A Virgin Top Topped: Cherry Mash

Dan pushed the beer across the table then sat down across from me. “Thanks for dinner.”

“Hey, it was only pizza, but it’s good to see you again,” I replied.

“After our talk in my office at the clinic, and since I didn’t hear from you, I was afraid I had scared you off. You had a lot of questions.”

“And you gave me a lot of things to think about. It just took me a while to work up the courage to call.”

I played with the top of the can, rubbing my finger around the edge. I was nervous as hell, not sure if I should stay or run to my truck and beat it for home.

He reached over and touched my hand. “Damn you’re cute.”

I looked up and smirked. “Yeah, I’ve been told that before. I always figured I was too short to be handsome.”

He shook his head. “Man, don’t put yourself down. You’re good looking with a fantastic bod and gorgeous ass. Come on, you’re hardly a midget.”

“Sorry. 5’ 7” just doesn’t quite make the big leagues.”

“I don’t know, from what you told me, you’re not doing so bad.”

I thought of the guys at the gym that I fucked on a regular basis. “Yeah, I suppose so, but…”

“There’s that ‘but’ again.” He hesitated. “Are you sure you want to do this?”

I bit my lower lip and stared down at the beer in my hand. For the last year, as I plowed Gary and Randy and the others, I couldn’t stop wondering what it would feel like to have a cock up my own ass. Not one of theirs, mind you. After all, I was their top and they my bottom. Shit, it’s now or never.

I looked over at Dan. “A person can’t know if he likes steak tartare if he’s never tried it.”

He threw back his head and laughed. “And now you’re a philosopher. I like that. I take it that’s a yes.”

I nodded

He leaned across the table, looking me in the eyes. “As much as I want to plow that beautiful virgin ass of yours, we’ll take it slow…at first. But as the night progresses it’ll get rougher. Any time you want to stop, just say the word. Any time you want to leave, the door’s not locked. OK?”

My heart was pounding like a jack hammer, my hands were trembling, and my dick was trying to bust out of my jeans. I nodded. “OK.”

He nodded to the adjoining room. “Let’s go in the living room where it’s more comfortable.”

I followed him, my legs shaking and heart pounding. Shit, I feel like a pussy on a first date. Wait, that’s pretty much what this is. I smiled to myself at my inside joke and tried to relax.

Dan moved the coffee table to one side, leaving the area rug uncluttered. I wasn’t sure what to expect, whether he was going to throw me down and rape me right there, or if we were just going to sit and talk for a while.

He faced me, putting his hands on my shoulders, kneading them gently. “Damn, you’re stiff as a board.” He leaned his crotch into mine. “In more places than one.”

I ground my swollen tool into his. He moaned and brushed his lips on mine. He circled my lips with his tongue. When I opened my mouth slightly, he drove his tongue in. Without hesitation, our tongues were in a duel, both of us gasping for breath, our pelvises grinding into the other.

He pulled my shirt over my head and kissed his way down the valley between my pecs, then kissed and sucked each tit.

I moaned, “Shit that feels good.” I added in a whisper, “My tits are my weakness.”

He nipped the swollen point of each one with his front teeth. “Good to know. I may need to use that later.”

He kissed me once more as he unbuttoned my jeans and pushed both they and my skivvies down over my butt. He then pushed me down on the sofa so he could pull off my boots and socks and strip me naked. He smiled down at me. “Hey, man, you’ve got a cute face, but the meat starin’ up at me from your crotch is damn nice.”

I shivered as his fingertips grazed the inside of my thighs, over my balls, up the tender underside of my shaft, to twirl them around the edges of my engorged head. He licked the pre-cum from my piss slit.

I moaned in ecstasy as he sucked first the head and then my entire shaft into his mouth and throat.  If this was the way the night was starting, I couldn’t wait for the finish.

I fought the strong urge to blow. I have always been able to recover quickly, but this night I wanted my nuts to fill to the max so that when the time came it would be a major explosion.

Dan seemed to read my mind. With a slurp he pulled off leaving my shaft standing erect like a proud flagpole. He stood up and pulled me to my feet as if to say, “my turn.”

