Virgin Tales 1

Virgin Tales 1

I sat in my small booth behind the mirrored glass going through the paperwork and wondered how this de-virginizing scene would end. I'd seen this kind of thing before. A kid who's never had sex turns eighteen and his friends drag him to the club to punch his V card. They pick a fantasy, pay the cash to make it happen, and leave him there. They then come back for him in an hour or two, clap him on the back, beg for details, and go grab a pizza. It had been done a thousand times, and I was certain this would be no different.

I sighed from my seat in the security room, wondering how much I would cringe through this one. The last one I had to watch through my fingers. It was the most awkward scene I'd ever had the displeasure of watching.

I settled in and read through the kid's spec sheet.

"Sean" had just turned eighteen last week. His one and only requirement was to get someone to pop his cherry. Jesus, this kid had to be na?ve—or incredibly stupid. He hadn't even listed any hard limits or scene-ending boundaries. I knew the admin staff would have red-flagged his very blank request form and only screened it as available to a select few clients. Definitely nothing hard-core, no rough-play, no one that would take a perverse pleasure in fucking a virgin and wrecking this guy's asshole in the process.

This was what I was here for. If a scene got out of hand, or if a kid was in over his damn head and wanted out, I would first flick the lights on and off as a non-confrontational warning that the scene was finished. If the guy didn't stop, I would enter the room and stop it for him.

I hoped like hell I wouldn't need to do that for this kid.

The door opened and in walked Sean. Jesus. His picture should be in the dictionary under the word "twink." He was tallish, too-thin, had longish blond hair, with a pretty face. His jaw was sharp angles, his lips plump, his eyes were wide open and screamed first time .

He wore skinny jeans and a shirt with some brand name across the front of it. He walked into the room and looked around nervously. It was one of the rooms that looked like a fancy hotel room. There was no "play equipment" in here, just a king-sized bed and some expensive soft furnishings.

Sean sat on the bed and nervously wiped the palms of his hands on his jeans, just as the other door opened. I smiled when I saw who walked in and instantly felt relieved. I'd seen him do scenes here before. He was a decent man. Certainly not what the kid was probably expecting to see, given he was about thirty-two years old. But Sean seriously couldn't have been luckier to have him walk through that door, rather than some of the other guys I'd watched.

Sean stood up. "Oh."

The guy walked over to him, purposefully, confidently, and with a reassuring smile, he held out his hand. "I'm Dale."

Okay, so he was playing Dale tonight.

"You're nervous," Dale stated. "You don't need to be. We've got as long or as little time as you need."

Sean looked back at the door he'd come through, now his exit. "I um, I wasn't expecting…."

Dale smiled. "Someone my age?"

Sean swallowed hard and cringed. "I um, I don't know what I was expecting…."

"You thought you'd get some jock-looking guy or some guy from a Calvin Klein ad," Dale said. His tone was light and even a little amused. He put his finger to Sean's chin and swiped his thumb across Sean's bottom lip. "You know what? You could have some guy who's only interested in fucking a virgin and getting himself off, or you can have me." Dale slipped the tip of his thumb into Sean's mouth. "I will make every inch of your body sing, and I will make your body sing as many times as it's able. Because I will make this all about you."

Sean swallowed hard. I doubt the kid even breathed.

Dale moved in a little closer. "Do you want me to go find you someone else?"

Sean shook his head and breathed the word, "No."

Dale smiled and stepped back. "Good." He shucked off his coat and pulled his shirt over his head. "I think we should get undressed."

"Oh, okay," Sean said quickly, rushing to get his clothes off.

Dale put his hand on Sean's arm. "Slow down. I want to talk with you, explain some things, discuss some things, but I think we should do it naked. I want you to be comfortable with me." Dale was so relaxed, so calm. He slowly undid his belt, then his jeans. "Sex shouldn't be rushed into, or just be a fumble in the dark. It should be about exploring bodies and enjoying the journey, not just the destination. Know what I'm saying?"

Sean nodded. I doubted he knew what Dale was saying, but he took a deep breath and started to strip off his clothes, slower this time. He kept his briefs on though. A modesty thing or a trust thing, I wasn't sure.

Dale didn't seem to mind, because he never questioned it. He did, however, strip completely naked.

He had a runner's body, lean but muscular, and had chest hair and a happy trail. Sean on the other hand, was almost hairless. If he had some fine blond hair on his chest, I couldn't see it.

Dale stood there completely naked, his gorgeous cock hung heavy and thick.

