My [MF] most memorable NYE hookup

So a few years back on New Years Eve my wingman and I decided to head to this club in West LA. We pre-partied at my place a few miles away then made it to the club around 10:30 via a taxi. By the time we got to the club I realized that we were both really fucking drunk. Instead of exercising good judgment, we doubled down and got even more wasted for the next hour while talking to random girls and having a good time.

My wingman disappeared to the bathroom. I introduced myself to a long haired Filipino girl about my age who had walked by. She told me her name was Angelica but she went by “JJ”. Even in my drunken state, I knew that JJ was not that cute but I could tell that her body was solid under a short black skirt that accentuated her ass nicely. We danced a few songs then I kissed her when the clock struck midnight. JJ practically melted into me and started kissing me about as hungrily as a girl could kiss a dude. She asked me if I wanted to leave and I nodded but told her I had to tell my wingman that I was leaving. I found him a few minutes later talking to a girl and told him I was leaving. He wanted to stay so I told him that I’d leave the front door open since he was crashing on my couch that night.

It turned out that JJ had her car and hadn’t been drinking so I got in the passenger seat and navigated us back to my place. I knew she was down to fuck so I just grabbed her and pulled her into my bedroom, not bothering to close the door. We resumed our make out session from the dance floor and within a minute we were both naked. At this point I usually would have been pretty hard as kissing a naked girl gets me hot but I was experiencing my first (and not last) introduction to the phenomena known as “Whiskey Dick”. JJ pushed me back on the bed and knelt down in front of me to start sucking on my dick. It took a lot longer than usual to get me hard, but eventually she’d managed to coax my slightly above average sized cock fully to life.

JJ was a natural born cock sucker and she expertly alternated between licking, sucking and stroking. She even popped my (then hairy) nuts into her mouth a few times. I think at one point I might have drunkenly passed out as she had to shake me awake a few times to keep me going. While I was enjoying the blowjob, my body was telling me it was time to pass out. JJ wasn’t having any of that though and wanted to get the reward of a nice cumshot. I drunkenly told her it wasn’t going to happen but she decided to take it to the next level.

JJ licked her index finger for a minute then shoved it up my ass. I was pretty young at the time and relatively new to assplay, but this girl knew exactly how to activate my prostate gland. She caressed it with her fingertip while continuing to suck my cock with full deep throats. I realized in my drunken stupor that she didn’t have a gag reflex and that, by this point in the evening, my cock had become really well acquainted with her tonsils. JJ increased the tempo of her prostate play then I felt myself unload a huge load down her mouth. She slurped it down like she was savoring a slushy from 7-11 on a hot day, then climbed next to me on the bed.

I must have passed out again but I woke up to the sound of laughter from my wingman. He was standing in the doorway backlit from the bathroom light behind him, but there was enough light that he could see that I had company. “Sorry SwitchSCEtoAux!” he yelled. “Didn’t know you had company.” I pulled on my boxers and helped him get the couch set up with a blanket and pillow, then grabbed some water from the kitchen. It was almost 3 in the morning. JJ was awake when I got back to the room, closing the door behind me with my foot. I handed her a water and she said “thanks honey” in a cute little voice. I took a few aspirin from the nightstand then laid back down on the bed, hoping to get some more sleep.

“What’s wrong honey?” JJ asked from the darkness next to me.

“Head hurts,” I replied. “Drank too much.”

“You weren’t too drunk to come though baby,” she replied. JJ reached out and groped my limp dick. She gently stroked it for a minute. I wanted to fall back to sleep, but my cock was enjoying the attention and had now hardened up in her hands. She snuggled up to me and starting kissing my ears, cooing “I think he likes me!”

I rolled towards her to kiss her but she misread my intention and rolled over onto her stomach. I ended up on top of her, kissing the back of her neck and ears. Apparently that was her weak spot as she started squirming underneath me. I dragged my tongue down her spine and she shivered with pleasure, then I returned to kissing her ears. Apparently my now hard cock had aligned itself with her asshole as JJ started wiggling against it, moaning in pleasure as the tip dilated her puckered little ring. “Do you want to fuck my asshole baby?” she groaned.