I pulled his shirt over his head then went to my knees as I unbuckled his belt, loosened the snap at his waist and lowered his fly. I was excited as well as relieved when I pulled his jeans and boxers down to his ankles and helped him step out of them. The cock that was staring me in the face was healthy, but not extreme. I figured it to be a bit longer than my six, but the head was twice the size of mine. I figured if I could manage to get that globe beyond the outer muscles of my ass, I might survive.

He moaned as I licked up the underside of his shaft, using his previous handiwork as my example. I licked the pre-cum from his piss slit and tongue-fucked the gaped opening as I popped the engorged head through my lips like a kid with an all-day Lolli-pop sucker.

I worked my way down until his head hit the back of my throat, pulled back and tried again. There was still a good two inches to go. I sucked the head as I worked his balls and the root of his cock with my fist, but I really wanted to swallow him.

As before, he seemed to be a step ahead of me. He pulled out and lifted my face. “Stick out your tongue.”

“What? Now we’re gonna play doctor?”

“No, but that may come later. Now, stick out your tongue and say ‘ah’.”

I did as I was told.

“That’s what you need to do to swallow a cock.”

“Easy for you to say.”

“Yeah. Now shut up and try it.”

I again sucked his head between my lips and slurped my way down. But this time, I did as he had instructed.

He whispered his encouragement. “Relax. Open up and relax and enjoy.”

Much to my amazement, he slipped past my larynx as I buried my nose into his pubic hair. And then I freaked and gagged because I couldn’t breathe.

He pulled out again, wiped the tears that were running down my cheeks, and kissed me. “Good. You’re a fast learner. Now try it again, but this time don’t freak out. Remember. I’m a nurse. I won’t let you die.”

I pulled him down and kissed him hard. “No. What you are is a sadist, and I think I’m beginning to like it.”

He smiled. “Oh, we’re just getting started.”

I went down on him again. But this time I opened up and swallowed him in one pass, working my tongue and lips as tight as I could manage around his swollen shaft. I assumed he was enjoying it as he gasped, “Fuck, oh fuck, yes. Shit. Suck my cock. Oh, fuck yes. That feels so damn good.”

I started working his cock with my mouth and tongue and lips. He grabbed the hair on the back of my head, slamming my face into his pubs as he rammed his cock down my throat.

Suddenly he pulled out of my mouth, pushing me to the rug on my hands and knees in a bottom wrestler’s position. He drug his fingernails gently down the length of my spine. I flinched as his fingertips glanced the pucker of my ass.

He spread my butt cheeks. I jumped as his tongue flicked the tender opening and moaned as the tip parted the lips of the nether-land. I had watched guys rimming in porn vids, but always thought the whole thing gross. Suddenly I had fallen in love with the act.

I pushed back against that slippery, wet serpentine projection as it dove deeper into my love canal, circling my inner-most parts. I couldn’t help but shout, “Fuck, fuck, fuck! Shit, shit, shit!”

I felt him laugh more than heard him. He stabbed one last time, then withdrew, only to be replaced by the tip of his finger. As much as I dreaded the pain I was sure would come, my ass was begging for more.

I heard him pop up the top of the bottle of lube and shivered as the cold goo drizzled down the base of my spine into the valley between my cheeks. He whispered, “Relax. Just like you opened your throat for my cock, open your beautiful ass for my finger.

I pushed back, opening myself as much as I could. The rough pad of his middle finger rubbed circles around my puckered hole. Gently he entered me, sliding past the outermost muscles into the cavern beyond. To my surprise, there was little pain and much pleasure.

As I relaxed, he drove in deeper, exploring the depths of my fuck canal. I gasped as he brushed past my prostate, then moaned as he massaged it with his fingertip. He whispered, “That, my friend, is what is known as your G-spot.”

I replied through gritted teeth, “As much as I’m lovin’ it, if you keep that up, it’s gonna be an IO spot…an instant orgasm.”

He laughed as he withdrew, leaving me with an empty, longing feeling. That didn’t last long as he added more lube and replaced the one finger with two and then three. Each time, the flash of pain quickly turned to waves of pleasure.

With his fingers still working within my hole, I heard him rip open the condom envelope with his teeth. I trembled in fear and anticipation as he rolled the sheath over his shaft. He added more lube, then slid his dick first between my legs up to my balls, then up between my ass cheeks to my tailbone. Finally, he centered his rock-hard cock against my quivering hole and began to push.

I protested. “Fuck, man, there ain’t no way.” Then I screamed as that bulbous head slipped through my opening past the sphincter.

