Awkward

[JustABadBoy]

Greg had been dying for weeks to watch a low budget, independent film but his friends were the fast cars, fast woman, blow up the world types. Then he remembered Reggie. She lived just down the hall; they'd talked several times and had coffee once down the block. Greg found her very attractive, but she was a little older and a lot out of his league.

He'd been surprised as hell when she said yes. He thought it was the best thing to happen to him in months ... until the film didn't turn out to be what he'd thought it was. Instead of a romantic comedy, it turned out to be an erotic mystery ... and now, sitting side by side with the most beautiful woman he'd ever spent time with ... there were people making love on the screen like he'd never seen before in a movie.

He half glanced Reggie's direction, feeling his face flush, and thought, Awk-ward!

 

[ladyoffiction]

Reggie didn't think that Greg was that bad of a guy. He was a couple of years younger, but he was a sweet guy. And rather cute in the boy next door sort of way. So when he asked her to watch a movie with him, she said yes. It was some independent film, but it sounded interesting enough.

When the movie turned to be a little more...erotic than she had originally thought, her eyebrows shot up. She looked at Greg, a playful smile on her face. "You perv! If you wanted to watch a porno with me, you should have asked! I have some good ones in my apartment." She was joking of course, but it might have been hard to tell. She was laughing, yes, but she also had a mischievous look in her eye.

 

[JustABadBoy]

"You perv!" she laughed. "If you wanted to watch a porno with me, you should have asked! I have some good ones in my apartment."

He laughed with her ... but couldn't get her words out of his mind. He wasn't sure whether or not she was serious, about having porn; and he wasn't sure whether or not she was serious about watching it with him; but ... he couldn't help fantasizing that j-u--u-u-s-t maybe...

"So..." He cleared his throat and sat up a bit taller. "What, um ... what kind of porn..."

 

[ladyoffiction]

Reggie looked at him and would have laughed if it hadn't been for the tone of his voice. Was that nervousness she sensed? It couldn't be. He was just joking, like she had been. She chuckled and shook her head. "You are a perv. You probably have some really dirty ones hidden here, don't you?"

 

[JustABadBoy]

He chuckled nervously, looking back to the television as he answered her, "No, nothing dirty."

The scene on the television simply continued to get worse -- or better, depending on your point of view. A beautiful, well sculpted woman sat tall upon her lover groin, rocking gently, sighing deeply at the feel of him deep inside her.

Greg shifted the way he was sitting, trying to hide the huge boner lifting the front of his jeans. He half glanced toward Reggie again. "So ... if i did have porn..."

 

[ladyoffiction]

The scene was getting more graphic by the minute. Reggie had thought she had seen an R rating when she had been looking over the case, but since she wasn't thinking about it she couldn't quite remember. The woman seemed to be enjoying herself immensely. Her partner was some unknown, but a very good looking man. She shivered slightly, but managed to cover it by shifting in her seat slightly. When was the last time she got laid? Obviously too long if she was getting worked up over this.

She looked at Greg. "What? Would I watch it with you?" She snorted. "No. Why would I watch porn with you if I could just fuck you? Besides, your porn is probably really gross." She smiled at him.

 

[JustABadBoy]

"Why would I watch porn with you," she answered, smiling, "if I could just fuck you?"

Reggie's eyes widened in surprise. Was she offering? Or, was she just ... you know, saying for example[/I]. After all, he was just a kid, still a Senior in High School, barely 18; and she was a college girl, drinking age, he thought, with looks that would get her any guy, any where, any time.

He sat up and looked back to the television, unsure of how to respond. He watched the couple, watched the man slide his hand up between his lover's thighs to pleasure her, watched the woman's chest press out as her back arched, listened to her cry out in ecstasy as--

"Would you?" he asked suddenly, quickly adding, "Fuck me ... I mean?"

 

[ladyoffiction]

The scene was getting ridiculously intense. How long had this been going on? Reggie shifted again, crossing one leg over the other. The friction is caused sent another shiver through her. Honestly, they had been going at it for a while now! What happened to the plot? Wasn't she supposed to be saving herself for marriage or something. Reggie ran her fingers through her hair and leaned back on the couch, waiting for the scene to be over.

Her eyes widened and her head snapped to Greg at his question. So this was some sort of sinister plot to have sex with her! But looking at him, she knew it wasn't true. He was just too...Greg...to pull something like that. He just wasn't that sort of guy. She studied his face for a moment before answer. "Honestly, I'd fuck you on every surface of your apartment at least twice."

