Screwups (20 page)

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Authors: Jamie Fessenden

BOOK: Screwups
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One afternoon, when Jake was basking in a sunbeam on the floor of the sun-room, debating whether he should pick up his novel again, Althea announced that she was going to visit Krauka. “I’d invite the two of you along, but it’s likely to be pretty dull—picking up prescriptions, doing a little grocery shopping, stuff like that. She’s getting old and doesn’t have any relatives in the area to help her, so people in the coven take turns.”

Jake was feeling so lazy, he didn’t even get up. He just waved at her and said, “That’s cool. I hope you have a good time.”

Danny came out from the kitchen to kiss her good-bye, and then he leaned against the doorframe of the sun-room while she headed off. When the front door was closed, he turned his gaze upon Jake and gave him a long look. Then he said, “I’m horny.”

Jake tried to feign indifference. “I’m not sure if I’m in the mood.”

“I’ve been watching the crotch of your sweatpants. As soon as I said the word ‘horny,’ you started tenting.”

Betrayed by my own dick.
“I should wear heavier clothing.”

“Underwear might help,” Danny observed. “You’ve turned into quite the libertine since I met you.”

Jake didn’t want to admit that he had no idea what a “libertine” was, since he was pretty sure Danny had deliberately used the word to stump him. Sometimes the guy made him feel like some kind of missing link. But he chose to ignore it. “About this ‘horniness’ you were referring to?”

“Oh yes,” Danny replied in a fake British accent. “Quite. Well, my good man, I was thinking perhaps we could fuck.”

“Yes, let’s.”

Danny led him into the bedroom, and it didn’t take long to get naked and into the sixty-nine position they both loved. That soon progressed to mutual rim jobs, and Jake was in heaven. But then Danny lifted his head and said, “You think you’re ready to try something new?”

So far, Danny had yet to lead him astray, but Jake couldn’t help but feel a little nervous. “Like what?”

Danny stretched an arm out to snag the so-far unused bottle of lube off the nightstand. As he popped the cap, he said, “You just keep doing what you’re doing down there. I’m going to introduce you to my fingers.”

Jake felt a mixture of arousal and anxiety swirl around in his stomach, watching Danny dab some of the lube onto his index finger. He knew where this would inevitably lead, and he wasn’t sure if he was ready. “I don’t know if I want to be fucked….”

“Not even by a little finger?” Danny said, smiling as he flexed his index finger like a puppet.

“I don’t… well, maybe a finger’s okay.”

Danny turned around on the bed so they were face to face. He kissed Jake tenderly and said, “I’m not doing this because I’m dying to get my finger up your butt. Though it does sound kind of hot. But anyway, it’s mostly because I think you’ll like it. You
really
get into anal play.”

“True.”

Danny smiled and looked directly into his eyes. “You can say ‘no,’ Jake. We’ll just go back to what we were doing, and I’ll love it—honestly. This is just something I think you’ll like. But if you don’t, you can stop it at any point, including right now.”

Jake frowned. “Sorry, I guess I’m being a baby about it.”

“It’s not being a baby to say you don’t want a finger, or anything else, up your ass,” Danny said. “It’s your ass. You don’t have to do anything with it you don’t want to do.”

“But you think I’ll like this?”

“I think you’ll
love
it.”

“All right,” Jake said. “Do it.”

He was relieved that Danny didn’t just reach down and shove his finger in. They went back to mutual rimming, and he gradually relaxed into that. He
really
liked Danny’s ass. It was amazing how smooth and flawless it was, even when he got this intimate with it. The musky scent he’d initially been a little squeamish about was now an enormous aphrodisiac to him. He could feel Danny’s tongue, warm and soft on his own anus, and his thighs quivered with the need for more—a need he’d been experiencing often during their sex play, but he’d been uncertain what more he wanted.

Now he found out. As Danny slowly teased his index finger inside, Jake felt a thrill of sexual energy spreading out from his anus like lightning, yet somehow slower. It filled him up inside, spreading through his stomach and chest and out into his limbs, and then finally exploding like sparks in his head.

My God….

Danny moved his finger as if to pull it out, and Jake couldn’t help but whimper.

“Did that hurt?”

“Put it back in,” Jake begged.

