Try

She wasn't sure why, but she wanted him badly. Maybe it was because she's known him for so long, since first grade, and she trusts him with her life. Maybe it was because she hasn't had a decent fuck in eight months. Or maybe it was because he would be completely different if she had him as her lover. Because he's gay.

'He's at that job interview right now,' she thought to herself. 'Whatev, I'm still calling his phone.' Her fingers dialed his number quickly, the seven digits memorized within her head. No answer. "Damn it," she cursed into the phone.

"Heyyyy, this is Simon. I'm up to no good right now! Or I'm working..." he laughed through the device, "Leave me a message, though, and I'll get back to you. Mwah!"

She rolled her eyes and couldn't help but smile. "Um, hey, it's me. Could you come over after the interview? It's urgent. Thanks." Click and then she was off. She decided to call at least six more times, leaving three more messages. Then she texted 'CUM OVR' a few times, labelling each message as 'urgent'.

'He'll be pissed,' she thought, giggling. She needed him, though. She'd just finished with her time-of-the-month, and she was definitely horny. Her last boyfriend only lasted two months and there was only oral sex involved... for him. Boyfriends before that weren't much better, but they'd been able to give and receive, plus some time at fourth base, too. That was a long time ago. Now she was eager for more, something new.

Simon's relationship with her was always just friendly. She crushed on him all throughout elementary school, but she was worried that he wouldn't feel the same. Finally, in seventh grade, the butterflies in her stomach became hard knots that wouldn't leave until she told him. He was at the park between their houses where they usually met when going somewhere. His feet kicked at the mucky sand as he swung lazily on the swing. "Hi Simon," she said nervously.

"Hi Gracie," he mumbled back, sadness in his voice.

Her eyebrows furrowed curiously. "Did something happen?" Grace asked, applying her bum to the swing beside him, barely pushing herself forward as it moved.

His eyes were suddenly teary as he turned to the questioning girl, causing her jaw to drop slightly at his anguished face. "I'm gay, Grace," he whispered. "I'm gay, and that's a problem."

The girl pushed off the swing and pulled the now sobbing boy into her arms. She whispered soothingly, "Simon, it's okay. There's nothing wrong with that." Unfortunately, she didn't sound very reassuring.

Simon's face was now looking at her with hollow eyes and tear-stained cheeks. "Everything is wrong with it." He spoke with such a harsh, dark tone that goosebumps appeared on her arms. "My parents will kick me out, guys at school will maim and kill me, and... god, I'm so afraid." He fell back into Grace's arms as his body shook with sobs.

Grace held him close, not caring about the eyes of walk-bys eyeing them oddly. He settled after moments of hushes from her quivering voice, but he couldn't look into her eyes so he kept his face to the sandy ground. "How did you find out?" she asked hesitantly, knowing that she maybe shouldn't ask at that moment.

He sniffled and laughed a little, "Alan Orthens." His watery eyes flashed toward the girl briefly, and she caught the hint of lustfulness within them. She smiled and rolled her eyes. "He's really hot," Simon said, "Especially when gym's over and he takes off his uniform. His abs are amazing."

They giggled for a minute, and Grace enjoyed the fact that he was briefly happy. Heartbreak, though, did sink in because now she had no chance with him. Unless he was bi? No. He's never really had a crush on a girl, ever, that Grace could remember.

"You're always welcome at my house, you know," she told him, "My parents are gone quite a lot, anyway, and they'll be accepting if you do want me to tell." Then she joked, "Maybe then they'll allow sleepovers for us."

Thankfully, Simon chuckled sweetly. "I don't know if I'm ready for anyone else to know. I mean, my parents," he sighed regretfully, "They'll be pissed and think I'm their failure that they must recreate. I'll be sent to Bible camp and boot camp and gays-don't-deserve-to-live camp."

Grace grabbed his hand, "You'll be fine. We'll make through, okay?"

He kissed her on the cheek, her face flushing immediately, and then thanked her. As he left, she watched him walk away and out of her heart.

She sighed heavily, reliving that memory over and over in her head. She wished things were different, that he wouldn't have turned out to be gay, but then things would've been so different and not Simon-ish - the funny, sassy, and fashionable best friend she'd never give up.

During the rest of junior high and the first two years of high school, Simon made it through without anyone but Grace knowing his secret. Then someone had gotten ahold of his agenda and found notes talking about Alan Orthens abs, legs, hair, ass, and face. Everyone basically hated him and tore him down whenever possible. Grace did her best to keep them off and away, but then they would make up things about her, saying she would do him from behind with a dildo on the weekends because he couldn't get a boy to do it.

They graduated, amazingly, after all the abuse, with high honors but only Grace went to college. Simon said he didn't need all the education. He just wanted love, and he had his chances. He had two boyfriends, but neither worked out for him.

'It's spring break,' Grace thought to herself. 'I need some relaxation and to be less tense. I need a good fuck. He better call back.'

