My Best Friend's Brother

Boyfriend

For the first three weeks, Stiles walked around with a smile on his face.
Feeling like a pimp.
Special because he too, was in the dating community.
But then the novelty wore off.
Then he just felt like a guy dating his friend's big brother.
"Then, Boyd wanted me to pay fifty damn dollars for the keys to the ice rink.
I was like, "Well that's straight up robbery but__in your face Alien bastard! So I paid it anyway." Stiles said.
"But you hate skating." Jackson said.
"Not true. I'm just not good at it. If anything, you can hold my hand so I won't fall on my face." Stiles laughed.
"I would never let anything happen to that pretty face." Jackson whispered in his ear.
"Mmm. No. Jax, I'm trying to focus." Stiles said as he attempted to play Halo.
"Four weeks and you're still so sensitive. Imagine when we actually have sex." Jackson said. Making Stiles tremble. "All I'll have to do is push inside to have you__"
"Jackson! You killed me, you jerk!" Stiles whined.
"Good. Now go do your homework." Jackson said.
"Really?" Stiles asked.
"Yeah. Times up.
Back to chem." Jackson said.
"I hate you." Stiles said.
"No, you don't." Jackson said.
"Whatever. So does Scott know?" Stiles asked.
"I doubt it." Jackson said.
"So tell him." Stiles said.
"You do it. He's your best friend." Jackson said.
"Yeah and you live with him.
So tell him." Stiles said.
"I know what you're doing and changing the subject is not going to get you out of doing your homework." Jackson said. Much to Stiles' dismay.

The next day at School, Stiles got an A- on a pop quiz the teacher that hates him gave.
Other than Scott (who failed miserably), Jackson was the first person Stiles wanted to tell, but he was surrounded by his cool lacrosse buddies and the impenetrable
Lydia Martin.
"Man do I hate that bitch." Stiles said, seeing Lydia draped all over Jackson.
"You've hated her for years. What else is new?"
Scott asked. "On to bigger issues. What song should I play as I go down in the grave after my mother kills me?"
"You got a question mark, dude." Stiles laughed.
"It's not funny." Scott said.
"Yes it is. And I'm dating your brother." Stiles said casually.
"No you're not." Scott denied.
"Yes I am." Stiles said.
"Prove it." Scott said.
"Jackson!" Stiles called.
"What's up?" Jackson asked.
"Take a walk with me?"
Stiles asked.
"Anywhere." Jackson said.
"Super. Scott. Follow." Stiles ordered. They all walked to the parking lot.
"Is this because you want to, you know__Because having your first time be in a parking lot at school, during school hours is a little risky."
Jackson said.
"You're disgusting. And no. I told him and he didn't
believe me." Stiles said.
"That we're dating?"
Jackson asked. Stiles nodded.
"So you two...dating. Together? Dating each other?" Scott asked shocked.
"Yep." Stiles said.
"I need to process. Excuse me." Scott said and walked away. Leaving the two alone.
"I should go talk to him." Jackson asked.
"Leave him. Trying to talk to him will only freak him out more. Stay. I wanna tell you something." Stiles said.
"Sounds serious." Jackson said worried.
"Not really. I got an A- in chem today. See?" Stiles said unfolding the paper.
"I see! Congratulations! You did such a good job. I'm so proud of you. You deserve a reward." Jackson said.
"Chocolate and a night of playing Halo in peace?"
Stiles asked.
"Yeah no. A pass on homework and your first ever blowjob." Jackson said.
"Really? You're going to__ I don't know if__"
Stiles said nervously.
"Stiles. You're turning red in the face. Breathe. It's not an orgy. Just me doing something nice for my boyfriend." Jackson said. "But we don't have to do it. I can always do something else." Jackson said.
"I want you to but I'm just... Nervous. I don't want to force you." Stiles said.
"I'm offering babe. Stop fretting. You'll get frown lines." Jackson kissed his nose. "Let's go back inside."
"Okay." Stiles said and followed him in.

That night, Jackson came over. Had dinner, talked with the sheriff before he left for work. Then made his way up to Stiles' room.
"I came up with an alternative. Instead of a full blowjob, I'll give you a partial one." Jackson said.
"What the hell is that?" Stiles asked confused.
"Basically, rather than sucking you off to make you cum, I'll make you cum untouched and clean you off with my mouth." Jackson explained. "I want you to be comfortable."
"I've never had anybody  make me cum like that before. Let's try it."
Stiles said excitedly.
"That's my boy. Take off your pants. I don't want you to ruin it." Jackson said.
"Okay." Stiles took off his pants and underwear. Leaving him exposed.
"That's such a good boy. Obeying commands."
Jackson said. "I'm so glad to give you first experiences."
"I'm happy it's you too."
Stiles said. "How does this start?"
"I won't have to do much since you're so sensitive. That's your best feature.
The slightest touch or filthy word sends you over the edge." Jackson said.
"That's not true " Stiles said.
"Yes it is. I can't wait to see your little faces when I push my fat dick in your small hole. Making you hurt for the first time. And I'll hold your hand to get you through the pain before I start moving.
Slow at first to get you adjusted. Then faster once you're comfortable. Deeper inside of you. Harder. So much harder. Hitting that one special spot inside. Over and over and over. Violently.
Watching your eyes roll back and your toes curl as you try not scream." Jackson said.
"Jackson...Stop. I'm going to blow. I don't__" Stiles cried weakly. On the edge.
"That's it, kiddo. Come on. You can do it." Jackson said.
"No, I can't! I can't..."
Stiles cried.
"Yes you can. If you hold it, it's just going to hurt more.
Be a good boy and let it go for me, okay? You'll be fine." Jackson said. Stiles nodded.
Letting the orgasm wash over him. Stifling a scream.
Shooting into Jackson's mouth as he skillfully swallowed it all down. When Stiles was spent, he lay sweaty and breathless. Jackson came up and kissed his lips.
"That's a good boy, Bambi." Jackson ran his hands through Stiles hair.
"What...You're..." Stiles tried.
"Shh. Don't talk. Just catch your breath. I'll take care of myself in the bathroom." Jackson said. Stiles nodded.
As Jackson left the room, Stiles felt guilt behind the reeling orgasm. Guilt that Jackson gave him this amazing gift and Stiles was to scared to take care of him.
Jackson came back in with water for him.
Which Stiles downed in one go. "Jax?" Stiles said.
"Yes, love." Jackson said cleaning up.
"Nothing...Thank you."
Stiles said.
"You're welcome. Everything okay?" Jackson asked.
"Mm-hmm. Just tired."
Stiles said.
"Then let's take a bath and get some rest." Jackson said.
Only Stiles could be heartbroken that his boyfriend was being too nice.