Danny chuckled and did as he asked, but only as the beginning of a slow in and out motion that soon had Jake writhing underneath him. Jake moaned, grateful that Althea was out of the house.

He was so lost in the gradual finger fucking that he wouldn’t have even noticed when the finger became two fingers, except that Danny asked him, “Are you still okay? That’s two fingers now.”

“Yeah,” Jake moaned before burying his face back in Danny’s ass.

By the time Danny inserted a third finger, Jake was surprised to find that his anus was no longer feeling any pain at all. The continual in and out motion had numbed it, in a way, though the pleasure was still there. And it wasn’t long before he was craving more. Not necessarily more fingers, but… they weren’t going in very deep. He wanted them
inside
him.

And he knew the best way to satisfy that craving.

“Okay,” he said, so lost in the sensations he wasn’t sure he’d be able to form a coherent sentence, “I think… I’m ready….”

“Ready?” Danny asked, sounding a little surprised. “You want me to put my dick in you?” Perhaps he thought they’d gone as far as Jake could handle.

“Yes… please….”

To Jake’s immense frustration, Danny lifted himself off him and pulled his fingers out of Jake’s ass. But it was only to retrieve a condom from the basket, open it, and roll it over himself. Then Danny climbed back onto the bed and laid his body down onto Jake’s, but face to face. As he did so, he lifted both Jake’s legs up over his shoulders, tilting his ass up. “Is this comfortable for you?” he asked.

Jake was so aroused, he could have been bent into a pretzel and he probably would have enjoyed it. “It’s fine.”

It was hard to get their faces close together in that position, but Danny managed to lower himself enough for a quick kiss. Being folded up
that
much made breathing a little difficult for Jake, but after the kiss, Danny eased off until Jake was in a more relaxed position. Then he reached down to adjust things until Jake could feel the tip of Danny’s cock pressing against his sphincter.

He moaned his acquiescence and raised his hips slightly to ease access. Danny didn’t thrust it in, but applied gentle pressure while he and Jake stared into each other’s eyes with longing. Jake was frustrated that his sphincter didn’t immediately open up and swallow Danny’s shaft, but after a minute or so, it finally relaxed and Danny penetrated him. Even then, he moved slowly, sliding in an inch and waiting for Jake’s body to adjust before he penetrated deeper. But eventually Jake felt Danny’s pubic hair brushing against his ass, and then a final thrust brought their bodies together. It was amazing. Danny’s cock felt warm and enormous inside his body, as if it were filling him entirely.

Then Danny began to move, and Jake found himself trembling head to toe with the electric thrill the movement sent through his torso. It was obvious Danny wanted to be gentle with him, but after several slow, cautious thrusts, Jake demanded, “Do it faster.”

“If you say so,” Danny responded with a gentle laugh.

Eventually, he had Danny thrusting into him so fast and deep that Jake began to worry his ass might not be able to take the pounding—literally. But it felt so good. He didn’t want it to stop. He jerked himself off while Danny fucked him and timed it so that when Danny slowed and tensed for his orgasm, Jake released at the same time, dousing his stomach and chest with come. He could feel Danny’s cock squirting inside him, even though the condom was presumably catching it all, and it felt as though their bodies had become one at that moment, as though Danny were coming through Jake’s cock.

“Oh my God,” Jake breathed when it was all over and Danny was softening within him. “That’s the most amazing thing I’ve ever felt.”

“I had a feeling you’d like it.”

“I wish you had a detachable penis, like in the song. Then you could just leave it in there all the time.”

Danny laughed. “Ew.”

“Or maybe we could have an exact copy of your dick made in rubber, so I could carry it around with me.”

“Again… ew. How about this instead. Whenever you want me to fuck you, you say, ‘Fuck me, Danny,’ and then I’ll fuck you.”

“Ah,” Jake replied, nodding sagely. “A secret code.”

 

 

D
ANNY
STAYED
inside until he softened enough to slip out and then collapsed on the bed beside Jake. “There are some other positions we can try too.”

“Like what?”

“Doggy style,” Danny replied. “Or with you sitting down on me. There’s a bunch of positions. There’s one called ‘The Cross,’ where you spread your legs with one leg up over my shoulder and the other lying on the bed, while I have one leg over that leg.”

Jake quirked an eyebrow up, looking puzzled. “I’m having a hard time picturing that.”

