I [m]ade out with a great singer at a karaoke bar and we savagely [f]ucked later

I had to open a bottle of wine for this one as I sit alone with my thoughts and the four walls during quarantine, which has undoubtedly lead my mind to some of the hottest sex I’ve had recently. If you just want to get to the sexy stuff, scroll down to this bit ******************…

A bit about me, I’m early 30’s, single, white, 6’2”, long brown hair, blue eyes, and in decent shape from a climbing habit I’ve had the past five years. I’ve posted photos once or twice on this account if you feel like sleuthing.

Montana is mid-20’s, an olive-skinned mulatto with large D breasts, wild frilly hair that went all over the place, a full set of lips, and a delectably fat ass. I’m typically attracted to women on the more petite side, and Montana was a thiccer woman than my previous girlfriends, but I was really turned on by something in her gaze.

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It was a Saturday when a buddy had called and invited me out to celebrate his birthday. I’d occupied the day by getting work done, then climbing, and was planning to spend the evening home, smoking bowls and watching Netflix or Hulu.

[FM] I [f] lost my VIRGINITY to my best friend [m].

“So what do you want to watch?” Caleb pulls on my hand and pulls me down the stairs to his parent’s basement.

“Come on I picked last time! It’s totally your turn.” I smile and go lay across the couch so he has no room to sit down.

“Fine I’ll pick something I know you don’t want to watch!” He leers at me and makes me giggle as he turns on Netflix and comes back to sit next to me.

“Jeez you’re squishing me!” I exclaim and he gets up so I can move my legs out of the way and he can sit.

“It’s what you deserve, you couch hog!” He grins and rubs my legs when I put them on his lap. The movie has reached the title sequence.

“Oh nooo, not Final Fantasy, you are such a nerd!” I groan theatrically and he laughs and starts up the movie. I actually thought it was rather cute. “At least I don’t have a premium Snapchat,” he jeered at me. I nudged him and leaned onto him, his hand still on my leg. I knew the fact that I had a premium turned him on.

Another blast [MF] from my past

A friend from high school was coming out to visit me for the weekend and her housemate, Lisa, was tagging along to see the sights. After picking them up at the airport, we grabbed dinner before getting them settled into my house (my two housemates were on a work trip, so I had the place to myself for the weekend).

Next day we hit a bunch of the tourist sights and on the way back to my place in the afternoon, Lisa asked it we could stop at this kids store so she could pick up a present for her nephew she was going to see before they left town. I waited out side with my friend while Lisa shopped. My friend told me she thought Lisa was “into me” and thought something might happen between us. I smirked and shrugged it off.

Back at my place we all showered and got ready for dinner and a night of drinking at my favorite bars. I could hear the two of them giggling in the next room as they got ready, but thought nothing of it. We had a great dinner and were bar hopping our way through the night working our way back to my place. We eventually rolled in after last call at the place around the corner.

[FTM] gets happy ending by [f]emale at massage joint

2 years ago, an old roommate, we’ll call him Joe, started telling me about an asian massage parlor he went to in SF where he got a 10 minute massage followed by a happy ending. I knew these places existed, but I’m a trans man (female to male) and hadn’t ever really considered going to one.

My roommate didn’t know I was trans. I fully present as male, had top surgery years ago and have been on hormones for about 6 years. Full beard, tattoos, no one would ever know I used to be female unless they saw me naked. So one day when we were day drinking Joe told me he’d found a shady looking asian massage parlor near our house that would probably give happy endings.

I was hesitant and didn’t know how a woman at one of these places would react if she started getting handsy and then realized I still had female plumbing. Fuck it, worst case scenario I figured I’d just get a shitty massage out of it.

[Group] That time I went to a gangbang wedding.

This happened two years ago (give or take a week,) and I’ve been meaning to write about it ever since. I had the presence of mind to take notes immediately after it happened, so this should be pretty accurate in terms of what happened.

In recent years, I have been lucky enough to make the acquaintance of a gentleman who hosts adult parties. His house has a pool, spa, dungeon, a couple of small play rooms (one of which has glory holes,) a massage table and most importantly, a large play room with multiple beds, a swing and a barber’s chair. Throughout the course of an average week, he’ll host regular swingers parties, BDSM parties and of course gangbangs. This is how I found him, and while I do occasionally attend other parties and events there, I mostly go for the gangbangs.

Two years ago he sent out an invite for a gangbang wedding. A couple he knew were getting married, and the bride-to-be had requested this. The invitation was for men only. The only women attending were the bride and bridesmaid, who was there as a fluffer, to help guys get ready for the bride (though I do believe she had a chance to get properly fucked later on) and the celebrant, who was involved with the lifestyle, so this was to be an actual legal wedding. I RSVP’d, because how the hell do you not? This was likely to be a once in a lifetime experience.

[M]y long labia turn-on [36]

I can’t help it. I love long labia. The bigger the better.

I just think it’s one of the hottest things ever. I love the way they dangle. I love the way it looks, the way I can suck on them, the way they wrap around the big head of my thick cock.

