Mr. Right Now 10 - James

A sizzling night with a hot pretty-boy.

I'm sitting on the floor in an unfurnished room in the University Y offices, across Guadalupe Street from the University of Texas at Austin campus.

The group, sitting on pillows or throw rugs, is late high school to early college age, and mostly male. My job's pretty easy. Just be welcoming, encourage everyone to speak, and go with the flow. Have a few topics to throw out on a dull night.

Flirting with the cuties in the Gay Community Services rap group is definitely not on the official program. But I do talk to the participants after the formal group breaks up.

James is a high school senior. He's a pretty young Hispanic man with light olive skin, a slim and muscular body, curly longish black hair, a ready smile under his sparse teen mustache, and super kissable lips.

As a rap group monitor, I could say I didn't find James super-sexy, but I'm not going to lie. I sure did. And he was hitting on me. Hard!

The group tonight has more lesbians than usual. I really encourage the women to participate and to come back with friends. It's working, at least a little.

It doesn't really matter what's said in the group. What's important is meeting other gay people and exchanging ideas. Tonight's session is particularly energetic. Too soon, it's 10:00 p.m., the time when we have to close the University Y offices.

The group goes down the stairs and on to the Guadalupe Street sidewalk, then scatters, some to the UTA campus, others taking off for parts unknown on foot, and the few that had arrived early enough to snag a precious parking spot claimed their vehicles.

So, James and I are in my car and I'm taking him back to my apartment. The rap group meets every Wednesday. He'd been to the last half dozen sessions and had taken an active part in the discussions. He's a smart and interesting young person transitioning from boy to man.

We've agreed we're going to smoke a little pot, talk some more, and see if anything else happens. Which we know it will, since we're fondling each other's stiff cocks through my jeans and his athletic shorts in the darkness of the car.

In my apartment, we kiss long and hard with dirty tongues. James is as kissable as he looks. And as horny as . . . a teenage boy . . . Duh. And I'm pretty damn horny myself.

We get naked really fast. It's summer, and James has been coming to the meetings in sneakers, tight athletic shorts, and skimpy tank tops, so I have a pretty good idea what his body looks like. It's still exciting to see his bare butt, his long hard cock, which is as big as my stiff pole, and his big firm balls buried in his lush black pubic thatch.

James is pretty like a girl. A girl with a flat chest, a sculpted boy butt, and a big hard dick. I'm usually into very masculine men, rather than pretty boys, but I'm ready to make an exception tonight.

The way he's looking at me makes me glad I take reasonable care of myself. I'm a few inches taller, 50 pounds heavier, and a dozen years older than James, so I guess he sees me as a daddy man. Or something. I don't care. He's so fuckin' pretty!

The erotic tension builds as we stare at each other's totally naked bodies. I'm reaching for James's hard-on when he asks, "Aren't we going to smoke some pot?"

Sure. I don't mind a little anticipation. I get the bong and pot tray down from the built-in bookcase's top shelf. We sit on the living room couch and smoke a few bowls. He tells me a local independent filmmaker has offered him a job as a grip. It wouldn't pay much but would teach him a lot about making movies. I say, "That's cool, if you're into making movies." He's not sure about that.

We're both flying pretty well. I put the bong and tray back on the shelf and take James into the bedroom. I'm not an impoverished student. Instead, I'm an impoverished college graduate. A mattress lies on the battered gray-green shag carpeting, flanked by a pair of table lamps and an alarm clock.

I turn on the table lamps, then switch the overhead light off, filling the room with a warm romantic glow. James looks around the room and then turns back to me.

The simmering erotic tension boils over. James and I fling our bodies together and kiss open-mouthed with battling male-on-male tongues while rubbing stiff cocks and fondling each other's buttocks.

"Come on." James takes my hand and leads me to the middle of the mattress. He sinks to his knees and takes my hard-on in his mouth.

James is a good cocksucker. He bobs over my swollen shaft while kneading my balls and tickling my taint. It's certainly the best blowjob I've had in a long time. The tension in my nuts builds steadily, but I'm nowhere near ready to let it explode.

