Tammy slowly opened her eyes. Had she just heard something? What time was it? She listened, but didn't hear anything. She closed her eyes, then yelped when something touched her shoulder.
"Its just me!" Jimmy said next to her.
"Jesus!" Tammy rolled onto her back and found the base of the touch lamp, turning it on.
"You ever hear of knocking?"
"Sorry, I um," he looked nervous, no more than nervous, he looked scared.
"You okay?" She asked as her racing heart slowed down. "You're still all red. You have a fever?"
"No, I just uh..." he looked around evasively.
"What the fuck is that?" Now that she was fully awake, she noticed Jimmy only had on a pair of black boxer briefs. It wasn't him being in his underwear that caused her reaction, but the obvious bulge in them. "Oh my god, bro, are you fucking hard?"
"No! I mean, yeah, I mean," Jimmy ran both hands through his hair, something he did when he was anxious. "I don't know what I mean."
"Why the hell would you come in here like that?" She pointed to the door. "Go do something with that."
"I can't!" His voice cracked from nerves.
"What do you mean you can't?" Tammy pushed herself up into a sitting position. "Just jack off like you always do. That's what you were doing when I came home."
"I know, I did that."
"She must have cock teased you pretty good for you to be all worked up again," Tammy shrugged. "Just do it again."
"I did! I did it twice, and look at this!" He pointed down to his crotch.
Tammy's eyes reflexively followed, then quickly looked away, but not quick enough that she couldn't help notice how big the bulge was. Apparently her skinny geeky little brother was packing a big surprise down there.
"Tammy, I need your help."
"With what?"
"Um, well," he glanced down towards his crotch.
"With that? Ewww!" Tammy's face scrunched up in disgust. "What the hell is wrong with you? I'm your goddamn sister!"
"Please?" He adjusted his glasses, another of his nervous tics. "God, Tammy, it's so hard it hurts!"
"It's going to hurt when I punch you in the balls for being a fucking pervert. Did you take something at that party? Someone slip you something?"
"Yeah," Jimmy said softly.
"What?" Tammy's disgust gave way to concern. "Do you know what it was? Should I take you to the ER?" Her parents were somehow going to blame her for this, if he ended up sick.
"Viagra." Jimmy admitted and sat on the edge of her bed.
"Someone put Viagra in a drink?" Tammy frowned. "Why would anyone do that? I mean unless they wanted to take advantage of it."
"Or pull a mean prank." Jimmy said glumly.
"Prank." Tammy repeated.
"Kim, the girl who invited me, it was her house, and I guess she'd found her dad's Viagra. She was being super nice to me, danced with me a couple times even though I can't dance and started telling me that maybe we could go upstairs to her room later."
"Teasing bitch."
"Yeah, and I was nervous but excited. I should have known it was a set up. The kids there were like the who's who of the cool kids club."
"Won't be so cool when I get some of my friends to..."
"Let it go, sis." Jimmy told her. "I don't need to look like a bigger loser by my big sister handling my problems."
"But they can't just do that to people."
"Anyway, she brings me a drink, a Captain and Coke. I make myself look like an idiot by saying I'm not old enough to drink. But she just smiled while the other kids are laughing, and tells me I have to be a man someday and if I drink up, maybe she'll help make me a man."
"I drink it and people are laughing and grinning. I figure they're making fun of me having a hard time getting it down, because I don't think there was much coke in there. Few minutes later I start sweating, and my damn nose starts running.
"I go in the bathroom and I'm all flushed. I think it's from the drink being so strong. What do I know, I'm the straight arrow; you're the partier in the family."
"Thanks."
"But then I start getting, um, excited." Jimmy continued. "Really excited. Couple minutes later I start seeing a blue tinge out of the corners of my eyes. I know that's not booze. I start to leave and Kim comes over and asks me if I feel okay.
"I told her no, and I'm leaving."
"Do you think she gave it to you because she wanted to fuck you?" Tammy asked. "Maybe it wasn't just being mean? But she thought you'd be nervous or something?"
"No because she asked me if I was leaving because something came up, and started to laugh. One of her friends was there and yelled that Kim shouldn't be giving me a hard time. Another girl told me to lighten up, and why was I so stiff?
"Then this guy, big jock looking creep, comes over and puts his arm around Kim, turns out he's her boyfriend. He asks me to let him know how many times I'll have to jerk off because he and the other guys had a bet going."
"I...I just about ran out the door, and this kid stops me, and tells me, he heard Kim say she put two pills in that drink, and you're only supposed to take one every 24 hours. He said if I can't get it down I better get to a doctor."
"Jesus Christ," Tammy leaned forward and put her hand on his shoulder. "I'm sorry, Jimmy. Those people are fucking garbage."
"I think even the kid that warned me was in on it, trying to scare me. But he's right. I, um, took care of it, right after I shut the door in your face, and it didn't go down. I did it again, and it did and I fell asleep, but I woke up a half hour later like this.
