Author: Dirty30Thrownaway

[MF] A wild night with a Redditor

It’s been a while since this story unfolded but it’s been stuck in my mind for longer than I would have ever expected, so I thought it was worth sharing with all you lovely perverts. Like most of my interesting stories, it starts with cruising online seeing what trouble I can get into, this time it was here on our favorite site Reddit is where I saw a post in the local San Fransisco R4R that caught my attention.

“I need help practicing deep-troating”

Well of course this grabbed my attention and I reached out offering to give a willing part to practice on and within 20 minutes I got a response back. Everything was moving along nicely when I get asked for my photo and that long pause waiting for the other person to respond sets in. Right as I start to write it off as they’re not interested and go about my evening, That chat Icon pops up with a photo of an adorable nymph of a woman. 5 foot nothing, petite with a short mop of curly hair and a great pair of tits. Anyone who sends a topless mirror selfie wins a gold star from me! What brought it over the edge was the second clip trying her hardest to stick a dildo in her mouth and the loudest gagging that came with it. She was in desperate need of training and I made time that evening to give her a good workout. If I knew then what I know now, I would have never left her apartment and would be living in hedonistic bliss to this day. Read more »

[MF] A restless night needs something extra

This particular story started over a Christmas now 5 years ago when I was hosting a small party with lots of booze when my friend and future fuck buddie showed up back in my life. I was feeling a little nostalgic over the holidays and of course previous lovelies that I’ve had sex with comes into that same line of wonderful thought. Now we’re going to skip the first time we ever fucked, which was that same night after many rounds of drinking and jump ahead to a better story that doesn’t involve a lot of carpet burn and whiskey dick.

Kayla was an FWB who really did her best to let me know she was super into me. We had known one another for sometime from theater and looking back I was never smart enough to notice her being always around when I am and being close by just in eye shot. To really cap off the notion she was super into me was the first time we had sex she was riding me reverse cowgirl pulling her ass loudly whispering,

“You know you want this” Over and over again. Read more »

[MF] TV time leads to heavy petting that leads to Deepthroating

Welcome back to the anthology of escaping the march of time by reliving my sexual conquests! Thank you for joining.

Emily is a strange part of my existence so far, I met her while she was working as a cashier at T-bell and I had just ended a very weird and rollercoaster of a relationship. For just seemingly no real reason and bare minimum effort on my part we started just hanging out and then kinda just fucked for a while. It was a kind of pallet cleanser of sorts, the ginger to my sushi roll. Fun for the moment but ultimately just the break in between the real event. I used this opportunity in this point to take advantage and push some limits in somethings I’ve always been a fan of.

It was the middle of a lazy afternoon and I had the day off. Emily was near by and we had been exchanging some flirty messages as we were planing on meeting in the evening to do what horned up adults do. Well it turns out she was ready to leave her group and made her way over to the place I was living at the time. I mention this because I was currently living with a family in fltheir spare room and as they all hid away in their respective rooms all the time I could never be 100% sure no one was home unless I saw them leave and since I had been watching TV for the majority of the day who knows where anyone actually was. Read more »

Every story can’t be a winner so here are a few of my not so great moments. [MF] + Unwanted Special Guest

While I was working on another story I remembered/ had panic flash backs of some of my failures throughout my storied history.
Now they are more fun since the embarrassing wounds have healed, I figured why not let strange internet people laugh at my misfortune.

This first mini tale works best mostly because it happened with the girl I ended up losing my virginity too (Bonus story, It went terrible) and this was down the line in our young and foolish part of relations. We had the afternoon to ourselves which can only mean how much of this time can we use to fuck around before people show up. Well nobody was going to around for at least 2 hours which was great and we started to get into the swing of sexy. Down to my boxers, and she was down to nothing things were going a good as they can be when that distinct echo of keys hitting a dead bolt echoed from down the hall. Ashley runs to peek around the corner and sees her dad dropping his tools down. Read more »

Basement Gloryholes are for winners [MF]

I became inspired by another Gloryhole post this morning to share my story as well, and it also being a favorite event of mine I was already eager to post this one so here we go!

The night begins with me getting home after a very heavy drinking Vegas trip and starting to chill online for the night. As most nights at the time I ended up on Craigslist going through the casual encounters. One that I notice right away is a brand new post offering a sheet Gloryhole setup in my neighboring town of Oakland. I hit her up, and we immediately moved over to Kik and set up a time to swing by. After a quick shower I’m on BART and making my way to the Station near by the address.

On the train I had that moment of panic and doubt about how legit this was and what I’ve gotten myself into. Is it actually a woman or am I beginning catfished, how far I’m in to a part of Oakland that I’m not familiar with so on and so forth. I was about to take my train back and send a message saying I wouldn’t make it in time when she had sent me something as I was typing. I wish I still had the exchange saved, but it was along the lines of the last dude bailed and how far away I was. For some reason this gave me the push to make my way down the block and to the place. Read more »

[MF] Messing around in my hatchback in the great outdoors

Kristen and I had been dating for about a year at this and with both of us living at home with Family getting some actual alone time became a challenge. The way around this was a lot of car sex and I was driving a Civic Hatchback at the time so you get real close real quick. So one afternoon we were driving around to be out of the houses when I feel her hand go to the top of my knee and then between my thighs. I take the hint and we start to make our way of the the main area of town into a back road to the boonies.

Kristen was slender and a bit of a tomboy as she worked with farm animals over the summers, her hair was reddish brunette at the time because of a off handed comment I made about thinking red heads are hot (They are and I’ll fight you over it) She had a set of B tits and a very tight ass that could bounce a quarter off of.

Also she was pretty shy for the longest time and then after we had slept together all of sudden the flood gates opened and she wanted to fuck almost everywhere. This being one of those wonderful times. Read more »

[MF] Who knew someone so small could be so strong

Longtime lurker first time writer! As my names sake implies I’ve hit that magic 30 and during the mild panic/retrospective I thought about all my sexual escapades and figured now is the time to share some of the more fun parts of the life I lived while staring in to the distant eyes of deaths cousin Midlife Crisis. Fast forward to time code Sexy Bit to skip background bits.

Now time for a little backstory/context for future stories about this FWB of mine. Taylor was a friend, and we had both done Theater work together her being a stage manager while I was in the booth doing booth things. We spent enough time together to be past the pleasantries and share a quick glance but being in a relationship at the time nothing ever came of it. She was petite with tight brunette curls, a very sexy pair of glasses, lovely pale complexion and strong set of C’s which she very proudly displayed during work weekends. Think a typical sexy librarian but the real life version instead of the crazy porn one. Read more »