I sink to my knees, facing James, and curl my fist around his erect teenage cock. He keeps his grip on my rigid pole. We face off on the mattress, stroking each other's rods.

He kisses me fiercely, then lies on his back with his long thick erection aimed straight at the ceiling. "You wanna sit on my dick?"

I'm excited and scared as I stare at his massive hard-on. I'm usually a top . . . "Sure."

The little plastic squeeze bottle is sitting on the floor beside the alarm clock. I pick it up and straddle James's hips, then squirt a big blob of lube into the palm of my hand and caress his stiff pole, coating it with the slippery gel.

"You're so sexy." I slide a lubricated finger up my ass and work it in and out a few times. I guess I'm ready, so I squat over the teen stud's towering rod and lower my buttocks.

Taking James's cock hurts, but also feels good. So good that I welcome pushing through the pain to the pleasure. He holds still while I rock on his pole, jacking my painfully stiff dick while gradually taking his cock-head deeper into my super-tight anal ring.

I stroke my stiff cock as I push his rod into me, pulling back slightly when the pain gets too intense and then sinking back down, taking more of his swollen knob.

Suddenly, my trembling knees give way. I gasp in surprise, pain, and overwhelming pleasure as my butt slams down, driving his big hard cock all the way up my near-virgin butthole.

My cock throbs, but I don't come. James grins up at me. "Man! You've got a hot tight asshole."

"And you've got a big hard dick." I roll my hips, shifting James's rod in my asshole and sending another wave of pleasure through my body. It still hurts, but only a little.

I ride James's cock slowly, lifting up until only its head is inside me, then gradually lowering my ass onto his towering column of hot male flesh.

The pain is gone. I go faster, stroking my stiff dick while James thrusts upward, working his cock in and out of my tight butthole. The sensations from my crotch and anus are so intense. I'm too close to coming, so I let go of my throbbing cock. It jerks in the air while I ride James like a rodeo cowboy on a bucking broncho.

I lift up too far and James's cock slips out of my asshole. I grab its shaft, guide its head to my entrance, and lower my butt, taking him easily this time.

"Yeah!" James purrs. "Ride my dick!"

I clamp my anal muscles, gripping his swollen pole tightly, and rock & roll, swinging my pelvis in time with his violent cock-thrusts. My cock throbs as my tight butt takes his driving rod. I stroke my hard-on frantically, sending long, shiny streamers of cum splashing down on James's belly, chest, and face.

James thrusts his long thick hot rod up my hungry ass harder and faster. I feel his blazing lust as he increases his punishing tempo, finally sending hard hot pulses of cum splashing against my anal walls.

That's so wild! I haven't been fucked that often and none of the men had come so spectacularly. James stops driving and holds still with his thick pole buried all the way up my asshole. That feels so great! Now, I see why my tricks have usually been bottoms. I'm definitely not going to be an almost-exclusive top anymore!

I bend forward, keeping James's stiff teen cock inside my ass, and kiss him. He's so fuckin' kissable. We kiss and kiss. Tenderly for the first few seconds and then with skyrocketing passion building and building . . .

We roll and tumble until his hard-on slips out of my butt. This time, I don't put it back in.

James is already on his back. That's convenient. I spread his legs and kneel between them. "Now, it's my turn." I grip his ankles and push them up over his shoulders, lifting his butt and showing me his cute little asshole.

"Man! You are pretty." His cock is still rock-hard. The precum leaking from its tip makes a little puddle on his belly, next to the blobs of my cum. "Pretty man with a pretty dick. And a pretty asshole—"

He really does have a pretty little butthole, nestled between his athletic buns, a little circle of puckered flesh that does suggest a rosebud. It's the prettiest I've seen, and I've seen quite a few. And fucked them.

James lifts his sculpted buttocks higher. "Fuck me now. Please."

I spend a few more seconds admiring his butt. Then, I lubricate my index finger and slide it up his asshole. It goes in easily. His cock jerks as I work my finger in and out.