A few years ago I finally caved in. I was single and figured I’d post a craigslist ad looking to get drinks with someone who had long lips. To my surprise a few people replied! Some flaked. But two seemed promising. I made plans to meet up with one of the girls at a bar. We hit it off instantly. It was like we both knew a secret for why we were there and I loved that I knew that about her and that she knew that I knew. I was wondering what would happen next when I got the check. She looked me in the eye, took my hand, led me down the hall to a unisex bathroom with a locking door, and had me get down on my knees to pull down her jeans. She had long, dark, stretchy lips sticking out of her pussy. She asked if I liked it. I said it looked incredible. And then she asked me to take my cock out and jerk off for her while she pulled on them and spread them open for me.

I(29M) am in a secret sexual relationship with a married woman(41F), mother of two [MF]

It would’ve never happened if it wasn’t for the quarantine. Her husband is currently in their home country and can’t leave.

She’s a Filipina maid working for my neighbor (an old woman). She’s also the mother of my best friend’s girlfriend.

Really cute face(she looks 30), short (5’0 or 5’1 maybe), almost flat chest but also flat belly, nice body and amazing ass(she looks 20 from behind), incredibly smooth skin, beautiful black hair, no sexy clothes (but I’m fine with leggings) or flirty manners, kind character, little or no make-up. Overall quite attractive for mainstream standards I think, extremely attractive to me.

[M][F] A close friend and I get closer

When I was in college, my girlfriend and I were long distance. We did everything we could to keep each other sexually satisfied, but a lot of the time class schedules and school work got in the way. We would go for weeks at a time without intimacy sometimes, and needless to say it was tough. Luckily for me, I had a friend who understood, who I’ll call Helen.

Helen was as fiery as can be, both in spirit and in appearance. She had ginger hair, was about 5’4” tall and athletically built. Her wit could keep up with the best, and she was always up for a friendly argument; We often fought playfully about anything under the sun. We were good friends, but it was always clear that we were nothing more than that: she had boyfriends come and go, and knew both me and girlfriend very well.

Still, there was undeniably a sexual tension between us, and it was obvious that we were both aware of it. We would never act on it though, of course…

My [f]riend’s sister – my [f]irst time with a woman

This is long. I’ve included the back story partly because I think the context adds to it, and partly because I just enjoyed remembering it!
I put some dashes before the sexy stuff, for those of you who just want to get turned on ;)

A few months back I sent a message to a guy from a fb group I’m in. Nothing unusual there, I struggle to have conversations in the thread style as I find it a bit overwhelming with blocks of text and lots of people (esp. strangers. Currently undergoing diagnosis for autism/ADHD/whatever the hell is going on in there…)

Anyway we got on well, he works in a book store which I think great, he’s a big non-fiction reader and knows a lot of stuff, and I’m a big leaner, I love asking questions! So we always have stuff to talk about.
One of our early conversations was on family. His sister has a PhD in theology, which I’m ashamed to say instantly led me to make assumptions about her. I’m normally really good at not being sucked in by stereotypes. I asked whether he was religious too, and he said none of his family are, his sister studies religion in the context of archaeology. E.g. comparing the fabrics used in specific periods in the Bible with tools from the weaving methods from those times found in archaeological digs (or something like that). I was instantly in awe of this woman, I’m the sort of person who asks for sources on posts all the time. But researching specifics from the Bible, this is the ultimate example of ‘source please?’

I [M] decide to explore a fellow traveler [F].

I was on a long flight to Taiwan… I finished my required reading and I was sitting next to a random chinese girl. She was reading something I couldn’t understand but she was also periodically flirting. Not really saying anything but she kept looking into my eyes. For longer than a normal person would. This was a 14 hour flight. I was watching something on my tablet that had some really traffic sex scenes. We were sitting first class though so our 2 seats were kind of alone. So no one behind me could see the scenes. I kinda spaced out. And my tablet leaned down. She saw a bit of what I was watching. And smiled. Here is the weird thing…. i can usually smell when a woman gets wet. I smiled back at her. And her scent changed. She said hi. I didnt say much just gave a smirk. She said you have a nice smile. My smile got a little bigger. She said you know what your smile says about you. Now I’m interested…. I like when people try to guess me. She said your smile says i have a big secret.And i kinda want to know your secret. We talked about a lot of stuff. She played in the orchestra in chicago. She had a PhD in the violin. I said I didnt even know you could get a doctorate in violin. Then she said there is a lot I could teach you. I smiled a bit bigger. We had been talking for 4 hours. When we got on fashion. She started me about her dress and I looked into her eyes and said I would like your dress a lot better on the floor. Then I put my hand on her thigh while staring into her eyes and slid them up her dress never breaking eye contact. She smirked a bit I hesitated thinking maybe she wants me to stop but she never flenched. Then I realized she wasnt wearing underwear and her thighs and pussy were soaking wet. I didnt stop at all and slid my fingers 2 of them into her pussy. Her eyes closed as she accepted my fingers as deep as I could get them inside her. She leaned forward and kissed me. Then I took my fingers out while looking into her eyes and licked them clean. She leaned over and whispered count to 20 then follow me. I couldnt have been more lost.