Sean stared at him, his mouth hanging open, and the bulge in his underpants got bigger.

Dale gave him a knowing smile and casually gave himself a tug. "How about we lie down and talk?" Dale pulled back the covers and climbed onto the bed, and Sean scurried to do the same. He instinctively pulled the sheet over himself and Dale propped his head up on his hand. "I can't see how beautiful you are if you're covered up."

"Oh," Sean said and pulled the sheet back down to his briefs.

Dale totally led the whole scene. "So, tell me, why couldn't a hottie like you find a nice guy to have a first time with?"

Sean blushed. "Well, um, it kinda never happened in high school, and I thought it would just happen at college, ya know? But then everyone was experienced and I'm not, and now I just want it out of the way, ya know?"

Dale nodded. "Fair enough. So what were you hoping to experience tonight?"

Sean blinked. "Oh, I don't really know…."

Dale ran his hand over his own chest, over his nipples, and down his flat stomach. Sean's eyes nearly fell out of his head.

"Have you had a blow job before?"

Sean shook his head. "I uh, I um… hand job once."

Jesus Christ, he gave a new definition to the word freshman.

"Can I suggest something?" Dale asked.

Sean nodded.

"How about we start with some sucking, then work up to some rimming?"

"Okay," Sean squeaked.

Dale chuckled and wrapped his hands around his own cock. "And fucking? Do you want to top or bottom?"

"Oh, um…." Sean blushed but couldn't seem to answer.

"Never be embarrassed," Dale said gently. "If you want a cock in your ass, you look your lover right in the eye and tell him what you want. There's nothing submissive about being a bottom, Sean. It doesn't make you any less of a person, okay?"

Sean nodded.

"We can go slow," Dale went on to say, "and work up to sex, and if you're comfortable with it, then we can try it. Or, if you think you might want to try topping instead, or even if you want to try both, then we can do that too, okay?"

Sean nodded.

"Now touch yourself," Dale said. "Show me how you like it."

Sean rubbed his hands over his briefs, palming himself a few times, before he slipped his hand under the elastic and freed his cock.

Dale licked his lips and hummed. "So, you know what douching is?"

Sean nodded again. "I did that tonight, before I came here. I wasn't sure, and I read online that I should…."

Dale grinned at him and then stared at Sean's cock as he stroked himself. "That's real good, Sean. Being clean is important." Dale knelt up on the bed, then rested back on his haunches. Still stroking his cock, he said, "The three things you'll always need to remember are to clean yourself, condoms, and lube. Safe sex is important—never let anyone tell you they don't need to wear a condom, unless you're both tested and both happy to do it. Lube, dear God, always have lube, and be clean. Even if you're not having anal sex, make sure you're showered. No one wants to suck a gross cock and balls."

Sean laughed tightly, his hand still working his cock. Jesus, it looked like he was close already. Clearly, Dale thought so too, because he said, "You can come as many times as you want. Or hell, as many times as you can. I remember being eighteen. I could come all day long."

Sean laughed again, but he seemed to relax a little. "I'm kinda really turned on right now."

"I haven't even touched you yet," Dale teased. "Would you like me to?"

Sean nodded quickly and licked his lips. "Yes, please."

Dale reached over to the bedside table and collected some condoms and lube, throwing them on the bed. "For later. It helps to have them nice and handy." Dale looked over Sean's long slender frame; his eyes seemed to devour him. "Can I put my mouth on you?"

"Y-y-yes."

Dale picked up Sean's legs and dragged him over to the middle of the bed. He then pulled his briefs all the way off and tossed them to the floor. He moved Sean's leg so Dale was now in between his open legs. Sean lay kind of diagonal on the bed with his head on a pillow, which gave me a better view of both of them. I wondered whether Dale did this on purpose.

He leaned down slowly, never taking his eyes from Sean's, and licked the length of his cock.

"Oh!" Sean's hands flew off the bed, obviously not sure where to put them, and in the end, he covered his face. "Oh, wow."

Dale wrapped his hand around the base of Sean's dick and slowly engulfed him with his mouth.

"Oh, fuck!" Sean cried.

"Mmmm," Dale hummed before pulling off Sean's cock. "Remember, come as many times as you like."

I didn't think Sean really had a choice.

Dale took him in again, deeper this time, cupping his balls and using his hands to touch him everywhere, and Sean almost arched off the bed. Dale licked his balls, sucking them into his mouth and then tonguing the slit in the head. He took him in one more time, taking him down all the way, until Sean bucked and threw his head back in a silent scream.

