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I [M] just got back from a Gloryhole [F] | 2016
So I literally just got home/out of the shower I needed. Of all the things I could do in a five hour span, this one is probably the dumbest yet strangely arousing thing I could have picked.
First of all, around 2 or so, I responded to a craigslist ad. It's something I've been doing lately but they never pan out. Until now. The post reads: "Dark Anonymous Gloryhole/Get Your Ass Licked." Right away, the quality of the post is above the rest since it uses correct grammar and spelling. Being the horny motherfucker I am at 2 am, I click on that shit. Basic ad, pretty straightforward about what she's looking for; asks for age, photo and email. So I respond and we exchange back and forth for about an hour or so before she finally tells me to come over.
At this point, it's past 3 am and I'm having second thoughts. But the horny side of me urges me on. I can feel my dick throbbing against the inside of my pants at the chance to try this out. So I set off.
Her place is an hour out. As I make my way there, hitting every red light it feels like, the logical space in my brain is screaming at me "WHAT THE FUCK ARE YOU DOING, BRO. DON'T DO THIS TO US" but I'm already 15 minutes in, now 30, now 45. At this point, I resign/prepare myself for what's to come. I take out my cock at (yet another) red light and periodically stoke it to full mast before letting it go back down while I'm coming to the end of my drive.
Finally, I'm there and get instructions to park at the corner and walk to the back of her house. Like a dumbass, I go the wrong way. At this point, it's about 5 am so it's pitch black. Most of my thoughts so far have been that: Worst Case) I'm about to get mugged or Bad Case 1) It's a dude and Bad Case 2) I'll catch something. Well the neighborhood seems nice enough so my mugging fear goes away.
Finally, I find the place. I head around to the back and find an ajar door to a basement/shed type area attached to the house. I walk in and look to my left to see the makeshift Gloryhole. It's basically a linen sheet or some other rougher material like that, with a jagged hole about a foot long and 4 inches wide at the most.
I walk up to this hole, turn off the flashlight I was using to navigate, and unzip. It's pitch black again. A hand comes from the hole and pulls me closer. The hand strokes me as I grow larger despite the freezing morning air. A mouth wraps around me soon enough, taking me in. I can feel her going down my cock while she massages my balls. She licks my balls a bit before going back down. She deepthroats me; which I hear more than feel as she gags. At this point, I was pretty sure it was a woman judging by sounds she's making (there was no talking or touching but I could still hear a few things through the sheet) but now I hear her fingering herself so I'm absolutely sure.
Somehow, I get the cue to turn around. I'm still not sure how it happened, but there was a lull and maybe a slight motion and I knew, remembering the rest of the ad about "Getting my ass licked." I turned and bent over and she began to toss my salad like I was Julius fucking Caesar. I've never actually experienced this before now. It was fantastic. I fought the urge to moan, and my body and I agreed to make small, quiet ones. After about a minute, I'm motioned to turn around again.
Now, I am completely full mast (which to be honest, is a pretty solid 7"). She goes down on me a little more before herself turning around and bending to take my dick inside her. She pushes against me a few times before I take over and begin thrusting. As I go, I get more and more into it. Before, I was hesitant, the whole experience was still so new and the journey itself was altogether unpleasant. But it was paying off here. I was unwrapped and inside this unseen woman going at it. I'm gripping the doorframe and pushing my body lightly against the sheet. The only noises I can hear are my own breaths, her moans as I go harder and harder, my body slamming against hers and the slightly squishy sound of my dick inside her. I normally fuck with music on so the overall chorus is new to me.
Finally, I empty myself into her and shudder behind the makeshift curtain. She wiggles on me and squeezes my balls for good measure. I pull out, get my pants on (I hear her getting dressed on the other side) and wander back to my car still wobbly.
The car ride back was mostly self-loathing. But now that I'm back, showered and reliving it, I'm feeling awesome. That recklessness was something I never do and it feels delicious. She followed up saying that I was great, complimented me on my size and offered to go again sometime. I'm still not sure of my full feelings or if I ever want to do that again. The act itself was fun, but the risk is a lot. I still have no idea if I caught something or not. But god damn. That was a rush.
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