He kissed me between the shoulder blades, then whispered, “Where there’s a will, there’s a way.”

As before, the pain of the intrusion quickly turned to pleasure. I pushed back to let him know I was ready for more.

He laughed. “You’re a natural. You may have been a top before, but after tonight, you’re gonna love being a bottom slut whore.” With that, he worked his way into me, filling me from gaping hole to back wall.

Again and again he pulled back, leaving just the head inside me, only to plunge to the depths. He skillfully worked the room, grazing my prostrate until I was crazy with desire and about to cum, then easing up to gently work just the tender entrance.

I reached back to stroke the base of his cock. He was filling me completely, yet I was amazed that more than an inch remained outside.

As uncanny as it appeared, he forever seemed to know what I was thinking. He filled me as deep as was possible. Holding a steady pressure, he whispered, “There’s another door to paradise, if you’ll let me in.

What the fuck are you talking about? “I don’t know what you mean.”

“Once more, relax, and I’ll show you.”

After the beating my ass had been taking, I wasn’t sure I could ever relax, but I tried.

“Fuck!” I screamed as I felt him slip past the entry of my colon, the pain/pleasure racing through my senses like a charge of electricity.

He returned my sentiments, “Oh, fuck, yes. I’m buried into you to the hilt.”

He held there for a moment, then worked it gently, sending waves of ecstasy through the core of my being. He then began to deep fuck me, his pelvis slamming my butt cheeks and his balls slapping mine with each thrust.

Without warning, he pulled out completely.  

I had read in the slutty gay porn stories how empty it felt when the top pulled out like that. I had done the same thing with the guys at the gym. But shit, it was true. I felt empty and relieved and vulnerable while my ass screamed to be filled.

He helped me to my feet and literally lead me by my dick back into the kitchen, illuminated only by the dim light over the stove. He draped a towel over the edge of the sink. He pushed me forward. “Grab the back of the sink. Brace yourself and don’t let go.”

“Uh, what…?"

He leaned over me. His hairy chest nestled between my shoulder blades. His ever-throbbing dick was entrenched in my butt crack. “Do you trust me?”

Fuck no, I don’t trust you. “Yes, I trust you.”

Slap! His hand soundly met my right butt cheek. I tried to stand, but he held me in place.

“Do you trust me?”

I wanted to scream ‘fuck no’, but I realized that the sting on my butt had sent my cock into over-drive. “Yeah, I trust you, but you could have given me a little warning.”

“That’s the point…surprise. You see, pain and pleasure are inter-related. One can cause immense sensations to the other. Surprise and anticipation only heighten the reaction.”

He rubbed my left cheek. “Do you trust me?”

Shit, shit, shit! Fuck, fuck, fuck! “Yes, I trust you.”

Slap. The sting of my left cheek now matched my right. Rub, slap. Rub, slap. Then suddenly he drove into me. Each deep fuck ground my swollen cock into the front of the sink. About the time I thought I was going to fill the sink with my cum, he pulled out.

He grabbed the towel, spreading it on the table where we had been earlier. He helped me lie back, pulling my legs up to rest on his shoulders. For the first time since we had started, we were facing each other.

He kissed me hard, our tongues thrashing like two knights’ swords.

Then the thought hit me like an epiphany. The kiss didn’t mean anything. This was a duel. I was being used, just like I used my bottoms.

But I was using him just as much as he was using me. He needed my ass just like I needed his cock. He needed to control me, just like I needed his control. I’d been there. I knew.

That realization was a game changer. I bit his tongue, grabbed two handfuls for chest hair and tit and snarled, “OK, we’ve played around. Now when are you going to fuck me?”

He shook his head. Through gritted teeth he growled back, “You little cunt. When I get through with you, you won’t be able to sit down for a week.”

He slammed into me with a vengeance. I met each thrust with one of my own. “Fuck me. Fuck me deep. Fuck me hard.” He met my requests, pulling out completely, then burying into me.

As he worked my prostate with his driving dick, my balls felt as if they would explode. I spit on my palm, working my knob already coated with pre-cum to give them relief. My ass muscles began to spasm. “Fuck, I’m gonna cum! Here it comes.”  I shot rope after rope of man juice over my abs and onto my chest.