Dale swallowed everything he gave him and kissed up his body until Sean had come back to his senses. Dale kissed his chest, sucking on his nipples, then licking up his throat, nipping his jaw, and finally finding his mouth, letting him taste himself before straddling his chest.

His cock jutted out proudly, his balls nestled on Sean's chest. "Do you want to try sucking a cock? You don't have to swallow."

Sean was pretty fucking compliant right then, and with a dopey smile and glassy eyes, he nodded. "Yes please."

Dale leaned forward so the mushroom head of his cock touched Sean's lips. "Lick first. Taste and tease me. This isn't a porn film. You only take what you're ready to take, okay?"

Sean opened his mouth, his tongue poked out, and he tasted Dale tentatively at first. Then he licked, then he lifted his head off the pillow and opened his mouth wide, sucking in the head.

Damn. For a first time, he wasn't shy about sucking cock.

"Hmm," Sean hummed. "I like that."

"So do I," Dale said, his voice thick.

Sean sucked a little harder, taking the big cock in a little more before pulling back and licking the underside.

Dale ground out a laugh and pulled back. "I think you've got a skill for that. You've got a talented mouth," he said. Sean smiled proudly, so Dale leaned down and kissed him again.

"Now, I really want to taste your ass," Dale said. His voice was low and firm.

Sean gasped, but he nodded quickly. His dick was already hard, or maybe it was still hard from last time. I wasn't sure.

Dale moved back down Sean's body and tapped his hip. "Roll over for me," he murmured, and Sean maneuvered himself onto his stomach. Dale spread Sean's long pale legs wide, leaving him open and exposed.

"You've never had anyone eat your ass before, have you?"

Sean's reply was breathy and quiet. "No."

Dale ran his finger over Sean's ass cheek. "It's so fucking perfect," he said, more to himself than to Sean. "I'm going to lick you and then put my tongue inside you. It can be quite intense, so tell me if it's too much, okay?"

Sean nodded. "Okay."

Dale leaned down, and first breathed warm air over his ass, then ran his nose along the delicate skin. Dale was getting him used to the sensation of being touched there, and not just diving in and scaring the kid half to death. Holy hell, he was making his first time one he'd never forget.

Then he spread his ass cheeks and licked him, and he licked him again, making Sean cry out. "Oh, God!"

"It's good?"

Sean's response was muffled by the pillows. "Fuck, yes."

Dale licked him again, back and forth, making Sean writhe. I knew the moment Dale tongue-fucked him, because Sean's face came off the pillow and his hands fisted the sheet. His spine curved as he arched, and he tried to widen his legs, trying to raise his ass even higher. Dale held his hips still and probed his tongue in even farther, and Sean cried out. "Oh God, oh God, oh fucking God."

Dale pulled away, and Sean whined in frustration. "You're very receptive to touch," Dale said, flipping Sean over like he weighed nothing. He leaned over him, between his thighs, their hard cocks aligning. "Someone'll be very lucky to have you."

Sean took Dale's face in both hands and brought their mouths together. It was a deep kiss, a searing, tongues-tasting kind of kiss.

Dale pulled his mouth away. "Take both our cocks in your hands," he demanded. "Rub them together, feel them slide…."

Sean did as he was asked and groaned loudly. He widened his legs, put his feet flat on the bed, and started to roll his hips. "Fuck," Sean gasped. Their cocks slid together in his fist, sliding in precum.

"Do you want me to fuck you?" Dale asked him. His voice was thick

"Yes! Please," Sean answered, almost begging. "Please."

Dale leaned back and Sean released their cocks. Dale's cock was so swollen, he took a moment to catch his breath. "You've got me so worked up. See how hard you make me?"

Sean looked at Dale's cock and licked his lips.

"I'm gonna try and take my time with you, but you're making me want to cum so bad."

Sean's head fell back onto the bed, and he gripped his own cock. Dale groaned at the sight. I thought he might be acting, but no. Dale was really fucking into this kid. Damn.

"Put a condom on your cock," Dale demanded. "Then put one on me. You'll need to know how to do both."

Sean reluctantly let go of his leaking cock and fumbled with the condoms. He unwrapped the first and got it on himself easily enough, though somewhat eagerly, but he struggled a little with getting the latex sheathed over Dale. Dale put his hands over Sean's, and they rolled it down together. When he was fully sheathed, Dale took Sean's hand and wrapped it around his cock.

"Are you sure you want this?" Dale asked.