 

[JustABadBoy]

"Honestly," she answered, "I'd fuck you on every surface of your apartment at least twice."

Greg continued staring at the television, even though he wasn't really seeing what was happening on the screen. His heart was pounding so heart he couldn't hardly hear the tube either. I'd fuck you ... I'd fuck you ... I'd fuck you...

He couldn't believe he'd heard her say it. She did say yes ... right? This isn't a hypothetical ... like, I'd fuck you if... whatever?

No, she said she'd fuck him! Finally, he turned and looked at her, wondering, Okay ... so ... who makes the first move?

 

[ladyoffiction]

Reggie continued to watch him, though he seemed to be transfixed with the overzealous sex that was happening on the screen. Perhaps she was wrong, perhaps he didn't want to have sex with her. Yes, his question had made it seem that way but it could have been a simple hypothetical thing. Still, she watched him, waiting for his reaction. The girl on the screen screamed and moaned as she came for the umpteenth time, but Reggie ignored it. She could be that girl in a matter of minutes.

Finally, he looked at her. She held his gaze for a brief moment, wondering if he would make the first move. He didn't really seem like the type. Well, Reggie didn't mind starting off the festivities. She grabbed the remote off the small table in front of them and turned off the movie--she couldn't get in the mood with another girl calling out some random guy's name--and moved to straddle Greg. She pressed her pelvis against his and ground it into him creating beautiful friction. She leaned in close and kissed his cheek.

 

[JustABadBoy]

Greg felt Reggie press her crotch hard against his erection and dress a sudden, excited breath. The feel of her against him -- despite each being still fully dressed -- was unbelievable, and surprising: the most intimate he'd ever been with a woman had been on a camping trip when he and his cousin were 14 years old, when he'd groped her breasts, she'd groped his hardened dick, and neither had ever spoke of it to anyone, ever!

And now, all he wanted to do was repeat that camping adventure again. As Reggie kissed him, urging him to part his lips -- which he did willingly, and awkwardly, almost biting her -- he slid his hands nervously up her sides toward her breasts -- stopping instantly when he contacted her bra and wondered, is this alright...?

Despite what was happening between the two, Greg still didn't fully believe that he was about to lose his virginity to this exotic, erotic creature.

 

[ladyoffiction]

Reggie trailed her lips to hiss and kissed him firmly, running her fingers through his dark hair. He wasn't as great a kisser she thought he would be. It was a bit awkward, almost hesitant. Perhaps he was just nervous. She was, after all, three years older than him. But it wasn't as if she had more experience than him; he must have been around the block a few times. He wasn't the hunkiest male, but he was cute in his own way. Girls would have fallen all over him in high school.

She felt his hands go up her sides, but he stopped. She broke away from him, furrowing her brow in confusion. Was she being too forward? "Is there something wrong?"

 

[JustABadBoy]

"Is there something wrong?" Reggie asked, looking down at him from in his lap.

"Wrong...?" He shook his head quickly, "No! No! Not ... no, nothing's wrong. I just ... I--"

Greg lowered his eyes; as his gaze found her womanly cleavage, he became even more self conscious and dropped his eyes again, only to find his swollen penis pressing hard against his denim, screaming to be released. He laughed nervously, looking away. Oh, god! What's wrong with you?

He drew a deep breath and looked up into her eyes. Exhaling with almost a grunt, he confessed, "Reggie. I've ... never done this before ... and I'm going to fuck it up!"

 

[ladyoffiction]

Reggie was shocked into silence, something that didn't happen very often. At all. Reggie hardly ever stopped talking! But this bit of news was not expected at all. She blinked at him. "Wha-- You're a..." She ran her fingers through her hair, still looking at him. "You're a virgin? Really?" She almost couldn't believe it. But the look on his face, she knew he had to be telling the truth.

She nodded. "Um...ok. Well," she chuckled. "I've never done it with a virgin before....Well, it'll be fine." She grabbed his hands and placed them on her breasts. "You'll do fine." She leaned in a kissed him. "Just don't think," she whispered, her lips brushing against his. "Just relax and let your body do the work." She kissed him firmly, grinding against him again.

 

[JustABadBoy]

"Just don't think," she whispered, kissing him softly, then again more passionately. "Just relax and let your body do the work."

Greg returned her kisses, again parting his lips and pressing the end of his tongue to hers. He was learning, he thought; she was teaching him well, and quickly. He groped her breasts firmly, then wondered whether he was being too firm. He relaxed his grip, feeling for her nipples through the cloth and squeezing them softly between the soft flesh of his long fingers.