“It’s easier to show you than to explain it. We can do it tonight.”

Jake blushed adorably at that and covered his face with his hands. “Jesus! I never thought I’d do anything like this.”

“Didn’t you think you’d have sex someday?”

Jake lowered his hands. “Well, yeah. But the porn magazine I bought last year didn’t go into much detail. It had one shot of a guy with his dick in another guy’s ass. The rest was just blowjobs and jerking off.”

Danny kept forgetting how little exposure Jake had had to gay…
everything
. “You’ve never seen a gay porn film?”

“No. I’ve seen some straight porn on cable. Bobby and Robbie kind of forced me to watch it and jerk off with them.”

“Ugh!” Danny screwed his face up in disgust. “That’s incest!”

Jake shrugged. “We didn’t touch each other. And we only did it a couple times. Don’t other brothers jerk off together?”

Danny had to admit he had no idea, not having a brother. He decided to get back to his original track. “I hadn’t actually planned to go all the way to fucking this time,” he commented. “I thought I’d just finger you until you came.”

“Well, once it was inside me, I wanted more.”

“I’m glad,” Danny said, caressing his shoulder. “Watching you get turned on by something I’m doing is incredibly hot.”

They ended up falling asleep, even though it was still early afternoon. Unfortunately, Danny dreamt of Steve Cory.

 

 

S
TEVE
WAS
a great kisser. But he could only kiss when he was drunk, which should have been a warning flag right there. That, plus the fact that he never went beyond kissing. They’d find themselves a secluded spot in the woods and hang out chatting, pretending they didn’t know what was going to happen after Steve had a bottle of grape “Mad Dog” 20/20 in him. After a while he’d lean over and they’d make out. It was obvious that he had a hard-on the whole time, and sometimes he’d climb on top of Danny and hump him through their clothes. But nothing beyond that. After an hour or so, he’d just stop and say he needed to get home.

Still, he
did
kiss. And he kissed Danny, who’d had a crush on him for over a year. So Danny took what he could get. But he longed for more, and Steve seemed to know it.

They never talked in school. Danny was out, and Steve was absolutely
not
. When Danny had made a joke about blowing him a kiss in the hall on Monday morning, Steve’s eyes went wide and he said, “Dude….”

The warning in his voice was clear. Danny quickly laughed and said, “Don’t worry. I wouldn’t do that.”

“You’d better not.”

It was Steve’s idea for Danny to hang out with him and some of his friends from the wrestling team—Randy Woodman, Taylor Carmichael, Blake Harris, and Blake’s younger brother, Alan. “Come on, you’ll like them. We’re just gonna get some Mad Dog and some beer and hang out at Randy’s house. Just don’t mention… you know.”

Danny knew. What he didn’t know was why Steve would risk his friends finding out by bringing Danny along, or why these guys would want the school “fag” hanging out with them. But he would have done just about anything to be with Steve, so he ignored the warnings in the back of his head.

When they got to Randy’s house, it turned out everyone was in the garage, and the other guys had already been drinking a bit. Danny was nervous as hell going in, but he trusted Steve to keep an eye on him. After all, it wasn’t as if these guys had ever beaten him up. They’d just been assholes to him, especially since he came out.

They seemed friendly enough. Steve told him, “It’s cool. I told them how you helped me with my trig homework last week, and that you’re okay—for a nerd.” He laughed and gave Danny a playful jab to the shoulder. The trig homework was a lie, of course.

“Yeah, man,” Randy said, handing him a beer. “If Steve vouches for you, you’re good with me.”

Danny took the beer. It helped ease his nerves a little, and he had a few over the next couple hours, while the other guys drank and talked shit about girls, teachers, and pretty much everybody. When Alan called Mr. Whitehouse, the physics teacher, a “fag,” his older brother cuffed him on the top of the head and said, “Shut up, asswipe. You know Danny’s gay.”

“Yeah, whatever. I didn’t say he was
gay
, I just said he was a
fag
.”

“Nice.”

Alan didn’t bother to expand upon that little bit of reasoning, but Randy said to Danny, “Do you really suck on guys’ dicks, man?”

Danny took a swig of beer to give him time to contemplate his answer. He didn’t really mind talking about it, despite the fact that the question was pretty rude. But if he did, would he be inviting Randy and the others to give him shit over it?

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