The Pain of a Nineteen-Year-Old Virgin

Dream Come True

Holding his hand Shawn guided me towards the bathroom in the hotel suite. Once in the bathroom a two-person Roman soaking tub greeted us. Shawn turned on the mixer and then poured a few drops of scented bubble bath into the tub. As the tub began to fill, I noticed a layout of supplies to enhance anal sex on the countertop: a douche bulb and fleets enemas along with different lubes and condoms as well as a selection of Rascal toys on display.

“I see you’re prepared for the night,” I said.

Shawn snickered before saying, “Only if you want to, baby.”

“I’ve watched your videos and dreamed about you fuckin me so many times, Shawn.”

“That’s cool, Ran, but I have a secret…My greatest desire tonight is for you to fuck me.”

“I thought you were a topper.”

“You see me in my videos plowin guys up the ass, but secretly I’m a slut. I enjoy getting fucked…And, for some strange reason, I think you may be the guy to make me howl with delight tonight…I want you to bury your treasure up my ass.”

“I’ll sure try my best to please you, Shawn.”

Seated on the tub’s edge Shawn looked at me standing next to him. Before I knew it, his hand wrapped around my hard cock pulling it close, then my cockhead popped into his mouth. Oh man I thought as I pushed down on his hand, so my cockhead better aligned with his mouth. More of his warm wet lips engulfed my glans.

Damn, it felt so fuckin good as Shawn performed on my cock while the water ran. He then turned my member loose and looked up at me. “You got some tasty precum goin, Ran.”

Shawn turned off the mixer. After the water ceased running from the faucet,

we both eased into the warm bubble bath facing each other. Our feet began exploring the other’s bodies under the waterline. I felt his foot playing with my junk and then his big toe touched my butt hole. I jumped and squealed. He smiled. We continued exploring each other’s erogenous zones with our feet for a few minutes.

Pulling one of my feet to his face Shawn began softly caressing it before he began sucking on my big toe. He released my toe and began mildly kissing down the inside of my foot and ankle. He had me about ready to cum. This guy knew all the spots and buttons to push. I took hold of his foot duplicating his actions. After a while Shawn had me turn around in the tub so my back rested against his chest.

Sitting between Shawn’s athletic legs I rested my back against his chest. I felt his heart beating and hard cock in my butt crack. The redhead began nuzzling my ear lobe and neck, telling me, “You’re a quick learner.”

I moaned while Shawn played with my hard nipples. He whispered into my left ear how much he enjoyed meeting me and how he looked forward to me fucking him. I could sense his accelerated breathing and blood pulsing in his big cock.

“God, you don’t know how much this means to me being with you. I don’t want this evening to end, Shawn…Hell, I don’t want it to ever end.”

“Same here, baby.”

With one hand Shawn manipulated my left nipple while his soft right hand caressed my cock with great care. I turned my head to meet his lips. We kissed—a soulful kiss.

After playing and splashing around in the tub for about half hour Shawn suggested we clean our rectal cavities out. I told him I’d emptied a couple three hours prior, and I hadn’t eaten anything since cold cereal and coffee for breakfast and I’d evacuated since. He said, “Then we’ll just use a half bottle of fleets a piece, just enough to clean the lower bowel. I want you clean as a whistle when I eat your delicious ass out.”

I shuddered at the thought of been eaten by Shawn as we stepped out of the tub. Shawn prepared the enemas. He did me and then I did him. We evacuated and then jumped back in the tub for a quick shower cleanup before we got out and dried off. Both of us were semi hard. Shawn asked, “You need a little pick me up to stay hard for a couple hours?”

“I think I’m good to go.”

“These pills help me stay hard and helps with premature ejaculation,” Shawn said.

Shawn handed me a half pill. I downed it with a glass of water. He downed his, grabbed lubes, condoms, and couple dildos before we walked to the room with big king size bed. We got onto the bed and fell into a deep embrace. We began frotting, our hard cocks rubbing against the other’s as we made out. Time flew as we enjoyed each other’s touches. All I could think about, Shawn buried inside me. All seven and half inches of his manhood inside me. I whispered into his ear, “I want you… I want all of you inside me, Shawn.”

I heard him say that he wanted me. We both wanted each other. We lubed our torsos up and continued frotting—Our cocks dueled. I felt Shawn readjust his lower body. His hard cock slipped between my legs. I pulled my scrotum out of the way making room for his hard cock and then closed my legs together, so his cockhead could touch my asshole. Of course, I jumped and squealed as it touched my sensitive butthole. With his cock locked between my legs I began to move my hips, humping as if we were fucking each other. “That’s what I’m talkin about, Ran…Your asshole is on fire.”

“My whole body is on fire for you,” I said.

“You want me to eat you before I fuck you, Ran?”

“Oh, Hell Yes!” I exclaimed. “I’ve never experienced anilingus, but I’ve read about it and seen it performed many times on videos.”