As if he could hear her from miles away, her phone buzzed, saying there was a voicemail. She dialed her password and listened to his voice, "Gracie Marie Landers, you are going to get it! I'm coming over right now to beat your ass! Get out the paddle!" then a click. He sounded angry yet playful. She grinned excitedly and went into her closet to change.

Minutes passed by, and Grace hid eagerly inside her closet. Unexpectedly, Simon burst through her apartment and into her bedroom, huffing and puffing. "That darn taxi blocked five fuckin' blocks away just because I didn't give him enough money at first. And, thanks to you, my job interview sucked because the man giving my the interview was hotter than the sun, and with my phone vibrating in my pocket, I was afraid I'd be cumming all over myself and him-- Damn, what a thought," he muttered loud enough for her to hear, and she giggled. "Gracie! Why'd you have to leave so many damn messages?!" he cried, turning toward the closet door and pried it open.

She was wearing a white, long tanktop over silky, dark red boxers, and a baseball cap on her head that had managed to keep all her brown hair inside, making her look boyish. "Like me?" she asked seductively. "Oh, wait! I mean," she cleared her throat and deepened her voice, "Like me?"

Simon gawked at her with such a dumbfounded expression that she began to get worried, but then he burst into a fit of laughter. "What... the... fuck... Gracie?" he choked out between loud laughs.

Grace frowned and pulled off the cap, her long, brown hair falling to her shoulder blades. "Simon, this isn't fair!" she cried, slumping onto her bed and curling her knees to her chest. "I wanted to turn you on," she muttered.

"You what?" Simon asked, his laughter subsided now. He sat down on the bed next to her and spoke gently, "Grace, I thought you knew I was gay. I think you're beautiful, but.. I don't really find you sexually attractive."

She huffed. "Look, Simon," she began, "I really want you, okay? I have since forever. You're funny, smart, extremely attractive, the whole nine yards. I need you. I know you only like guys, and that's why I did this. I thought if I dressed more like a guy, then I could turn you on and just maybe get you in bed. I'm so stupid; I don't know why I even tried." She hid her face in her forearms, trying to keep herself from crying.

Simon placed his hand on her arm, causing her to look up into his pretty, brown eyes. "Grace, you know I love you, okay? I'm not sure I could ever love you that way, though. I'm sorry," he apologized.

"Try, okay?" she said innocently. Her long, tan legs moved away from her torso, and her hands roamed along his jean-covered leg up to his groin, rubbing her hand over it. "Can you try?" she questioned.

A moan escaped his throat. "Grace... I can't," he gently said, grabbing her hand nicely, as though he wasn't sure if he wanted her to stop.

"Please, Simon," she cooed and leaned toward his ear and whispered, "I'll even let you do me anally."

She pulled away just in time to catch a glimpse of an eye roll - an amused, interested, and unsure eye roll. Her green eyes peered into his, filled with hope and need for release. He moaned frustratingly. "I don't want to hurt you," he said gently.

A hearty laugh rose from her, "Trust me, I'll be fine. You'll do it then?" Her eyes were filled with hopefulness now.

"...I guess," he sighed.

She tackled him playfully, giggling into his neck, while he yelped at her forcefulness. Her mouth clamped onto his hard, waiting for a minute until he kissed her back. Grace attempted pushing her tongue against his lips to go inside. He allowed her in, and she probed all over his mouth, rubbing his gums and teeth, loving the taste of peppermint gum that he had earlier. Simon moaned, his eyes rolling back. The girl's hands moved to his black, dress shirt and began to unbutton it, revealing his light skin. He didn't have much muscle, but his skin was as soft as silk. Her mouth left his and roamed down to his bare chest. His eyes remained shut as she took one of his bright pink nipples into her mouth, lathering it with saliva. "Oh, Gracie..." he breathed, now watching her through slitted eyes.

Grace glanced up to him while still suckling his swollen nubs, a smile across her face. She bit down gently and saw his head toss back in ecstasy. Giggling lightly, she continued to assault the nubs, rotating between the right and left.

She grabbed his tight, dark blue jeans and unzipped them, prying them apart and pulled them down. "Damn, you move fast," Simon said breathlessly.

"Would you like to me to move slower?" she asked, his boxers laying on the floor already. His cock was erect at about six and a half inches. Grace smirked before taking the tip of his member into her mouth, sucking on it tenderly. Moans and groans were coming from the boy below her, his hands clenching her sheets. Her hand wrapped around the shaft, slowly and teasingly moving. Pre-cum formed at the top of her mouth, and she grinned, enjoying the salty taste. 'He tastes nice,' she thought naughtily.

Grace's hand moved a bit faster now, gliding up and down on his cock while her tongue was continuing to lick and her lips would kiss around the tip. "Graciiie... ooooh, I'm cumming soon, babe," Simon groaned, his hands no longer grasping the sheets but raking through his dark hair.