"Ready?" Without waiting for an answer, I lubricate my stiff cock and press its head into the center of James's puckered hole.

James groans as my cock-head slowly opens his anus. He'd probably like me to take him quickly and violently. No preliminaries, just ramming my rod up his asshole and bouncing my balls against his butt cheeks. Instead, I stretch it out, gradually increasing the pressure.

My cock-head slips through his anal ring. I stop, barely inside, and then pull completely out. I do that a few more times, savoring the pressure on my swollen knob as I penetrate him.

"Come on," James says. "You can do it rough."

"All right." I pull out once more, aim my rod like a spear, and thrust home, driving through his asshole into his depths and slamming my pelvis into his buttocks.

"Yeah!" James gasps. "That's right!"

"You ready for a good hard ride?" I grip his ankles and push them up over his shoulders, spreading his legs in a wide Vee and pushing my hard cock even deeper into his hot tight asshole. I squirt a big blob of lubricant into the palm of my hand and caress his stiff pole, coating it with the slippery gel.

James nods eagerly. "Uh huh!"

"Good. Because I'm gonna pound the hell outta your ass." I fuck him hard and fast, rocking his legs in a wide arc and swinging his butt up to meet my plunging pole.

It's so hot watching my driving rod sliding in and out of James's muscular buns. The rest of the view is just as hot. His girly-cute face and hair, sexy little mustache, flat chest and belly, muscular arms, and his big hard cock, swinging in time with my rough thrusts.

"Fuck!" James jacks his stiff pole while I pound his butt. "This is so good!"

His ass is so hot and tight. And he's so fuckin' sexy. "Man!" I gasp. "I'm getting close."

James's hand flies over his stiff dick. "Come on. Shoot it. I want to feel—"

I hammer his asshole, pulling almost out and then slamming home, shooting hard pulses of cum into his depths. Long streamers of cum burst from James's hard cock, splashing his belly and chest.

Our climaxes go on for a long time. It's like we hadn't come a few minutes ago. James finishes before me, but his cock stays rock-hard and jerks with each of my hammer blows.

I finally run out of cum. My cock slips out of his butt when I let go of his ankles and bend forward to kiss him. He kisses me back enthusiastically.

James's kiss is totally male, but his feminine features remind me of warm glowing post-orgasmic times with women: Lying on top of her, covering and protecting her body with mine while we kiss, propped up on my elbows to keep my upper body's weight off her heaving breasts . . . So James's flat chest feels strange and his still-stiff dick is a constant reminder that he's a man.

We're both covered with cum and sticky with drying lube. It's almost midnight and I'm worn out after two orgasms. So, I take James into the bathroom for a long hot shower.

We spend a long steamy time under the hot water, running soapy hands over each other's chests, arms, legs, butts, and especially crotches.

I'm not sleepy anymore. I press my body up against James and curl my soap-slick hand around our swollen poles. We hump cocks inside my tight fist while my free hand fondles his balls and tickles his taint. He moans and rubs his cock against mine aggressively while gripping my butt cheeks and pulling our bodies tightly together.

"This is so hot," James whispers. "Meeting a man who knows how to have sex."

I let go of our dicks and knead his buttocks while continuing to grind my crotch against his. "You know a lot about sex yourself."

"Yeah, but you're a lot better lover than a guy my age." James steps behind me and nestles his long hard shaft between my butt cheeks. He humps my crack and reaches around to stroke my stiff dick. "I'm going to fuck you again."

Good! I can't get enough of James's big stiff teenage dick. "I want to suck your cock first." His rod is great up my ass, but I want it in my mouth too.

"Sure." We rinse off and step out of the shower, still dripping wet. James leans against the counter with his hard-on rising from his soaked pubic thatch like a spear. "Go ahead."

I press my body against his and kiss him, hard and dirty while grinding my erection against his. He kisses me back enthusiastically, then puts his hands on my shoulders and gently pushes me to my knees.

His cock is so pretty. It's longer and thicker than average, with a plow-shaped head and a deep furrow. I curl my fingers around his hard-on and slowly slide them up and down, pinching his cock-head and gripping the base of his swollen shaft.

