Scott x first male lover

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So basically, Scott's first time with a man was when he was like... 28? So then from there it was all downhill


Scott found himself sitting on the bed of some man's room, in the dark. There were hands on his thighs and someone was crouched in front of him. He squirmed, looking around the room nervously, his eyes finally landing on the dark shape of Jay in front of him.

"Are you okay with this?" Jay asked softly, his voice was barely above a whisper. His thumb caressed Scott's thigh in little circles.

"Fine... I'm fine, I want this." Scott said with finality. In all Reality, he was scared. Very, very scared. He wasn't scared of being touched or having sex, but it was having sex with a man is what scared him. He was a 28 year old Harvard graduate, his life has always been a straight line up until this point, and the idea of this moment scared Scott.

"Okay," pressure pushed on Scott's legs as the man stood up and cupped Scott's face with both of his hands. His face was suddenly visible and Scott squeezed his eyes shut as lips met his. They were different from a woman's, they were thinner but yet hungrier. Jays kisses were swallowing Scott whole as the man fed into them. Scott pulled away to breathe, pulling his face away from the man's hands as he tried to catch his breath, he couldn't believe this was happening.

"Sorry... sorry..." he mumbled quickly, looking down into his lap. His heart beat refused to calm down and the pulsing in his groin was growing stronger. He wanted the man to grab his face again, he regretted pulling away.

"Are you sure you're okay with this?" Jay asked again and Scott nodded slowly, looking up to Jays face with wide brown eyes. A hand met Scott's chest and gently pushed him backwards until he rested against the bed, hands grabbed his legs and twisted him so that he was laying flat on the bed, legs propped up slightly. He had never been positioned by someone else. "If I touch you, will you be okay?"

A hand gently cupped Scott's bulge and Scott's face heated up as he jumped, scuttling backwards against the pillows. The hand was immediately pulled away, and Jay sat there staring at Scott waiting to see if he'd be okay. There came a small hiccup from Scott who had his eyes squeezed shut again. Jay crawled towards him on the bed until he was sitting between his open legs. He reached forwards and took Scott's red rimmed glasses in his hands, pulling them from his face and folding them gently, setting them on the bedside table. Scott opened his eyes again, biting the corner of his bottom lip.

"I'm sorry, I'm okay. I swear, keep going." Scott said again, shuffling to press himself against the boy sitting in between his legs. Jay smiled softly and put his hand back on Scott, gently palming him until little whimpers escaped Scott. He sounded pitiful as he squirmed, tightening his thighs grip on Jays hips. Scott's heart thudded harder in his chest until his eyes rolled back softly, a real moan dragging from his mouth. His hips bucked up of occasionally in desperation.

"Oh god, Scott. You look so good right now... you sound so great..." Jay groaned, touching himself in an absent minded manor. Scott opened his eyes, and looked at Jay with a dark look in his eyes. Jay bit his lip and let out another groan, Scott looked so good...

"God, fuck me please." He moaned.

"Do you know what that entails?" Jay asked in an attempt to clarify.

"I have an idea I just-" he grimaced "I need it so badly." He groaned turning his head to the side.

Jay pulled Scott's pants down slowly so as not to startle him again. He watched in awe as he revealed more and more of Scott's legs, his pale, soft thighs. Once he got the jeans off and on the floor, he moved to his underwear and revealed his erection. Scott whined in embarrassment, hiding his face with his arms.

"Mmm Scott, Baby, you look so fucking good." Jay said, his voice was hoarse. Scott just mumbled something beneath his arms. A finger pressed against Scott's entrance and he bit his lip, pressing his arms tighter against his face.

"Oh god..." he whispered as another finger was pushed in. Scott arched his back as Jay crooked his fingers against that little bundle of nerves. "No-ah! Ah ha ha... J-Jayyyy nggggh." He moaned drool slipped down the corner of his mouth. Jay leaned forward and licked it from the bottom half of his fave that wasn't covered by his arms. He went all the way to his lips before sticking his tongue into Scott's open mouth.

Scott choked slightly but took his tongue, sucking it and moaning. Jay pulled away and went back to Scott's body.

"Mm I know you're not used to this..." he said, unbuttoning Scott's shirt and groping and rubbing his body, his waist, chest, hips, all while finger fucking him slowly. Scott felt like he was being dragged into the pleasure.

"What having fingers up my ass or-"  Jay cut him off with a breathy laugh.

"No I mean not having any control over what happens, you're a Dom I can tell that much..." Jay explained, turning his fingers the other way causing Scott to cry out, his arms finally leaving his face and they flew to Jays chest. "Oh god..." Jay whispered, leaning onto Scott's open palms.

"Ohhhh~" Scott moaned grinding his hips against Jays fingers. "Ah please. Please... please I n-neeeed you..." Scott moaned his speech was pitifully slurred as he reached down and started touching himself, beginning to stroke his throbbing dick moaning Jays name as he did so.

"If you say so, Scotty." Jay hummed, grabbing a bottle and putting some on his hands rubbing them together until it was warm. He began stroking himself with his wet hands, staring at Scott as he did so and moaned. He pulled his fingers out slowly and then pressed the tip of his dick against Scott's hole. It was immediately taken in and Jay gasped, pushing his hands down on Scott's stomach at how tight he was. "Oh god... oh my god relax, Scott, relax!" He cried.

Scott just whined as Jay pressed further into him.

"No! No stop stop stop stop I can't- too much..." he whined, pressing against Jays hips to stop him.

"Okay, okay." Jay said said in a rushed tone. He started rocking back and forth, trying to loosen Scott up. "You ready?"

Scott nodded again, a tear slipped from his eye as he groaned. Jay pressed further and Scott cried out.

"It's like ripping off a bandaid, baby, okay?" Jay warned before shoving deep inside of Scott. Scott shut his eyes and threw his head back against the pillow.

"Jay! Fuck! Oh fuck... oh fu-uck..." he shouted. Jay pulled out and slammed all the way back in again, forgetting about going gently. Scott cried out again and again until Jays thrusts evened out. Each thrust against his prostate made Scott arch and squirm, his eyes would roll back.

"Mph does it feel good? Do you feel okay, baby?" Jay asked pumping harder and harder.

"Mhm..." Scott muttered. He began zoning out. Jay looked down at Scott again to see the man's eyes were far off and he had his lip between his teeth.

"Oh... oh my god Scott, if you could see yourself right now..." Jay moaned looking up at the roof before looking back down at Scott. He was out of it.

Scott felt so warm everywhere his dick felt so good and he felt so full. He couldn't make any noises but it was fine. He had never felt this good in his entire life. Suddenly a moan rose out of him, his back arching high off the bed as he came, dick twitching with the rush of his climax. He was faintly aware of it covering his chest. Suddenly a stinging sensation filled his ass as Jay ripped out faster that he should have. He cried loudly and instinctively curled into a ball, laying on his side.

"Oh god, Scott, I'm so sorry I forgot, I should have known better are you okay baby?" He gushed taking his own shirt off and wiping the cum off of Scott's chest and stomach.

"I'm okay..." he mumbled nuzzling underneath Jays neck. He pressed himself against the other man. He had never been held by another man, he had never properly been held at all, as a matter of fact. All of the women had been too small to cradle him. But the feeling of Jays legs around his own and the man's strong arms holding him against his body, made Scott feel warm, the pain subsided and he realized how tired he was. This would be okay. Scott would be okay with this.

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