She sped up the movements now, her hand going so fast it became blurry to his eyes. Her mouth now moved up and down at nearly the same speed as her hand. Simon's breathing was fast and pant-like, and his moaning was growing louder and louder. "Come on, Simon," she cooed, "Cum for me, baby."

And he did. White liquid sprayed wildly from his member into her mouth and onto her face. She licked her lips, savoring the taste of his semen. "Fuck, Grace--"

"That was my plan," she stated before he could finish, smiling from ear to ear.

He rolled his eyes and smiled. "Funny. I was going to say that you were amazing..." he said before adding teasingly, "for a girl."

She threw a pillow at him. "Have any of your other manly lovers ever given you such a wonderful blow and hand job?"

Simon rolled his head around, as though he were thinking rather hard about this. "No," he said, trying not to smile.

"Uh huh," Grace said with a smile filled with satisfaction. "Now," she added while slipping off the boy clothes to exposing only lacy, violet undergarnments over her tan flesh, "I would like you to return the favor, if that's fine with you."

The boy pushed the girl down onto the bed and kissed her full on the lips, parting them gently with his tongue. They held the passionate kiss for minutes before parting with soft pants. His slender arms maneuvered around her chest to unclasp Grace's bra, baring two C-cup breasts with pert, light brown nipples. "Mmm, yay, no hair," Simon said excitedly.

Grace chuckled at him and then hissed excitedly when his teeth bit gently at an erect nub. "Oh Simon," she gasped. Her hands roamed through his dark hair, pulling at little strands when he would bite more. He rotated between the two small mounds, sucking and biting eagerly.

Simon planted kisses along her stomach to the start of her pelvis. He removed the purple underwear from her groin, throwing it carelessly onto the carpet below. "Nice vag, Gracie," he teased, tracing a finger along her wet lips.

She moaned lightly and laughed. "Isn't it, though? I thought you wanted a bit of this, however," she said, rolling over to expose her curvy, naked butt.

"Oh, you tease me, woman," he purred softly. He rolled off the bed, literally, and grabbed his jeans, pulling a condom out of the back pocket. Grace repositioned herself so that she was on her hands and knees. The tip of Simon's cock was now placed directly at the entrance of her backside. He placed his hands onto her cheeks, preparing himself. "Ready?" he asked.

"Mm-hmm," she hummed and nodded.

"This may hurt a little, Gracie. Just tell me if I need to stop, okay?" She nodded again, and he exhaled sharply. He pushed into her, slowly and as delicately as possible. Grace hissed loudly, the feeling a lot different then she imagined. Simon moaned quietly at the feeling of her intense heat around his cock; he could definitely tell she'd never done this before by how tight she was.

He was going all the way into her, his full six and a half inches. She groaned in pain and slight pleasure. Once he made it all the way in, Simon asked, "Okay?"

"Yeah, yeah, just--" she said with another groan. "I just need to adjust a second," she whispered in a hoarse voice. After a few seconds, she decided she felt ready enough and told him to continue. He slowly pulled out a little and then back into her, moving steadily forward and back. He groaned at her tightness and her warmth around his throbbing cock. She, now getting used the feeling, was moaning softly and whispering his name. "Mm, Simon... Oh, fuck.."

"Yeah, Gracie. Oh, you're so tight!" he shouted enthusiastically. He was going a bit quicker now, and he moved his hands to Grace's hips, guiding him easier as he thrusted.

Grace was gripping at the sheets; her orgasm was slowly coming. "Faster, Simon, harder," she commanded. He did so; his cock plummeted into her, going faster and faster. She was moaning and groaning his name with each thrust. "Oh fuck... Simon, ohhh.." Unsteadily, she held herself up on just one hand while her other hand moved to her aching, wet pussy. She rubbed hastily over her clit, pinching it ever so gently between rubs. "Simon, fuck me hard!"

He was moving rapidly, like a rabbit in heat. He was in so much pleasure, with the combination of her snug walls and extreme warmth, he wanted to cum right then and there. "Come on, Gracie baby," he taunted, panting, "Fuck."

She was reaching her climax. He was pounding into her with great force, gripping her buttcheeks firmly as he pounded. "Ohh, ohh, oh Simon!" she said, a hiss leaving her lips. She shoved in two fingers while rubbing her clit with her thumb. The waves of pleasure were overwhelming. She cried out, having the best orgasm of her life.

Simon groaned loudly, cumming into the condom surrounded by his best friend's hot walls. He pulled out and threw away the rubber, before crashing down onto the bed beside a panting Grace. "Well...?" he said, breathing roughly.

Grace breathed softly, a smile gracing her face. "I must say, you were pretty fucking amazing," she said, placing a hand on his limp penis and stroking it thoroughly. She slithered down to his flaccid cock, taking the shaft completely into her mouth again, lathering it with her sweet saliva.

He moaned loudly, placed his hands under his head, and then sighed confidently. "That was my plan."

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