Sean seemed to sober from his lust induced state. "Yes. I want to try."

"I'll make it good for you," Dale told him. "But tell me if you want to stop, and I will, okay?"

Sean nodded. "How do you want me?"

Dale smiled at him. "On your back, put some pillows under your ass."

Sean did as instructed, and making sure he was comfortable, Dale spread Sean's thighs and leaned down to lick and suck his balls. Sean fell back on the bed with a moan and let Dale work him over. He tongued his balls, then licked a wet stripe down to his hole, where he rimmed him again.

Fuck. The kid was putty in his hands.

When Sean was writhing again, Dale pulled his mouth away and grabbed the lube off the bed, then smeared a generous amount over his fingers.

"I'm going to finger your ass now, okay?" Dale asked.

"Mmmm," Sean said, stroking his latex covered cock. Dale quickly wiped some lubricant from his hand onto Sean's dick, and the kid groaned when he felt how slick it was.

Then Dale pressed a finger inside him, and Sean gasped.

After a minute he put in a second finger, and Sean let his arms fall above his head. "Oh, fuck."

"Feels good, huh?" Dale asked, gently stretching him. "Wait till my cock's in you." Then he must have curled his fingers around and hit his sweet spot, because Sean's arms flew out and his head came off the bed. His eyes were impossibly wider still, and he cried out, "Oh fuck, yes!"

Dale chuckled and did it again and again, until Sean couldn't form words.

I was starting to wonder if Sean was going to survive this amount of pleasure, when Dale pulled his fingers out. He lined up his cock. "You ready? Do you want me inside you?"

"Fuck, yes. Now, please," Sean mumbled.

Dale gave him what he wanted.

He slowly pushed his fat cock into him, and I had to wonder just how much would fit. It was a big cock, and Sean was so skinny.

Sean sucked back a breath, his eyes closed, and his mouth open. Dale leaned over him, still inching into him. "You okay?" he asked; his breath was ragged.

Sean nodded as he palmed Dale's chest. "Yeah."

Dale didn't get all the way in, but he stopped and gave the twink a few moments to get used to being breached. And then he pulled out a little, only to push back in again. I had a perfect view of this seesawing motion, watching his huge cock sink into that pale little ass and hearing Sean moan.

I'd heard that sound before. Hell, I'd made that sound before.

That was a "this is so fucking good, I'm so fucking full of cock, and I love it" sound.

"Yeah, you like that," Dale murmured, all husky with pleasure and restraint. "Can you feel me inside you?"

Sean made a keening, breathy sound in response, and when Dale leaned over him, changing the angle of where they were joined, Sean gasped.

Dale stopped. "Feel okay?"

Sean's fingers clawed into Dale's back, and his legs hitched higher. "Yes. Oh, fuck. Yes."

Dale started to move slowly again. He was tender and careful, kissing him softly. If they weren't strangers before this, I'd say they were making love. Dale cupped Sean's face, their mouths barely touching except for almost-kisses in time with their thrusts.

Sean's cock was left untouched between them, but it was clear Dale was teaching him how there could be pleasure in other ways. And sweet Jesus, he was teaching him well.

Eventually, Dale started to move a little faster, his hips rocked a little harder. "You feel so good," he whispered. I barely heard the words. "You're gonna make me come."

Sean reacted with a cry and he lifted his legs higher still, and Dale pulled back off him a bit, I realized, so he could thrust deeper. "Watch my face when I come in you," Dale demanded, bucking his hips harder.

Sean's eyes widened and focused on the man over him, full of wonder and awe as Dale flexed and then stilled over him.

Dale's ass cheeks clenched as he came, his head fell back, and he groaned, "Fuuuuuck."

"Yeah," Sean cried. "God, that's so hot."

Dale collapsed onto his elbows, his forehead on Sean's chest. He slowly pulled out of Sean but stayed on top of him. "How do you feel? Not too sore?"

Sean shook his head vehemently. "No. I feel… weird, but not sore."

"Open."

Sean nodded. "Empty."

Dale snorted. "Spoken like a true bottom."

Sean blushed and tried to duck his head, but Dale kissed him instead. "You're still hard. How about I take care of that for you?"

Sean opened his mouth to say something but could only nod. So Dale pulled back so he could kneel between Sean's legs, his thighs pulled over Dale's. "You're still slick and open for me," Dale said huskily. "I'm gonna make you come really hard, okay?"

