Just Another Headache

I woke up with a throbbing headache and a sore ass hole. Sitting up, the room spun for a second. I closed my eyes and let it settle before opening them again. I stood up, and my right foot landed right on a squishy, cold, used condom. Squinting and trying to focus on it, I saw it was tied at the end and had a little bit of cum in it. I stumbled nude to the kitchen for a glass of water, my soft, uncut dick swinging as I walked. I’m a shower more than a grower, so I’m about 5” when soft, 6.5” when hard, and definitely thicker when hard, too.

I sipped a glass of room-temperature tap water and tried to recall the events of last night. It was my best friend's birthday. We all went out to his favorite bar, where we could have dart tournaments and play table shuffleboard. I remember drinking shots of tequila.

“Oof…fuck,” I groaned, rubbing my temples as the light from the living room windows hurt my head, forcing me to lay down on the couch.

I don’t know why, but every time I have tequila, I wake up like this. Hungover as fuck, having pieces of the night completely wiped from my memory. If I were a hot girl, I would assume I was drugged, but I know better. Plus, my best friend loves tequila, so it’s safe to assume the shots were his idea.

I woke up to a knock at my door.

“Coming,” I shouted and stumbled to the door, still nude. I looked through the peephole. Then I looked at the clock on the stove, which read 5:25 pm. Damn, I wasted the day. I cracked open the door and leaned into the gap to look at this guy, “can I help you?”

He smiled at me, “Umm…I just got out of work. You told me to come back after work,” he chuckled. You don’t remember me, do you?” He smiled at me and brushed his bangs out of his eyes.

I vaguely remember that hair tickling my forehead while making out last night. Fuck, this must be who that condom belongs to.

“I’m just kidding; come in,” I told him, stepping behind the door, doing my best to cover my cock as I let him in.

He looked me up and down and grinned, “Damn, is this how you answer the door for everyone?”

I chuckled, “Sorry, I just woke up. Last night was…wild,” I said, half questioning but trying to sound like I remembered the night. I locked the door behind him.

“You’re telling me,” he gave my left ass cheek a gentle spank.

“I’ll go put some clothes on,” I told him.

I quickly slipped on a pair of black Banana Republic briefs, some gym shorts, and a light blue t-shirt. I turned to see him leaning against the door frame, watching me dress. As a joke, I pointed at the condom on the floor, “You left something,” I chuckled.

His face scrunched up, and he crossed his arms, “Umm…that’s not mine.”

I laughed, “It was on my floor when I woke up this morning.”

He looked dead serious, “I don’t know whose it is, but it’s not mine.”

I started to realize he wasn’t fucking with me. “Then whose is it?”

“I don’t know, but I didn’t fuck you last night. You gave me a blow job; then I told you I would go home since I had to work in the morning. You told me to come back after work, and…here I am.” He crossed his arms.

As he said it, the evening events started to come back to me. Fuck…this is awkward.

“I think I’m going to go,” he started walking toward the door. “You have my number; if you remember my name, text me when you feel better.” Then he left.

I tossed the condom in the trash. I grabbed my phone and opened Grindr. The last message at the top said, “I'm here,” and I rolled my eyes. Scrolling up through the conversation, I quickly looked for some photos. Big dick photo. His body was a little on the stocky side with a little bit of dark curly hair on his chest, not usually my type, but he did have a nice dick. As I kept scrolling, one part of the conversation caught my attention near the top:

Looking4RN: you horny?

Me: Yeah, just blew a guy thinking he’d give me some ass..then he bailed lol

Looking4RN: you top?

Me: yeah, u?

Looking4RN: yeah lol

Me: damn

Then there was a bit of a break for a bit, I think I passed out but must have woken up when he messaged back a half hour later.

Looking4RN: I could use a bj if you’re giving them out lol

Me: come thru [location sent]

Looking4RN: bet

That's when I started thinking about blowing him. It all started flooding back. I was looking at the blue and black camo 2xist briefs on the floor and remember him pulling them off of my hips while we kissed, and he pushed me down to sit on the bed. I remember sitting on the edge, giving him the sloppy blow job he wanted, really putting in my best effort when he asked me if I wanted to fuck.

Pulling his dick from my mouth and jerking all seven thick inches, I wiped my mouth and grinned, “fuck yes.” I stood up and grabbed the lube and condoms from my dresser drawer, walked back over to the bed where he was still standing stroking his dick. He held out his hand, and I gave him a low five. He chuckled, then took the condom and lube from me. “Umm…”

He quickly put the condom in his mouth, tearing the wrapper open with his teeth and spitting the torn piece onto the floor. He lubed his dick and then rolled the condom down his shaft. He poured more lube onto his now-covered cock and grinned at me as he stroked himself with his right hand; his left hand reached around and started rubbing lube on my ass hole.

I let out a moan; the feeling of having my hole played with has always been something I enjoy, but I’m not into bottoming. He pulled me tight with his big hand, his defined arms bulging, his middle finger rubbing lube into my hole, and he kissed me. His tongue wrestled with mine. His body was radiating heat, the smell of the latex wafted through the air, and my horniness consumed my senses. He pushed his finger into my hole to the knuckle, and I groaned, breaking our kiss; I let out a heavy sigh, “I don’t bottom,” I shook my head, unable to look him in the eye as his finger wiggled inside my ass.

“Bro,” he cocked his head to the side, and he continued stroking his dick.

I looked up at him, feeling a little guilty.

“Let me fuck you for a little bit,” he continued wiggling his finger inside me.