Dan groaned and pulled out of my ass. He stripped the condom off his cock. With a couple of strokes, he added as much or more of his own sperm to mine, leaving a pond of goo in the hollow of my stomach.

He sucked up a mouthful of slime. He then kissed me, mingling our combined cum with our spit. I swallowed what I could, then sucked his tongue dry, savoring the taste of our combined expulsions.  

He helped me to my feet and handed me the towel to clean up. “I don’t know about you, but I could use a beer.”

I nodded. “Oh, yeah. At least one and maybe two.”

He popped the top, kissing me as he handed it to me. “You are one stud of a fuck, I’ll say that for you. I’ve never seen a guy take that kind of a beating on his first time.”

I took a long drink. “Well, I now know what it feels like to have a dick up my ass.”

“And is that good or bad?”

“I think I like steak tar-tare.”

He spit out a mouthful of beer as he doubled over in laughter. “That pretty well answers the question.”

I finished the beer as I wiped the last of our cum off the table. “I have to say, I’ve fucked in some interesting places, but never in the kitchen and certainly never on the kitchen table.”

He smiled as he backed me up against the sink, grinding his crotch into mine. “Well, we could try the bedroom next, if you’re up to it.”

I rubbed his recovering manhood. “I’m not the one who’s got to get it up. The question is, are you?”

“Well, why don’t we go see.”

***

We started out in a 69 on his queen-sized bed, each working the others cock to the max. It didn’t take long for both of us to recover to full erection.

I rolled over on my stomach with my ass in the air. “What the fuck are you waiting for? Get that puny little prick over here where it belongs.”

He knelt behind me, rubbing my butt cheeks. “Do you want it rough or rougher?”

“Hey, you’re in control.”

He snickered. “I’m not so sure about that.”

I smiled into the pillow and thrust my ass up to him as an invitation.

He slapped each cheek. Again the cold goo of lube dribbled down the base of my spine into my crack. He twirled the tip of his finger around my puckered hole. I pushed back, longing for him to enter me. He just kept toying with me. He laughed, “Remember, you said I was in control.”

The rip of the condom envelope sent a warning that the games were about to begin again. I held my breath in anticipation, my aching ass yearning to be filled. Yet still he waited.

I screamed in spite of myself as he drove into me without warning. My screams went ignored. He gave me no time to adjust or recover. He pulled out completely, only to drive again into my quivering hole. Each time he pulled out he would slap a cheek then drive back in. I lost count after a dozen, simply relishing the pain and pleasure wracking my body.

When he slowed, I pushed him off me onto his back. I straddled him, kissed him, grabbed a tit in each hand and impaled myself on his throbbing shaft. Slowly I fucked myself as he groaned, “Oh, fuck yes. Fuck my cock.”

I was about to blow again and was sure he was close as well. I sat back on my haunches with him buried within me. “You’re a nurse. I assume you get tested regularly.”

“If you mean for STD’s and HIV? Yeah, sure.”

“And I’m assuming you’re clean.”

He nodded. “Yeah. What are you getting at?”

“Because I want you to bare-back me. I want to feel you fill my gut with your cum.”

I pulled off him. I laid on my back as he stripped the condom from his cock.

He knelt between my legs, pulling them up over my shoulders with my cock almost over my face. “Ok, stud, grab the headboard and hang on.” With his hands on each side of my torso and his feet resting on his toes, he began to do push-ups, plunging deeper into me than ever before.

I could feel him getting close. I started jacking myself. “You fucker, don’t you cum until I do.”

Between gasps he shouted, “Then you better fuckin’ hurry.”

With a shout of my own, I covered my chest and face with cum. With one last hump, I felt Dan’s cock expand, filling my gut with hot spunk.

Exhausted, we lay in each other’s arms until his dick slipped from my ravaged hole. I wasn’t sure what the plan was, but I figured I had had enough for one night. “Man, it’s been quite a night, but I have a paint job in the morning. I need to get out of here.”

I think he was relieved, as he didn’t seem disappointed that I didn’t expect to spend the night. He walked me to the door naked. We kissed and I asked, “Is it OK for me to call you sometime?”

He laughed. “I’d be pissed if you didn’t.”

We kissed once more and I stepped into the cool early morning air. This had definitely been a night of firsts, but I hoped it was just the first of many yet to come.

…To be continued…

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