Chapter 1
James hadn't meant to. He'd just been looking through his roommate's old videos for something to watch when he'd come across an unmarked one. Curiosity consumed him, and even though he tried to ignore it, it wouldn’t stay off his mind.
It was probably something he didn't want to look at, or it might be something he really did.
His roommate Dan was bisexual. The tape could be of anything...
maybe even just his high school graduation.
Or it could be of something interesting... something intriguing.
James had always wondered about gay sex.
It wasn't something he'd ever tried. He'd gone through high school and most of college without ever experimenting.
But sometimes he just... wondered. What was it like, how was it different?
Was it different even? Probably. It had to be, he figured. That was pretty contrasting genitalia.
Two days passed. He talked to Dan normally, didn't bat an eyelash. But every time he saw his roommate, he couldn't help but think about that tape.
Finally he couldn't take it anymore. Sure, curiosity killed the cat—but people always forgot the rest of the saying.
And satisfaction brought it back. Well he was going to have his curiosity satisfied.
So when Dan left to go out with some friends to a club, James went back into Dan's room and found the video again.
The only TV in the house was the one in the main room, but Dan always stayed out for a long time, so as long as he was quick, then it wouldn't matter.
Pressing the Play button, he sat back with the remote and fast-forwarded through the obligatory minute of no film—and then there it was.
On screen, Dan and one of his ex-boyfriends were setting up the camera and then stepping away and kissing.
They were already naked, and their cocks were hard.
Okay, so James had seen other guy's dicks on occasion, but he'd never seen another guy hard.
There was something really erotic about it as he watched Dan and Tim press against each other.
No tits, no pussy... although they both had nice asses, and yet he could feel himself starting to get hard as Tim worked his mouth down Dan's body to his dick.
When Tim actually swallowed Dan up—as Dan looked at the camera and smiled, one of his hands on the back of Tim's head—James could feel his dick springing up inside his pants.
No girl had ever completely swallowed his dick, and they seemed to be satisfied with just fisting the last part of it, but he'd always wanted one of them to totally swallow him.
Tim bobbed his head up and down on Dan's tool, coating it with saliva as Dan moaned and humped his groin against Tim's mouth.
James could see his ass cheeks clench every time his hips went forward.
Wetting one finger in his mouth, Tim's hand went underneath Dan's balls and between his legs.
As Dan went up on his tiptoes with a cry of pleasure, James realized Tim must have had his finger in Dan's ass.
Unable to help himself any longer, James released his aching dick from the confines of his jeans.
He'd never considered himself really truly attracted to guys.
Okay, so he noticed when another guy was good looking, but he didn't really want to go over and hit on him or anything.
It had just been a curiosity thing, but now, watching, he was feeling really turned on.
And he wondered what it would be like to actually do these things and not just watch them.
He'd always heard that with homosexual couples there was one person who was more dominant, and one who was more submissive.
That definitely seemed to be the case with Dan and Tim, and Dan was definitely the more dominant one.
Tim blew him and sucked on his balls until Dan pulled him up and kissed him hard before pushing him back onto the bed.
He fell back, grinning, with his dick pointing straight up in the air.
James fisted his own cock as he watched Dan rub his hands over Tim's broad chest, kissing and sucking on his nipples before coming down and licking along the length of his dick.
Although he sucked Tim for a few minutes, it was obvious that this wasn't going to be the main event.
Picking up a bottle off the nearby nightstand, Dan poured something into his hand and then started rubbing it over his hard cock as Tim watched, fisting his own dick in excited anticipation.
James realized what was about to happen, and he groaned with excitement as Dan lifted up Tim's legs and lined his dick up with his asshole.
He was breathing heavily as he watched Dan slowly press his dick into Tim's ass.
Tim's dick jerked in response to the invading weapon.
The guy's head fell back onto the bed, and his grip on his dick tightened as Dan pressed inward, slowly but vigorously
James continued fisting his dick but ran his other hand down to his ass where he pressed gently against the crinkled hole, running his dry finger around the outside of it.
Hissing out his breath, he jerked as the unexpectedly exciting sensations made his dick twitch.
His finger continued to make little circles around his anus as he watched Dan start to pump in and out of Tim's.
Tim encouraged his boyfriend, pleading for it harder and faster as Dan moved slowly but confidently.
Dan's hands moved up and down the other man's body, rubbing and caressing him as he jerked himself off.
Finally Dan started to pick up the pace, and Tim's hand moved faster in response.
James enthusiastically masturbated as the two men fucked each other, grunting with pleasure.
Tim came first, his face ecstatic as Dan pillaged his backside.
Thick white cum sprayed out of his dick and onto his stomach and chest as he cried out.
With a painful-looking thrust, Dan bellowed his own climax, and James could just imagine the load disappearing up into Tim's dark hole.
Jerking and crying out on his own, James' cum sprayed upward onto his shirt and slid over his hand and dick.
Panting, with his eyes glued to the screen as the two men kissed, Dan still buried in Tim's backside.
With a gentle tongue, Dan licked all of the cum off of Tim's ass and thighs before withdrawing from his hole.
Tim moaned a little as he was emptied, and James could see cum starting to leak from his ass.
With a gentle finger, he pressed against his anus again.
"Would you like to find out what it's really like?" asked a quiet voice from the doorway. James gasped, and whipped around to see Dan standing in the open doorway, watching him touch his anus.
James' jaw worked soundlessly as his roommate came toward him with a slight smile on his face.