“Uh-huh,” I replied.

“Do you have any lube?” she asked as I kept pushing it in, meeting resistance as her asshole was dry.

I glanced over and found the bottle of Jurgens that I kept bed-side to jerk myself to sleep. I squirted two pumps of it onto my hand, then slathered some over my cock before shoving a now lotioned finger up her ass. She immediately clenched her ass around my finger and hissed in a breath of pleasure, then relaxed her ass enough to release my finger. I positioned the head of my cock to line up with her asshole and started gently rolling my hips forward to ease my cock into her. It took a minute as she squealed in pain every time the tip of my cock had fully penetrated her while her body had a grand mal seizure, clenching up tightly. I left the tip in, slowly dilating the entrance while she adjusted to the sensation, then slowly eased my cock into her an inch at a time until I was fully inside her. I didn’t move at that point as she was still shuddering underneath me, then she blew out a big breath of air and I could feel the tension leave her body.

“Fuck me baby” was all she said.

I didn’t need any more encouragement and went to town on her little asshole, pumping my hips vigorously in and out of her while my balls slapped against her pussy on every stroke. Not to be selfish, I reached my hand under her hip and placed my middle finger against her clit, flicking her bean on every stroke so that she could get off. Her little cries of pleasure and pain were starting to grow louder, so I redoubled my efforts to literally fuck the shit out of her body. I felt myself starting to get close and asked her where she wanted me to come.

“Come inside me baby,” she whispered through a mat of sweaty hair.

I unleashed my second load of the night deep into her ass, breathing like a freight train as I grunted and strained with each rope of cum spurting deeper into her. She cried out and shuddered once or twice, but I didn’t know if it was an orgasm or just relief to know that I wouldn’t be fucking her ass any longer. My cock went limp inside of her and after a few pants in her ear, I gently pulled my cock out of her ass. She lay there, quivering for a few moments, quietly breathing. I nuzzled her ear and brushed my lips against hers, but she barely moved. I noticed that it was a little pungent in my room so I found my jerk off towel in the bedstand and wiped myself down as best I could, then passed out next to her.

I woke up the next morning around 8 a.m. and found myself staring at JJ’s not so pretty face. In fact, she had hit a few branches on the ugly tree as she’d fallen down it. She kissed me awake but I made a face and rolled away from her, telling her that I had bad morning breath. I put on a t-shirt and workout shorts then went into the bathroom to piss. I could see the remnants of her ass juice on my cock so I cleaned that off then brushed my teeth. When I came out, JJ had put on her nightclub outfit from the night before and looked ready for the walk of shame. I cracked the bedroom door and put my finger over my lips to tell her silently that my friend was sleeping on the couch, and she nodded in understanding. She turned at the bathroom door however and closed it behind her, then I heard the sounds of her peeing. I stood at the door for another minute and heard the sink running and realized she was using my toothbrush, but there wasn’t anything I could do about it. She came out and smiled at me, then I pointed to the front door.

We tiptoed through the living room where my friend was on the couch, but he’d woken up at some point, sitting up on the couch. “Good morning,” he said with a huge grin. “I’m Wingman.”

“I’m JJ,” she replied. “Nice to meet you.”

He winked at me then slipped past us on his way to the bathroom. I slipped on a pair of shoes and escorted JJ to her car, hoping that my neighbors wouldn’t see her as she was even uglier in the morning sunlight. She handed me her contact information from her purse, gave me a peck on the lips, then drove off while I walked back to my apartment.

Wingman was sitting there on the couch, still grinning from ear to ear.

“Damn dude. That is for sure the ugliest girl I’ve ever seen you bring home,” Wingman laughed. “I was jealous when I got here because I could hear you banging her, but now I’m not so sure.”

He wrinkled his nose. “By the way, did something die in there? What’s that smell?”

“I think I need to wash my sheets,” I replied with a laugh. “Raw dogged her in the ass last night.”

“If I can smell it from here, you’d better put some napalm bleach on those sheets. Better put some on your dick while you’re there.”

Source: reddit.com/r/gonewildstories/comments/i7ank1/my_mf_most_memorable_nye_hookup