Summer Blues: Caught with My Dick in Her Ass [MF] [m19/f18]

*This is a true story. At the request of the fucked, the names have been changed. Out of respect for the masturbators, the rest has been told exactly as it occurred*

*Check out [Part 1](https://www.reddit.com/r/gonewildstories/comments/jx9p8w/fucking_away_those_summer_blues_f18m19_mf_long/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) with Isabel for some un/necessary back story. And of course cross the —-line—- if my meandering build up isn’t getting you off.*

After that first hookup, Isabel and I fell into an unspoken booty call situation. Our only real communication were the once or twice a week “hey, what’re you up to?” texts. Generally within 30 minutes of that text, someone’s pants would be off or at least being fumbled with.

As a horny teen I certainly wasn’t complaining with a no strings situation, we both were getting off and didn’t really want anything beyond that. Unfortunately we were both still living at home which meant we could only hookup in one of our cars. We quickly got pretty skilled at finding spots around town that would be abandoned by nightfall, in a small town the options were nearly endless.

The restaurant parking lot we used the first night turned out to have a security camera. I’m sure no one ever saw us, or more importantly cared, but my paranoia got the better of me so we found a couple more spots to park over the course of our hookups.

One that we used quite a bit was at the entrance of trail. It was usually abandoned but occasionally high schoolers would be smoking pot, or probably hooking up themselves so we had a couple backups (damn kids and their hormones). A common one was next to a dumpster in the back parking lot of a hobby store, incredibly sexy I know.

There was a drive through kfc across the small street so in theory people who had just ordered and were in the middle of the turn to the pickup window could potentially see a car with fogged up windows and a suspension being put to the test. Sometimes the nerves would get to me so we would try out other spots to the point that I have distinct sexual memories of most of the parking lots in town. (I’m thinking of running a bus tour if y’all are interested)

The night in question I had initiated since I was bored and horny, my default setting. She informed me in response that she was on her period but that “we could still fool around”.

I assumed that just meant making out and possibly oral. But I still brought condoms since I’m cool with period sex but I wasn’t planning to push anything especially since it would certainly be messy in a car. (You read the title you know where this is going but believe me this anal virgin had no clue.)

It was around midnight when I pulled up at her place across town. I texted to let her know I was outside. She soon emerged from the house. I watched as she strode swiftly to me in the chilly night wearing black leggings and one of her signature large sweatshirts. Her frizzy curly hair bounced with each step. She climbed in my car and we made our perfunctory hellos.

“You know that used car dealership on Town Ave that went out of business like a decade ago?” I asked as we pulled out of her neighborhood.

“The one near Town Cafe?”

“Yeah I was driving by the other day and I realized there’s an alley way behind it that’s only accessible from a side street. Wanna try it out?”

“Sure why not!”

The black keys coming over the radio filled the rest of the drive as we didn’t have much to say really. It was only 10 minutes away and I rebelled in the peaceful tranquility of what was a usually bustling town being totally dead, which made it all the hotter to be sneaking around defiling every dark corner.

We entered the alley way and it was empty as expected. I pulled all the way to the dead-end where we were surrounded by the dealership office to the left, a wall to the front and a fence to the right. I turned off the car but left the music playing on low.

———————————————————————————-

She took the initiative, as usual, and climbed into the backseat. I took a beat to admired her bubbly ass and soon followed suit. We got comfortable next to one another and our lips quickly attacked one another. Softly at first but it quickly accelerated to our tongues wrestling for their lives as we took pauses to bite each other’s lips with increasing rough slobbery playfulness.

Our hands wandered and groped as she made the move to straddle me. I had one hand glued to her tight ass, massaging and lightly spanking, while the other wandered up her sweatshirt and shirt to feel her braless tits. Her left hand had a tight grip on the back of my neck as she grinded into me. Her right pulled my torso into her with each dry hump.

“I want you to fuck my ass” she said while I left a hickey on her neck.

“Yeah?” I attempted to play it cool.

“Yeah”

We kissed deeply as a million thoughts went through my head. I hadn’t done anal before and it wasn’t entirely something that I fetishized. However, I found the thought of it to be incredibly hot. I was just caught a little off guard.

I began to lift her shirt and sweat shirt off of her, revealing her tight stomach and hard nipples that glistened in the little amount of light that made it in to this dark alley.

I sucked and nibbled on one nipple as I played with the other between my fingers. Our humps into each other becoming more desperate with each passing second.

Soon enough our clothes were off and we were once again feeling the scratchy 80s upholstery on our naked bodies. I grabbed a condom and she fished out a bottle of KY from her sweatshirt pouch.

She took hold of my now covered member and applied a thick layer of slippery lube. We hadn’t discussed our sexual histories much but it was clear that she had done this before, all of this, and that made me all the harder.

She turned around and climbed onto the bench seat and assumed the doggy position sticking her ass into my face. I was now eye to brown eye. Her ass was impeccable and defined, with just a tiny opening that I was expected to defile.

I quickly got into position behind and lined up my throbbing dick between her cheeks.

She craned her neck to look at me and warned “Go really slow okay?”

“Yeah…for sure” my heart rate spiked and the world slowed as this debaucherous act was seconds away.

I aligned my cock to enter her asshole and very slowly pushed forward. Immediately my invading member was met with resistance. I pushed a bit more which revealed a very specific tightness I had never experienced. She told me to pause about a dozen times so her ass could readjust. It would only last a moment and she’d encourage me to go forward. Each quarter of an inch felt as though my dick would be trapped in this vice.