James gasps softly as I gently stroke his pole, tickle his taint, and play with his balls. I don't care about my partners' dick sizes, but it is nice to have a man as well-hung as I am. And I like playing with dicks.

I look up at James. "You like this?" He nods and grins like a satyr in a Renaissance painting. "Well, I bet you'll like this, too." I tighten my grip on his balls and take his rod in my mouth, down to its base.

"Wow!" James sounds surprised. I don't think he's met many guys who could deep-throat his long thick cock. I hold still, managing to draw a little air through my nostrils while I hold his massive manhood in my mouth and throat. It tastes like hot sweaty flesh, mixed with a musky male essence.

My cock is as stiff as a steel rod. Keeping my lips clamped in a tight ring around James's thick shaft, I gradually draw back until my lips are barely kissing its tip.

He groans as I bob over his rod, slowly taking it deep in my throat and then pulling back to lick and suck its head. "That's good."

It's good for me, too. I clamp my lips around his deep furrow and swirl my tongue over his cock-head's tightly-stretched skin. Then, I kiss and lick my way down his shaft, all the way to its base.

I lick and suck James's hairy balls, taking one, then the other, and finally both in my mouth. It's hard to breathe, but I don't care. The taste and feel of the hot teen's nuts filling my mouth and stretching my jaw is so overpoweringly sexy.

I let James's ball sack slip out of my mouth and take a few deep breaths. My cock is rock hard and leaking precum. I scoop up a big blob of the slippery fluid and then lick it off my fingers. I kiss his balls and then lick my way up his stiff shaft.

"That was great." James grips the back of my skull and presses his cock-head between my lips. "Now, I'm gonna fuck your face." He rolls his hips, working his cock in and out of my mouth.

Women don't like being restrained and helpless like this, but it's an incredible turn-on for me. I grip his driving cock to keep him from ramming me too violently. It's like riding a wild horse, both terrifying and sexy as hell.

I squeeze his balls as he goes faster and pushes in deeper. I'm ready for him to come in my mouth, filling it with his gamy male taste . . .

Instead, I push him away. "Fuck me now."

"All right." He bends me over the bathroom counter. "You've got a sexy ass." My stiff cock jerks as his fingertip brushes my butthole. "So hot and . . . ready!" He slides the first two joints of his index finger up my ass. It hurts a little, but also sends an intense sexual shock through my body.

"Oh yeah." His reflection grins at me in the mirror over the sink. "You're definitely ready." He pulls his finger out of my asshole, pats my buttocks affectionately, and then darts out of the bathroom. He comes back with the plastic squeeze bottle.

I watch in the mirror as he lubricates his stiff rod and presses its head between my buttocks. My cock throbs and I almost come as James pushes his hard-on through my tight anal ring and slides his swollen pole smoothly up my asshole.

We lock eyes in the mirror. "You okay?" he asks. I grin and jerk my head. "Good."

James grips my hips to hold me steady and fucks me roughly, drawing back and then slamming home. I rock my hips, thrusting back to meet his driving rod.

James is staring at my buttocks. "My cock looks so good, sliding in and out of your asshole."

"Feels great." He's definitely giving my butt a workout. "Come on. Pound my ass." I stroke my dick frantically while James rams my ass even harder and faster.

"Oh yeah!" James gasps. "I'm gonna shoot . . ."

He draws back and then slams home, splashing my anal walls with hot cum. I jerk my throbbing pole while he pounds my ass, shooting pulse after pulse of hot cum into my depths. Long ribbons of cum fountain from my straining cock, striking the mirror.

It's morning, and bright sunshine filters through the heavy, ancient curtains my parents gave me. I have hazy memories of showering and collapsing into bed.

James is asleep beside me, naked on the mattress with his butt sticking up invitingly.

My dick's rock-hard already. I move into position behind him . . .

Even before I discover he's stolen a third of the pot from the bag on the rolling tray, I know this isn't going to be a long-term thing. But, I don't mind a short fast ride.