me do her everywhere man: mouth, butt, and vag! And a few days later she let me do it all again. I guess That gave me a reputation as a super stud because bitches were spreading their legs for he left and right after that. I fucked cheerleaders, student council chicks, band geeks with hidden wild sides. I was nutting all over the school! Kitty even told me about a glory hole in Grace Park. I figured Kitty would be the girl but I was someone different and it was the best god damn blowjob I ever had. She swallowed and everything! And the weird part? I ran into Amira Reyes’s dad outside! It made me wonder if his wife was there.

[M] Gay public bathroom sex!

I was very horny one day and an older man I played with before on Grindr, reached out to me to ask how it was going. I asked him where he was and if he was looking for a hot bj from his sexy sub, and my secret fantasy was to get wild in public. He said he was, and asked me if I knew of these outdoor public bathrooms near the Oracle business center.

I was skeptical about the public restrooms, about being caught, and it being a little too public, and how able I would be to get completely naked and uninhibited. He told me it would be ok, that guys normally did that sort of thing often, and they all looked out for one another. I immediately accepted to drive down because I was super horny, taking a huge risk.

I showered, and put on a crop top tight tee that showed off my pecs and tight abs and really short shorts and shoes with no socks. I was looking hot as hell and felt so hot you could clearly see my rock hard cock bulging in my shorts.

[MM] First times experimenting with another guy

This all took place a time that I was going through a bad patch at university – staying up until 3am, getting up at midday, drinking too much. I didn’t have many friends so I spent ages in the computer room, messing around online. In this period, I was interested in other men – the thought of them kind of turned me on. I’d had one experience in a youth hostel when I was 18 and found that although I liked the idea of touching another man’s cock, I didn’t like kissing other men and I wasn’t turned on by the smell of male sweat.

At the same time, I was questioning whether my attitude on sexuality was rooted in the homophobic schools I went to, and I was trying to feel that I should try to cast this off be open to new experiences, male or female. I was quite eager to reject the labels and just explore pleasure as it came. This seems to be more normal now – I was obviously going to university at the wrong age!

[MM] bicurious male attracted to cocks but not guys

Does anyone feel that they would love to suck a cock but doesn’t have the desire to be in a relationship with a guy. I am able to watch gay porn or be a part of subreddits because I love looking at the nice cocks, but would never be able to be intimate with a guy.

My Sorority Girl

Hi everyone! I’m Jennifer Johnson, a dark erotica author. I wanted to share this story with you. I’m very proud of it and I hope you enjoy. It’s basically about a role-play that turns into a schoolgirl orgy!

**This story is a request that has been bumped to the front of the line in exchange for payment. Thank you so much for your support! I truly enjoyed writing this story for you.**

**Someone said: First, thank you so much for all the amazing stories ? I was wondering if you would write a story that’s been a huge fantasy for me. Currently I’m living my best slutty life with four partners who I love and who love each other. I’m in my late thirties and all of my partners, and their husbands or wives are all either my age or a decade or so younger. I live in a college town (ASU) and my neighborhood has a lot of students, in fact the house behind mine is a two story full of sorority women. Sometimes whenI fuck, I forget to close the blinds. My fantasy is imagining those young women watching; learning what good, real dominate, body positive, toy positive, fucking looks like. Naturally I’ve also masturbated imagining one of them getting up the courage to ask for a demonstration. Thought it would make a really hot story.**

[F] My craziest experience during a weekend getaway with my friends (LONG)

***To start off let me warn you there is no sex involved in this story, so if you are looking for a sex story this probably isn’t the best one for you. Also I have never shared this story with anyone before so he goes.***

I am part of a fun gang of friends consisting of 4 guys and 3 girls including me and we knew each other since high school and some even before that. So a bit of a background about all of us (these aren’t the real names just made up ones to protect the privacy):

***Chris : The funny guy who always cracks jokes at the worst possible time***

***Tom: The prankster originally from Japan and been friends with him for like 8 years***

***John: The most athletic out of the lot***

***Dan: The guy who gets high all the time***

***Chloe: The nerd/bookworm***

***Linda: One of my closet friends who I know since we were kids***