Eventually I finally had no more cock to push. I was fully inside her ass feeling a tightness that was only rivaled by my death-grip teen phase of my masturbatory career.

I began to pull out and start to slowly rock in and out of her. She encouraged me to pick up the speed and soon I was fully fucking her just as I would her pussy. We took small pauses to apply more lube and with each thrust she would throw herself back into me with more enthusiasm and raw energy.

She was leaning one elbow as she aggressively circled her clit with her other hand. Her face scrunched up in concentration, biting her lip. I alternated between grabbing her tits to play with her nipples to slapping her ass, letting the slapping noise echo in beat to whatever song played softly over the radio. As she readjusted to her more comfortable, I replaced her hand to play with her clit.

And then suddenly as I was transfixed by the moonlight dimly showing her tanned back muscles move to get fucked harder, a flood light flashed on through the rear window.

My neck whipped to see what looked like a cop car pulling forward.

“Fuck it’s a cop”

“Fuck seriously?!”

Her ass tightened, squeezing my dick practically right out of her hole. We pulled apart immediately and started an slapdash to get our clothes on.

“Fuck!”

“Shit fuck!”

I pulled on my shirt, backwards at first. She threw on her sweatshirt and already had her leggings half way on. The light was getting brighter as the cop car got closer. I couldn’t find my underwear, they were theatrically thrown in the heat of the moment. My pants were snagged somewhere on the metal mechanism under the passenger seat and in my stress I couldn’t get it undone.

It was too late, the cop knocked on the window with his flashlight. So I immediately just piled up the part of my pants in reach on my lap to hide my rubber covered shame.

Thankfully Isabel had her shit together and was able to roll down the window in a state of some presentability.

The policeman shined his light in our eyes, adding even more disorientation as the blood finally was making its way from my turtled penis to my cornered brain.

“You guys know this is private property right? You can’t be here”

I managed to stumble out something while still doing my best to hide my junk under a pile of denim, “So sorry, we had no idea”

“Yeah we’ll leave right now”, Isabel said more assuredly.

“How old are you guys?”

“Eighteen”
“Eigh-nineteen”, I’m really not great at keeping cool around, cops especially with my bare ass just a slip away.

“I’ll need to see some ids”

We rustled through our shit and provided them to him. He walked back to his car.

“You think he’s gonna call our parents?”, Isabel asked her eyes tracking the law enforcement intruder.

“It’s gonna be fine, why would he do that? I mean he wouldn’t right?”, my focus was on dislodging my pants cloth from the metal it was caught between.

“We’re both adults…”

“Exactly”

We were both panicked but had no where to run. I had finally gotten my jeans free and shimmied them on like my life depended on it. The condom still clung to my shriveled scared dick.

“Shit, he’s coming back”

He leaned back through the window and handed us our IDs.

“Look in another life this probably would’ve been me. You just can’t be on private property, okay guys? Go home and have a good night.”

We thanked him through flustered relief and soon enough his car was reserving out of the alley.

We got buckled (not risking shit at this point) and I started the car.

I sighed and let out a relieved “Fuck”

Isabel replied with the same. My shoes were strewn about somewhere but I just wanted to get the hell out so I started reversing barefooted out of the alley. I started driving towards her side of town.

“Sorry about that”, I apologized for daring to try something new, god punishes sodomy I guess.

“Haha no big deal”, she said taking it in stride.

“So want me to take you home or…”

“Or?”

“I don’t know… we were rudely interrupted”

“Ha Yeah I’m down”

We agreed to return to the dumpster spot near the kfc, suddenly the possibility of a midnight snacker catching us didn’t seem so bad.

Once parked, we got in the back and quickly undressed again. There was a certain electricity now. I never considered I was into any exhibitionism but the adrenaline and hormones were really riling me up. I could sense Isabel felt the same as our kisses and grabbing at one another grew more fervent and filled with lust.

I put a new condom on my rock hard cock and applied lube while Isabel got into a different position this time. It was still doggy but she was leaned over the center console from the back seat so she could sort of crouch stand. I lined myself up behind her and was met with less resistance as I felt the comforting home of her ass surround me. We started slow again but gradually we picked up rhythm.

I slapped her ass hard, trying to leave red imprints of my fingers, she would whimper in approval as each also rung out. I was fucking her increasingly roughly as she started really throwing herself back on me with each motion. She used her grip on the passenger seag as leverage while also really strumming her clit.

“Fuck I’m gonna cum”

“Yeah Rodd, cum in my ass. I want you to fill me up”

“God…fucking…damnit”

I was teetering on the edge but I was still new the specific tight sensation of an asshole and the stress from earlier was very much a blocker. I started slamming into her harder and pulled her body tighter into me as I circled her clit and grabbed her hips.

Soon, or rather later, time was a mystery, she tensed up and let out an exasperated moan signifying she had cum. I love making my partner cum, hearing and feeling her cum just about sent me over. It took another couple minutes of rough fucking before I finally was there.

“Fuckkkk”

My hips jerked as her hers pressed into me. I filled the condom as I held her hips with an almost death grip.

We both fell back and took a beat to recover.

“Well that was a night”, I said as we both started to get cleaned up and dressed.

“Yeah seriously, let’s not get caught by the cops next time”

“Weirdly kinda hot though”, I said half joking.

“It’s hot almost getting caught, actually getting caught is definitely not hot”

“Ha fair enough”

We ended up finding some more spots around that entered our regular rotation, we always did make sure to avoid any dead end alleys (which is probably a good life lesson in general).

ACAB

Source: reddit.com/r/gonewildstories/comments/k1bw3o/summer_blues_caught_with_my_dick_in_her_ass_mf