Sean nodded again, and Dale sunk two fingers inside him and wrapped his other hand around Sean's cock. "I'm gonna tap your prostate and jack you off at the same time, and I promise you, you have never felt anything so good."

Dale was already working his magic spot, and Sean couldn't even nod. All he could do was gasp. His whole body twitched.

Dale played that twink's body like a violin.

He fucked his ass with two fingers, curled around just right, and pumped his cock until Sean twitched and convulsed. Sean fisted the sheets at his sides and threw his back, his neck corded tight. His mouth opened in a silent scream as he came into the condom, and convulsed, and came some more.

He was twitching so badly, he looked like he'd been tased, and Dale pulled his hand free and discarded the used condom. He slid up beside him and wrapped his arms around him. "You okay there?"

"Holy living fuck, Jesus."

Dale laughed. "I take it that's a yes."

Sean's whole body twitched some more, and now he moaned. It took a little while for him to come down from such an incredible physical high. Dale pulled the sheet up to their waists and lay back down, looking all kinds of relaxed and smug. I half expected him to simply roll out of bed, get dressed, and strut out of the room like a sex god, but he didn't. He seemed quite content to stay there.

"So, how was your first time?" he asked, breaking the silence.

Sean barked out a laugh. "Amazing."

"Was it what you were expecting?"

"I don't know what I was expecting," Sean admitted. He propped his head up on his bent arm. "I thought maybe I'd just get a quick fuck and get pushed out the door, but it wasn't like that at all. I mean, thanks to you, it was… amazing."

Dale hummed. "A patient lover makes all the difference."

" You made all the difference," Sean went on. "What did you say in the beginning, that you'd make my body sing? Well, you certainly did that."

Dale chuckled quietly. "You're not exactly damaging my ego, you know."

Sean sighed, loud and content, and lay back on the bed. After a moment he said, "Can I ask you something?"

Dale hesitated a moment. "Yes."

"Do you come here often? To this place?"

"I do. Once a week at least, sometimes twice."

"Why?" Sean asked bluntly. Then, seeing Dale's reaction, he quickly added, "No, don't get me wrong. I mean, it's a great place, but you're…you know… well, you're fucking hot, and I might not be an expert on sex, but what you did to me? Well, fuck. I'm guessing you could have any person on the planet if you do to them what you did to me. Because Jesus Christ…."

Dale was smiling now. "I like it here. It's easier and less complicated than going to bars and trying to pick someone up. Plus, there's variety. If I feel like something different, I can amend my requirements, put in a request, and my needs are met to the letter."

"Is that how you got me?" Sean asked. "Did you want some na?ve college kid?"

I think Sean meant that as a joke, but Dale didn't laugh. "They contacted me and asked if I was interested. They said your requirements were nil, other than to take your virginity."

"Oh, well, I um," Sean started to stay, but his words died away.

Dale took a deep breath. "They knew me to be… more gentle than most. If someone else had picked up your request form and they…. Well, let me just say, you wouldn't be smiling right now. You'd be seeking medical attention." Dale's eyebrows creased. "There are some men who would've taken advantage of you. You really should've been more careful."

"Oh." Sean frowned. "I just thought it would be… taken care of. I guess that really does make me na?ve."

Dale put his hand to Sean's face. "You're sweet, and that is not a bad thing. It's refreshing actually."

Sean looked more embarrassed than flattered. "For what it's worth, I'm glad it was you."

Dale leaned in and kissed him before getting out of bed. "We better get going. I think we've been longer than they expected." He pulled on his jeans and did up his fly.

Sean sat up; the sheets pooled around his waist. He made no move to get out of bed. "Can I see you again?"

Oh, kid. I felt a pang of embarrassment for him. There he was, innocently thinking Dale was boyfriend material.

Dale hesitated for the briefest moment, then pulled on his socks and shoes. "When you leave here, you'll need to fill in some paperwork to say the scene was played out to your liking." He pulled on his shirt. "There's a box you check if you'd be interested in further encounters with the same person."

Sean looked hopeful. "If I check that box, would you agree to it? I mean, like next week or something? I'm pretty sure there's more you could teach me."

Dale smiled at him, then putting his knee on the bed. He leaned in and kissed Sean again. "I'm sure there's more I can teach you. Check the box, Sean. I'll let them know when I'm available."

Well, shit. That surprised me.

Dale walked out of the room, and Sean fell back on the bed with a laugh.

I filled in my job sheet that the scene went very well and added the request to be on duty for their next meeting. There was no denying it, these two were hot, and if they did meet again, I wanted to see it.