Down below, their bodies were again pressing together; he could feel the soft flesh of her pussy against his rock hard dick. It was ... magical. He moved with her gyrations, their bodies fitting together as if they'd been meant for one another.

He was letting his body do the work, and it was feeling good -- too good, he realized! Suddenly, he felt it, that sensation that he had only known before with his own efforts. He stopped moving, not wanting this. He wanted this -- being with her this way -- but he didn't want this!

He exploded inside his boxers with a mighty jerk and a gasp that, embarrassingly, he knew she had to interpret as him being done. Quickly, he slid his hands to her back and pulled their upper bodies closer; he was trying to hide his face from her, trying to keep her from seeing what had to be the most pitiful expression of shock as his penis continued to pulse, pulse, pulse ... filling his underwear with his warm, sticky cum.

 

[ladyoffiction]

Greg was a fast learner, Reggie soon realized. His tongue slipped into her mouth and she couldn't help but smile slightly. She happily wrestled his tongue for dominance, not letting her pace falter for a second. A shiver went down her entire body when he squeezed her nipples and she moaned in his mouth. Oh, he was good.

It took her only a moment to realize that he had came. She was surprised; they were still fully clothed! He pressed her closer so she couldn't see his face, but she knew he had to be embarrassed. Every guy was self-conscious about coming too early. Greg had come very early, so of course he was embarrassed. "Oh, baby," she cooed, stroking his hair and wrapping her arms around him. "It's alright. Don't worry. You'll be able to last longer next time." She pulled away from him enough so she could see his face. She kissed him along his jaw, running her hands up and down his chest. "It's alright, baby," whispered Reggie. She grabbed his hands and placed them on her breasts. "Take off my bra."

 

[JustABadBoy]

(OOC -- I'm taking some liberties with what Reggie is wearing, using the photo as a post-blouse inspiration. Hope you don't mind.)


"Oh, baby," she cooed, "It's alright. Don't worry. You'll be able to last longer next time."

Greg's mind was still swimming in ecstasy, but hearing her say that there would be a next time was reassuring to him.

"It's alright, baby," she continued, returning his hands to her breasts. "Take off my bra."

With his heart still pounding, his penis warm and sticky with his ejaculate, he groped her again, trying to pleasure her more than simply cop a feel. He loved the feel of her; he knew that women would feel like this -- he was inexperienced, but he wasn't ignorant -- and yet he was still enthralled with fondling her as he was.

Take off my bra...

She wanted him to undress her. She wanted him to see her. He was going to see a woman's breasts, feel them in his hand. Greg was ... tickled.

He unbuttoned the little buttons quickly, his eyes eagerly taking in ever inch of her as the fine blouse parted. With the last one loosened, he pushed the top off her shoulders ... then stared at the hook between her breasts dumbfounded. He'd been expecting a snap at her back, between her shoulder blades.

Greg had always thought of an old re-run of "Happy Days" anytime he fantasized removing a girl's bra. In the episode, the three high school age boys hooked a woman's bra over the radiator in the cafe, "Arnold's", and practiced in vain to pop it loose. Greg had learned from the real man on the show, The Fonz, how to unlatch a woman's bra; he'd even practiced the act with his own mother's bra, wrapping it around his younger sister's beach ball to give it that pop effect when he succeeded.

But this ... how the hell...?

 

[ladyoffiction]

((Perfectly alright. She's wearing simple jeans, for future reference.))

Reggie nipped at his neck lightly as he undid her blouse, running her hands along his shoulders and arms. It was so strange to be instructing him on what to do, but also sexy. She was like his naughty school teacher. She could get into that. Despite the fact that he was inexperienced, he seemed to be getting a bit more confident.

Her eyes dropped down to his hands after a moment of stillness from him. He seemed to be a bit confused. She smirked a bit, running her fingers through her hair. "If you want to see them, you have to take it off, Greg. You'll never learn if you don't practice." She ran her hands up her body, pushing his hand out of the way and squeezing them. She groaned a bit, grinding into him again. "You want to see them, don't you Greg?" She grabbed his hands again and put them on her breasts. "You want to fuck me? You have have to take my bra off."

 

[JustABadBoy]

"You want to see them, don't you Greg?" She moved his hands back to her breasts. "You want to fuck me? You have have to take my bra off."