"Then do it again."
"I tried, but it doesn't work."
"How can it not work?" Tammy asked.
"I got off twice, maybe my hand's not enough. I tried for a while, just couldn't..." he looked away from her. "You know, get there."
"Use lotion, it'll feel a lot better."
"I did, didn't help, and I watched porn, and that still didn't help because I'm not horny I'm fucking frustrated. My balls are aching from being like this."
"Wow, TMI, bro." Tammy smiled, but it faded when she saw how upset he was. "Sorry, not trying to make fun of you, just trying to get you to relax."
"Does that look relaxed?" he pointed.
"I'm not looking at that," Tammy told him. "You could have worn sweats or something. You didn't have to try and show me proof."
"Just not thinking straight. I'm scared, Tammy." He looked up and she saw he wasn't kidding, his eyes were wide and she could feel his shoulder quaking under her hand.
"This sucks and it was embarrassing, but why are you scared?"
"I went online. We see those dumb commercials for this stuff, and they have that warning that if you're hard for four hours see a doctor."
"It hasn't been four hours," Tammy pointed out.
"It's been over two!"
"Calm down, you just need to keep going until you wear it out."
"I can't get off!" He yelled, his eyes wide behind his glasses. "And you know what they do if it won't go down?"
"Jimmy, it will go down, don't get crazy, and you know looking things up online always makes things worse."
"This is true though! The doctor has to cut it to get it to fucking deflate and there's a good chance you might never be able to get hard again!"
"Don't get crazy over it. You'll take care of it. Hey, you're a pro at getting yourself off."
"Why did I even come in here?" Jimmy went to stand, but she caught his arm.
"Okay, no more jokes, but try and take it easy. Tons of guys use this stuff, that four hour thing is really rare."
"Most guys who take it are older and have trouble. I'm 18, seeing a girl's foot can get me hard, and she gave me two of them! The dose is one!"
Tammy frowned and poked at her lip, her own nervous habit when she was thinking. He made two good points. Guys her age could go three or four times a night without any help, and the double dose.
"Yeah," Jimmy pointed to her. "See? You're thinking about what I just said."
"Because you're scared, and I'm taking it seriously, but I know you'll be fine."
"Tammy, I'm a goddamn virgin! If I have to have that done I might never have sex in my life!" His voice cracked again and she swore he was a minute away from crying. "Look at me! I'm mad, I'm scared, and I'm hard as a damn rock! This isn't going away on its own."
"Then you help it go away. Use your left hand."
"Funny. I'm telling you my hand isn't enough. Or is that piece of plastic in your drawer as good as a real dick?"
"Whoa, no need to be rude."
"I'm saying it's not the same, and women can only play with themselves so many times, before it's not going to do it anymore too."
Tammy bit back the remark that he didn't know anything about women other than the internet and his friends, but there was truth to it, she'd had nights of masturbating where she reached the point she was numb to her own touch.
Tammy looked over at her alarm clock.
"It's twelve thirty. That amazing super store on post road is open until 1 on Friday's and Saturdays."
"How do you know that, and why does it matter?"
"I know because that's where I buy my toys, and it matters because if you're hands not doing it, I'll go and buy you a fleshlight or something."
"Ugh," Jimmy put his head in his hands. "Those things are gross looking and nasty."
"Sex doll? Pocket pussy?"
"Stop it!" Jimmy snapped. "It's no better than my damn hand."
"Then why do guys buy them?"
"I don't know!" Jimmy whined. "I need something real. Something I never did before."
Tammy resumed poking her lip. Something real.
"I got it!" she snapped her fingers.
"What is it?" Jimmy looked at her hopefully.
"I have a hundred dollars stashed away, and Mom and Dad left me a hundred in case we wanted to get some take out over the weekend."
"So?"
"Billy from work was telling me his parents are divorcing because his father was banging all these hookers. He got them from a site called Erotic mistress. We'll go online and find someone to come take care of you."
"A hooker?" Jimmy looked at her as if she'd lost her mind.
"Sure, you get your problem taken care of and get your first time!" Tammy beamed. "Grab my laptop for me."
"You'd really want me with a hooker? Seriously?"
"I have condoms in the nightstand."
"Tammy, don't you think I've been humiliated enough tonight?"
"Why is this bad?"
"I'm an 18 year old kid. I'm skinny, I'm geeky, and any woman that comes here is going to know I'm a loser paying for his first time." He mimicked her expression of disgust from earlier. "That my big sister paid for and will be down the hall when it happens."
"Well...its not perfect, but you don't want a sex toy either, and say you can't do it yourself again. What's left?"
"Besides, cops are all over those sites. We could get in trouble, plus some of those girls are okay, but some are kind of you know, on drugs or drunk, or just skanky even." He put his hands out. "And let's get back to me being a l..."