“You’re in for a pleasurable delight. A virgin in so many ways and I get to deflower you,” Bone said pushing my legs open, I reached out and pulled my legs back into my chest, in the same manner as I’d seen guys do on videos, exposing my pink wrinkled hole to Shawn.

The porn star moved with deft between my legs and then with deliberation his stealthy tongue began licking and kissing my sphincter using sensual moves. I pushed my ass opening out to accept his tongue. I could feel Shawn’s tongue wriggle into my anal cavity. I screamed and screamed and writhed and writhed from his tongue touching my sensitive asshole. The more I shrieked the deeper his tongue penetrated me.

I couldn’t contain my emotions. I began screeching, “Eat me, baby…Oh fuck…Fuck me with that fantastic tongue of yours.”

The more I yelled the deeper Shawn’s tongue penetrated. Then he would withdraw it and then lightly lick around the anal opening before reentering my asshole. I thought for a few minutes he might be going after my colon.

Again, Shawn pulled out; his tongue began licking my taint towards my balls. He grabbed my cock pulling it down to his eyelevel before he said, “Look at that precum… Flowing like an Artesian well.”

He smiled knowing he had me on the verge and said, “I just love your bottom, baby.”

“Thanks.”

“So, blemish free and pink…So pristine I could eat you all night.”

“Oh yes.”

“Remember what I’m doing. I want you to eat me in the same manner,” Shawn said.

The redhead reached for the lubricant. Opening the cap, he began to dribble some on my asshole. I jerked and squealed as I felt the cold droplets fall onto my sphincter. “Never too much lube.”

The redheaded actor rubbed the lube with his finger pushing some into my asshole, “Oh yes finger fuck me,” I said.

After Shawn had me lubed up, he asked, “You want me to use a condom?”

“Hell No!” I exclaimed. “I want you to fuck me without any damned rubber.”

“Okay, but let’s use a rubber this first time. This is your first time doing anal?” Shawn said.

“First time with a guy.”

What do you mean the first time with a guy? Shawn asked.

“I’ve only used dildos before.”

“You Dawg…Mine I hope.”

Shawn lubed his cock until it dripped with lube before he said, “I want to take you missionary first time if you don’t mind.”

“That’s awesome…We can see each other’s faces while we fuck.”

“Among other things,” Shawn said humorously. “Don’t hesitate to tell me if at any time I’m hurting you.”

I pulled my legs back into my chest as Shawn prepared to enter me. I looked down at that large pink spongy cockhead with its crimson coronal ring and almost had second thoughts. I’d taken larger dildos, so I knew his cock might hurt at first. Then after initial penetration it would slide in with ease and the pain subside.

Shawn’s cockhead touched my sphincter. I screamed as I pushed out and then relaxed my asshole. This went on two or three times and then suddenly I felt Shawn’s big cockhead pop into the first chamber. I gasped biting down on my lip.

“You okay, Ran?” Shawn asked as he stopped pushing.

“Yeah, just need a minute to get used to that big fuckin glans.”

Shawn held in position as he leaned forward. He began playing with and then sucking on my hard nipples. As our faces drew closer, he kissed while he continued playing with my nipples. I thought I would cum right then. Without even knowing it Shawn’s big cock slipped full inside me. I could feel his red bush against my balls, but moreover, I felt his big cockhead pass across my button which caused me to squeal, “Oh My God, you’re in…You’re all the way inside me.”

“Yes, and your insides feel fantastic. So warm.”

Shawn left his cock buried deep inside me as we continued making out. We kissed and kissed. I didn’t even realize when his big cock began moving in and out of my ass until his prominent cock head and coronal ring began hitting my prostate. Lightning bolts of electricity shot through my body and fireworks went off inside my head.

“Oh shit, right there fuck me. Fuck me, make me cum, baby,” I howled.

Shawn found my sweet spot and began working it as he fucked me like a maestro. I continued to howl with pleasure.

“You’re so fuckin tight, baby,” Shawn said. “You ready to cum?”

“Yes, keep fuckin me…Oh yes fuck me…Make me cum, baby.”

A few seconds later I could feel my balls pull up and my cock explode; it began pumping jizz. The first couple of ropes of pent up spooge landed on my face the rest on my chest. Then I felt Shawn’s cock erupt inside me filling the condom with his juices.

“Oh yeah baby keep fuckin me…fuck me forever and keep cumming,” I crooned.

Shawn did just that. He continued fucking me for what seemed like an hour, but, only a few more minutes. Then he eased forward and began licking the spooge off my face in between kisses. But what set me off with more screams of pleasure, when he began licking cum off my chest and nipples.

Finally, the red headed actor, the man of my dreams, pulled out of my ass. As the head of Shawn’s cock exited my ass it created a popping sound followed by flatulence. The flatulence continued for a few seconds. Shawn settled next to me.

“Was that what you expected?” Shawn asked.

“And much more.”

The two of us lay next to each other enjoying the afterglow of sex. We cuddled and kissed. All so new to me, but I enjoyed it and wanted more in the next hours. In fact, I didn’t want the day to end. Hell, I didn’t want the evening to ever end.