There was that blush again, and Dean couldn’t help but chuckle a little even as he waited… a little nervously… for Sam’s answer. He really hoped that Sam would say yes. He wanted to show Sam a good time, and hopefully in the process erase some of the younger boy’s misgivings with touching him.

He was really trying to be patient with Sam, to give the younger boy whatever time he needed to get comfortable with the idea of going all the way… but it was kind of difficult to be patient when Sam didn’t even want to touch his cock. Sure, the younger boy had enjoyed, really enjoyed, everything that Dean had done to him. But at Sam’s age the younger boy could probably get off on rubbing against a tree too. He wanted Sam to want him as much as he wanted Sam.

The fact that Sam had obviously gotten off on watching him jack off today made Dean feel a little better though. Now if Sam would only touch him… Dean knew he could be patient with the rest if Sam would only touch him.

When the younger boy finally said yes, Dean practically beamed. Then Sam’s soft question… while blushing even redder Dean noticed, made him almost want to smack the younger boy upside the head even as it filled him with a strange tenderness. How could Sam even ask a question like that? Didn’t the younger boy realize what he was doing to him?

Instead of answering, Dean leaned over the seat, cupped the back of the younger boy’s neck, and kissed Sam thoroughly. Only pulling back when he was nearly out of breath and he smiled at the younger boy, sure he’d made his point.

“Of course.” Dean finally said when he returned to his side of the car, slid the key into the ignition and started her up.

Sam could see Dean was very happy he was willing to go out on Wednesday night. Okay, so what was he going to tell his parents? If it was a Friday night, no big deal, they were doing a party. Middle of the school week? They wouldn't be keen on him not coming home. Well, he'd used the study session excuse for Dean picking him up. Maybe he could use that again. He just didn't really figure they'd be 'done' before it was too late to go home. And…Sam didn't really want to see his parents right after losing his virginity.

He was going to lose his virginity…That was just approaching, well, bizarre. He always figured it wouldn't happen for a while yet and it would be with someone he'd been dating, the romance thing, all of that. He supposed it wouldn't be very romantic. It would just be sex. Did it matter? ….Well, maybe kind of. Would it be silly to have flowers for a girl you hadn't even met yet? Or was that just too stupid? Flowers really wouldn't make it any more romantic though. What did women want? From what Dean said, it was going to probably be a girl that just wanted to have a chance to screw Dean, who was damned good looking, and then there was Sam and just popping his cherry as it were. Yeah. Flowers would be lame. Maybe a rose? Just a single rose? ….no, still lame.

Sam knew Dean wanted it to be a threesome. He just wasn't sure about that. He was still trying to wrap his brain around how Dean made him so fucking hot. He was still trying to deal with the fact he was having a relationship with a guy, too.

When Dean kissed him, god it made him feel so loved, practically treasured. Dean's words did given him some reassurance though.

"If…if you weren't sponsoring me, would you…would you have asked me out?" Sam asked.

Dean couldn’t deny he was surprised by Sam’s question, and he honestly didn’t know how to answer the younger boy. Would he have asked Sam out? Like on a date or something?

Frankly… he really didn’t know. For one, Dean didn’t date. Ever. One night stands only. No attachments. No repeat performances. No getting close… to anyone. He didn’t date chicks and he certainly didn’t date guys. Hell, he didn’t even have one night stands around here where it might get back to Bobby that he was interested in guys.

More than that, Dean didn’t get involved with anyone in that school. He didn’t talk to any of them. He certainly didn’t make friends with any of them. He didn’t care about the problems of those stupid rich brats. If anyone was dumb enough to bother him, he made sure they didn’t make the same mistake twice. If Bobby hadn’t picked Sam up that night, he probably would have never looked at Sam twice…

Dean certainly didn’t want to tell Sam that though. He didn’t want Sam to take it the wrong way. He liked Sam. He liked the younger boy a lot. He wasn’t sure what it was about Sam, but Sam was… different, and he was glad that Sam had asked him to ‘sponsor’ him so he could find that out.

“Yeah.” He finally answered. It might have been a lie, but he wished it was the truth.

Sam could practically see the wheels turning in Dean's head with his question. He was a little surprised he'd even asked it but he guessed he wanted to know if…well if Dean really was attracted to him or if Sam was just a…convenience.