I shook my head no.

“Dude, I’m so horny; let me just put it in a little, and you let me know when it’s too much,” he pleaded.

I looked up at him again, his puppy dog eyes pleading for some ass. “Ok, just a little, and then I’ll suck you off, ok?”

“Mmm, yeah,” he groaned, pulling his finger from my ass and squeezing my right cheek hard in his palm. He turned me around and pushed me onto the bed. I lay flat on my stomach, and he spread my legs, sitting on his knees. He pulled my hips up so I was face-down, ass up, and started slapping his dick on my ass. It felt pretty good. I took a few deep breaths, waiting for him to push in, but he kept humping his cock up my ass, feeling out the position. Spreading my knees wider with his as he gripped my hips and pulled me onto his cock. He leaned over, grabbed the lube, and drizzled a little more onto my ass, letting it run down my crack, then using his dick, he spread it up and down until he found my hole and started to push.

“Ah, shit,” I groaned, feeling the thick head pop into my outer ring. “Shit, shit, shit, ungh,” I groaned, not asking him to pull out because I knew he was barely in me, and I didn’t want to be a bitch, but fuck this stung more than I expected.

“Just relax, man, breathe and push out,” he said. All things I’ve said to twinks before since my dick is a solid 6.5” and a little thicker than his. I buried my face in the pillow and tried my best to relax my ass and let him get another inch into me. “That’s it,” he massaged my ass.

I gave it another minute, and it still wasn’t feeling good. “Fuck man, I don’t think I can do this, I don’t bottom,” I told him. He pushed harder into me, and I went flat on the mattress; the pain from his cock invading my tight ass was too much to bare. I groaned and whined into the mattress as his larger body pressed flat onto mine.

I felt his breath on my neck as he whispered, “That’s it, baby, now you’ve got most of my dick in you,” he rocked his hips forward.

“Ungh, fuck man, it fucking hurts,” I groaned.

“I know, baby, just relax and let me fuck you, just for a few minutes, you promised,” he said.

I felt dizzy, drunk, and confused. The weight of his body was intense, and the size of his cock was forcing the air out of my lungs. He kept humping into me, my body rocking on the mattress, my bed squeaking with every thrust. I groaned and panted, catching my breath as each push-in went slightly deeper and stretched me out just a little more.

“Yeah, fuck that feels good,” he groaned, getting more forceful with every thrust.

“Ugh, are you close?” I asked, knowing he had only been in me for a few minutes, hoping he would cum faster than the guy I blew earlier.

“Not really, feels good though; you got a real tight ass,” he grunted, holding my hips as he fucked me into the mattress.

“Ungh,” I groaned, clenching my teeth and trying to take it like a man. Trying to prove to myself that the guys who couldn’t handle my dick in the past were just bitches, trying not to deny him ass once he got a taste. I’ve had that happen to me too many times, and I hate it. “Hurry up and cum man,” I groaned.

He started thrusting harder into me, grunting like an animal, “fuck yeah,” he started slamming his hips into me. Harder and faster with each thrust, fucking me like a rabbit for a minute until we both felt it, the condom popped, and he stopped thrusting. “Fuck,” he groaned, “It broke,” he chuckled, relaxing his hips and letting his weight push his now mostly raw cock into me.

I chuckled, “I felt it,” I said, letting out a breath of relief, knowing he would pull out now.

He kissed my neck, “Are you gonna make me pull out?”

He rocked his hips again, not really thrusting, just nudging deeper, “Ungh…what…what do you mean?”

“Do I have to pull out?” He said more aggressively.

“It broke, the condom broke,” I reminded him. Even in my drunken state, I knew the rules.

“Yeah, but…I’m already in you raw now; safety is gone,” he chuckled, flexing his cock in me and making me groan.

He was right; if he had anything, there was definitely enough precum to have given it to me, but if he didn’t…fuck, this felt good. His precum and the lube on his cock made it slide effortlessly into my ass, almost soothing the sting I had before.

He rocked his hips a little harder, testing my convictions to safety, and my horniness won out. The feeling of his slick cock was pegging my prostate now, the pleasure keeping me from saying anything to stop him as he quickly ramped back up to his full-speed fucking.

I was moaning in pleasure now, spreading my legs to let him get every nanometer of cock into me. Rocking my hips to match his thrusting and feeling his moans come from his chest into my back and vibrate my body.

“Fuck that feels so good, your gonna make me cum,” he moaned, holding me tighter and sucking on my neck.

“Mmm, fuck yeah,” I groaned and then realized he meant he was going to cum inside me.

Before I could form the words to tell him to pull out, I felt him slam into my ass, his cock swelling and pulsing inside me. He grunted, and his body stiffened as he held me tighter, blasting his load into my guts. Then he rocked his hips, pushing his load deeper into me, smearing it the entire length of my chute, two more gentle slow thrusts, and then pulled out completely with a whimper and a chuckle from the tickling sensation of my outer ring, sucking the last drops out of his over-stimulated tip. “Fuck, man,” he grunted, sitting back up on his knees.

He got off the bed quickly, and before I could roll over, he was already pulling his pants back on and slipping his feet back into his sneakers. “I really needed that man,” he grinned at me, pulling his shirt on before doing up his pants. “I’ll hit you up next weekend,” he winked, then let himself out.

As I sat on the edge of my bed, sipping my water, I looked down at the floor and realized the condom I stepped on wasn’t tied in a knot; it was broken and barely had any precum in it. I sipped my water and took a deep breath. I guess I can put “vers” in my profile now.