Realizing that his hands were still down his pants and his finger was still pressed against his anus, he hastily pulled his hands up and away from himself, scrambling to cover his limp dick and the cum on his shirt.
Dan smiled and shook his head as he came closer.
"It's okay, James. It's not like it isn't anything I haven't seen before.
" His smile broadened as James' mind went completely blank.
There was nothing he could think of to say.
He didn't know how long Dan had been watching him from the doorway because he'd gotten so wrapped up.
Dan stood in front of him in his club clothes, smiling down at him in a way that made his balls tighten.
He'd never seen Dan look at him like that before.
"I came back because I forgot my wallet.
I didn't expect to find this. So"—he leaned down until his face was only inches away from James'—"Do you want to find out what it feels like? "
For a moment, they just stared at each other as James' throat worked.
His mind was racing, but he couldn't think of a reply.
He didn't know what he wanted. His confusion showed in his eyes, and Dan smiled and leaned forward.
James closed his eyes as Dan kissed him, already starting to respond to the confident man in front of him.
With a small moan, his lips parted for Dan's tongue to come questing in his mouth, and he responded in kind.
A part of him almost panicked when Dan's hands slid under his shirt, but the light caresses as he began to lift the soiled shirt over his head helped to calm him.
Gently, carefully, Dan undressed him as they kissed, and he kissed James' body as it was revealed.
By the time Dan started undressing himself, James was completely hard again.
Kneeling gracefully in front of him, Dan started to lick the sperm from his masturbation, cleaning his dick and groin of its sticky wetness.
James groaned as his roommate skillfully licked his dick and then started to suck it down his throat.
Dan seemed to know every sensitive spot, how hard and how fast to suck him to give the most pleasure.
Shuddering, he could feel the wet tip of Dan's tongue press against his anus, even pushing in a little bit.
It hurt, but it felt good too, and he pressed his dick up as the finger pressed against him, his hips moving in response to its attempted invasion.
Pulling his mouth from James' dick, Dan started kissing up his body, rubbing his dick with one hand while he nibbled on his small nipples. His nipples were on fire with the attention, and he found himself reaching for Dan’s dick as well.
It felt strange when his hand wrapped around it, soft and firm with different bumps and ridges than his own.
Dan murmured encouragement into his ear as he nibbled on the earlobe, the pleasure signals going straight to his balls.
He squeezed Dan's dick involuntarily and got even more excited when he heard Dan groan.
Experimentally he squeezed and pumped his hand up and down, making sure to press his thumb against the mushroom head the way he liked to do on himself. Dan pressed his hips toward him, pre-cum grazing stickily against his bare chest, and James moaned disappointment as Dan pulled away.
"Turn around," Dan said huskily, his hands caressing James' shoulders and chest, pushing him onto the couch face down.
Hesitantly, unsure but excited, James leaned over so that his upper body was on the cushions.
Turning his head over his shoulder, he watched as Dan slid a familiar-looking bottle out from under the couch and poured some into his hand.
As he began to lube up his dick, James was getting more nervous and more excited.
He pressed his dick against the couch, rubbing it and not realizing it was making his ass sway up and down in a very erotic way.
Two slick fingers pressed against his anus, and he moaned as Dan said, "Because you're a virgin.
Now relax and it won't hurt." Inward they pressed, an uncomfortable pressure that ached a little but was bearable.
He moaned into the soft cushions as his roommate's fingers slid up the unused channel.
They moved in and out, invading him slowly and stretching him open.
The way they pushed inside made his dick ache and bounce in front of him as it pressed against the couch.
When he started moving his ass back against the fingers in rhythm, Dan pulled them out and lined up his dick.
It was much bigger than the fingers, thicker, rounder.
In some ways it was softer too. Velvety as it slid between his cheeks, slick and firm as it opened his hole.
James gasped as it began to delve deeper than the fingers had, taking his virginity.
Although it hurt a little, Dan was being extremely gentle with him, murmuring encouragement in his ear as his hand wrapped around his dick.
The slick lube on his hand felt wonderful and helped a lot with making him less aware of any pain and more aware of the pleasure.
Suddenly he wanted Dan all the way inside him, hard and painful, and he thrust his hips back, catching the other man by surprise.
Dan grunted as his dick was completely buried in James' gorgeous ass.
It clenched and rippled around him in hungry lust. With a groan, he abandoned his plan to be gentle in light of James' enthusiastic cooperation and encouragement.
James squealed like a stuck pig as Dan began to thrust quickly in and out of his ass.
It was painful and yet wonderful, the two sensations mixing together until he could barely tell what was what.
The dick inside him twitched and probed, causing his own dick to leap forward. Clenching his buttocks, he could feel his hole tightening around the invading shaft, and both men groaned at the pleasure it sent rippling through them.
Dan began to ride him like a bronco, shoving his face further into the cushions with every stroke, and he cried out with agonized ecstasy as he began to cum all over the front of the sofa.
With a triumphant bellow, he buried himself into James' deflowered ass and filled it with its first load of cum.
James marveled at the way Dan's dick felt as he orgasmed, the way it pulsed inside of him and how he could feel every single spurt.
For a few moments afterward, they just lay there, Dan's cheek resting on James' back. Thoughts whirled through James' mind, uncertainties of what to do next, the desire to try more, wondering what that meant for him.
"Do you want to go back to my room?" Dan asked into the silence.
James only needed to hesitate for a moment before saying yes.
The End