And what would he have done if Dean had hit on him?

Freaked.

Okay, maybe not freaked, but no way in hell would he have said yes. He wouldn't have gone out on a date with a guy, any guy. He would have never in a million years thought he would like it.

Dean was taking a long time to think his answer over. That pretty much meant 'no', and he felt a little twist in his stomach over that, a little sting to his ego. Not that he wanted Dean to have asked him out but…wait, yes? Dean said yes? It wasn't a flippant 'yeah,' or a too smooth 'yeah.' There was an uncertainty in it. Like maybe he would have wanted to but wouldn't have. Dean didn't seem to have any shyness about sex so why the hesitation. And talking about the bar indicated Dean liked girls, so that meant he swung either way and he seemed real confident that he could get Sam laid which probably meant he wasn't shy in asking someone out. So why the hesitation?

The answer was pretty obvious. Dean hated the people who went to that school. He might have hit on Sam if they hadn't met in that school, but Dean never would have asked him out otherwise. Sam smiled a little. The senior didn't want Sam to think it was just about the sex because…because apparently it wasn't. It kind of made a warm spot in Sam's chest. Maybe initially it was about free sex, but Dean liked him. The sting to his ego disappeared.

Sam grinned and smacked him in the arm. "You're such a liar," he said laughing.

The smack to his arm and the younger boy calling him a liar surprised Dean more than a little. Ok... so he had been lying. Sam hardly seemed upset about it though. In fact, he seemed rather pleased.

Ok... Dean was officially confused.

But since the younger boy was laughing as he did it, Dean guessed that he must have done something right. Sam’s grin was infectious as hell and he couldn’t help returning it, even if he rolled his eyes impressively at the younger boy’s antics.

“Bitch.” He called Sam, but there was nothing but affection in his tone.

It wasn’t long after that he pulled up in front of Sam’s house and Dean decided it was a shame that the drive wasn’t longer. The lights were on in the house so he guessed at least one of Sam’s parents were home. He put the car into park and shifted to look at the younger boy sitting next to him.

“So... do you want me to come pick you up early tomorrow?”

He could see the surprise and confusion in the senior. Hell maybe Sam was thinking too much and a yeah simply meant a yeah. But he suspected he hit it pretty close to the truth. Dean didn't seem all that complicated.

"Jerk," Sam tossed back at him seeing Dean roll his eyes and continued to chuckle and grin. Dean had smiled a lot today, really, and somehow, Sam didn't think smiling, really smiling, was something Dean did a lot of.

The rest of the drive was just too short. He should have had Dean stop for ice cream or something. Anything to stretch out the time a little. But he did have homework to finish and he wanted to get some more work done on the present for Dean.

He smiled when Dean asked about showing up early but shifted a little uncomfortably. "That would be okay but…" he voice dropped almost to a whisper, "I'm uh, kinda getting sore, you know, down there and if we're going out Wednesday…" He bit his lip. "You think we can make out without…crap, you're just such a fucking good kisser that it's hard not to get, uhm, hard."

Well, shit. There he went fucking blushing again.

"But, I'll bring extra clothes," Sam added, a mischievous glint in his eyes. "I'll be ready early, if you want. I just might be…not up to everything we did today. How much more embarrassing can it be to tell a girl I'm a virgin and my cock is all red and raw because…well, you know."

Sam grabbed his stuff and gave Dean an almost shy smile as he got out of the car. "See you tomorrow."

Dean couldn’t deny he was happy that Sam said ‘yes’ to his offer to come by early tomorrow.

Though the younger boy’s whispered concern regarding the soreness of his cock, Dean had to bite the inside of his cheek to keep from laughing. Ok, so maybe they had gone a little overboard today and Sam did have a point. He certainly didn’t want the younger boy to be too sore to have any fun on Wednesday night.

So, he guessed, he’d have to take it easy on Sam tomorrow. Though he wondered how Sam would react to a suggestion of making out and giving the younger boy’s cock a rest. Sam could always touch him or… he could play with Sam’s ass. The younger boy had certainly seemed intrigued enough when he’d watched him use his fingers inside of himself earlier.

“Ok, see you tomorrow, Sammy.” Dean replied, watching the younger boy head into his house, pulling the car away from the curb once the front door shut.