That was enough for him. Greg moved a hand to the hook, trying to recreate his Fonz snap and failed. The mechanism was entirely different. He chuckled nervously, then put his second hand into motion. He realized finally how it worked and loosed the bra; it sprung away to dangle at her shoulders, revealing Reggie's young, firm breasts. Her nipples, a deep brown, were hard and perky, and Greg wasted no time reaching his hands to her back and pulling him into her, taking first one nipple in his mouth, suckling it a moment, then repeating the same with the other.

 

[ladyoffiction]

Reggie grinned down at him when he finally figured out the bra. It was a rather simple red bra with a hook in front; Reggie never really sprung for the fancy stuff. She was slightly surprised that she was finding his inexperience sexy. She felt empowered almost. She was pulled to him and she gasped as his lips wrapped around her nipple. She moaned, grinding against him again. "Oh, Greg," she whispered in his ear, moaning again. "Use your tongue," she urged.

As he focused on her breasts, she reached down between them and unbuttoned his pants, slipping her hand in and rubbing his dick on the outside of his boxers. It was a bit damp, but Reggie didn't mind. She was more focused on getting him hard again. "Oh baby, you should feel how wet I am for you." She nibbled on his earlobe, adding more pressure on his dick. "Your cock is going to feel so good in my pussy, baby. I know it." At this point, she realized that she was doing most of the talking. She wanted him to join in as well. "You promise to fuck me hard, right?" she asked, pulling back so she could meet his gaze.

 

[JustABadBoy]

"You promise to fuck me hard, right?"

Greg wanted to, of course. Hard, soft, slow, fast, it didn't matter; he just wanted to fuck Reggie and -- as she was returning him rapidly to rock-hardness -- fuck her soon.

He dropped his hands to the front of her own jeans and frantically began trying to get them off her, but she was straddling his groin, the best he could do was get them unbuttoned and partially unzipped. He was getting panicky. He looked up to her, seeing what he took as bemusement in her expression -- he knew he was, as he'd said, fucking this up -- and asked meekly, "A little advice...?"

 

[ladyoffiction]

Greg hadn't responded vocally to her question, but she took his fumbling hands on her jeans as a yes. She smiled, watching him. Reggie couldn't help but feel a bit bad for him. He seemed completely at a loss. She met his gaze, smiling lightly at him. She leaned down and kissed him firmly, slipping her tongue between his lips to flick his tongue. She pulled back and stood, taking his hand and standing him up. He was about an inch taller than her. "Let's go to your bedroom," she said, slipping her hand down his pants again, this time wrapping her fingers around his cock. "But first you have to talk dirty to me."

 

[JustABadBoy]

"But first you have to talk dirty to me."

Greg felt his face flush. "Talk dirty...?"

She smiled and nodded, her hand down the front of his underwear, grasping and stroking him.

He had no idea how to talk dirty to a woman. Least of all a beautiful woman he barely knew! He fidgeting, loving the feel of her pleasuring him but knowing that if he wanted this to go any farther, he needed to come up with something ... dirty-ish to say to her.

When he finally did speak, he cringed immediately and wanted to die. Unable to come up with anything original, he spoke the only line he remembered from the one porno movie he had watched. "On your knees, and suck me bitch."

 

[ladyoffiction]

Reggie blinked at his order, her face scrunching up into a frown. "Umm..." She wasn't quite sure how to respond to that. Reggie wasn't exactly the type of girl to allow a guy to call her a bitch and let him walk away without a bruise, but considering the situation she decided to let it go. She shrugged. "Alright... Not exactly what I had in mind, but I guess that will do for now.Just don't call me a bitch again."

She slipped her hand out of his pants. "Take me to your room. We'll work on the dirty talk later. I want to get you in bed before you come again." She tugged on pants, leaning in and kissing his neck.

 

[JustABadBoy]

He felt like an idiot, apologizing quickly, "I'm sorry, really. I just ... you just, I mean..."

He felt her pull him close, kissing him again. "Take me to your room. We'll work on the dirty talk later. I want to get you in bed before you come again."

He turned without hesitation, grabbing her hand and leading her through the apartment. I want the same thing, Reggie, he thought, trust me.

In his bedroom, he released her hand and rapidly kicked off his shoes, shed his jeans and boxers, and whipped his shirt off over his head. In a matter of seconds, he was standing before her in just his sports socks.

He saw her eyes drop to his groin, and he looked down as well; his flag pole dick was pointing at her expectantly. He blushed again, saying meekly, "I'm sorry. That ... wasn't very romantic was it...?"