"You're not a fucking loser, stop saying that." Tammy snapped at him. "You're a little skinny sure, but glasses are in these days and you're cute, and you're sweet, and you're smart. Only reason you don't have a girl is you're too shy and wrapped up in being a loser to meet one. Stop wallowing, and start getting a life, Jimmy."
"I guess that was supportive," he gave her a weak smile. "You're a good sis, and a good friend, you know that?"
"Don't go Hallmark on me, we still have to help you out." Tammy sighed. What else was there? Did she have a friend she could talk into...no, what was she thinking? Too many Donna jokes about Brenda giving Jimmy a pity BJ.
"You could help me."
"Huh?" His words pulled her from her thoughts. "I'm your sister, Jimmy. I love you and do whatever I can to help when I can, but this? Is not something a sister can help you with."
"Please?"
"What's wrong with you?" Tammy demanded. "I know you're scared and messed up right now, but you're out of your mind if you think I'm going to fuck my brother."
"No, no!" He put his hands up defensively. "Of course not! Not sex!"
"Then what? You better not think I'm going to suck your dick." Jeez was she really having this conversation? Maybe she was still asleep and having a Mary Jane and JD driven fucked up dream.
"Wow," Jimmy whispered, an odd look on his face.
"Wow what?"
"I don't know, just hearing you say suck my dick was kind of hot."
"Out!" Tammy pointed to the door. "That shit's put the little head in charge and making you a serious fucking perv. Go stroke it until it goes down."
"But..."
"I offered to get you a toy, I even offered to try and find you an escort and help pay for it." Tammy crossed her arms over her chest." Chump don't want no help, chump don't get no help."
"Tammy, please help me with this!"
"You can do it yourself, you're just being weird and trying to get pervy with me."
"You're my sister, why would I be trying that?"
"I've seen you looking, Jimmy. You were staring at my tits when I was talking to you earlier and looking at my legs."
"No, I wasn't!"
"You sound like a little kid. I've caught you checking out my ass and boobs a few times. I didn't say anything because I figure what the hell, you're a boy and you haven't gotten laid yet."
"Tammy I swear I never..."
"Where's my black bra?" she asked. "Under your mattress? In one of your drawers? Why not just use that for some inspiration?"
"I..." His shoulders slumped. "Okay, I've looked at you a few times. I know I shouldn't. but you're really pretty, and you're super-hot."
"Just when I think this can't get any more awkward."
"And you're right, maybe if I'd had sex and had girlfriends I wouldn't have looked or," he looked away from her. "Done something bad with your bra."
"Nasty," Tammy grimaced. "But at least you admit it."
"I'm sorry, I didn't mean to creep you out or make you feel funny. I never thought anything bad about you. You're always mad cool with me and I know you stick up for me when people make fun of me and I love you for that."
"That's sweet," Tammy smiled. "You're a good guy, Jimmy, you're going to make a lucky girl real happy when you get out of your shell and find her."
"Tried being out of my shell tonight, look what happened."
"Not every girl is a bitch and not every guy an asshole like Rick. But sometimes good people find the bad ones, and we don't know it right away."
"But at least you've had sex, a lot of it."
"Hey, watch it!" she warned.
"I just mean what happened with Rick sucked, but you had a lot of fun before him and since."
"Not the since part, not yet." She put her hand up to cut him off. "This has been a good talk Jimmy, but I had a lot to drink and smoked too much, and I'm tired. Sorry I can't help, go do what you need to. I'll see you in the morning."
"Tammy you have to help me!"
"Stop whining, its annoying. I gave you two options you don't want them."
"I'm not sticking my dick in a piece of plastic or someone who's had half the dicks in the state inside her."
"Fussy!" Tammy rolled her eyes.
"I need your help, sis, seriously."
"Jimmy, you'll be fine."
"How long have I been in here? Twenty minutes?"
"I guess."
"Twenty minutes of talking, being upset, embarrassed, arguing with you, just talking to you, right?"
"Point?" she rubbed at her stinging eyes.
"Point is look at this!" he rose from the bed and pointed down to his crotch.
Tammy couldn't help but look at the big, no, damn big, lump in his boxers.
"I'm so goddamn scared I want to cry, but I'm as hard as I would be I was going to have sex. I can't get rid of this on my own."
"Jimmy, I don't know what you want me to do. You're my brother, I can't touch you like that."
"You don't have to!" Jimmy said quickly. "I just need something to turn me on enough to get off."
"I turn you on?" Tammy caught herself still staring at the problem at hand. The boxers were tight and it looked like his cock was bent inside them, and she wasn't seeing its full length outlined. How big was this kid's dick?
"Yes, well no, I guess kind of."
"Please stop, Jimmy. This just keep getting worse." Because you keep staring at your brother's boner for fuck's sake!
"Please? You don't even have to do anything!"
"Then how is that helping?"
"Just lay there and," he swallowed nervously. "Let me jerk off on you."