After deciding what their relationship should be Tommy and Oliver were pretty well normal friends again. They decided to have a strictly sexual relationship based purely on pleasure, and they maintained their already existing friendship with no jealousy and no bitterness towards the others other sexual adventures.
One particular evening some thing strange did happen, Oliver was laying on Tommy's bed wearing nothing as he waited for him. It was dark outside, he got in through the window. Knowing they were meeting like so later at his place Tommy left it open for Oliver to climb up.
Laying on Tommy's bed, his cock semi hard, Oliver's head rested on Tommy's pillow before sighing, it was taking Tommy a while...
He let his hand slide down along his body and than onto his cock, but he passed it reaching for his ass hole. His fingers circled around the tight entrance before pushing inside of it. "Uhh!" He groaned quietly before pulling his fingers out and just circling around the entrance with them feeling sensations that resembled tickles.
Waiting for Tommy Oliver began impatiently walking around the room. He would sit down in different spots posing to see if he looked good. Eventually he laid down on Tommy's bed with a black blanket that he found at the foot of the bed. He laid on his side and the blanket covered him.
It didn't take long after his position shift that the door knob was turning. Oliver could feel his skin shiver waiting for Tommy to come in, his lower leg peaked out from the blanket and his arm was visible as it was raised letting his head rest on his hand. "Hey handsome." Oliver said seeing Tommy walk in.
"Ollie." Tommy grinned stopping his hand before he flicked the lights on deciding to leave it off. "I'm glad you haven't left yet." He said biting his lip as he looked at Oliver's one exposed leg.
"How could I leave." Oliver said throwing the blanket off and standing up. He shook his hips swinging his semi hard cock around making Tommy snicker. "Maybe it's my turn to take you in and moan like a bitch." Tommy said as he was slowly getting closer. By the end of his sentence he was laying his hand on Oliver's hip and leaning inward kissing him deeply.
"Mm really?" Oliver asked after breaking the kiss. "I bet your tight." He said running his tongue over his upper lip. "I can't wait to rip you open." He smirked reaching into Tommy's belt pushing his pants down. His jeans fell but his sexy tight boxers staid in place. After the weight of the belt hit the ground Tommy stepped out of the pants freeing his ankles well Oliver pulled his shirt over his head.
Tilting down Oliver's teeth gently big Tommy's nipple. "Fuck." Tommy responded instantly "shit that's a unique pain.." He said running his hand through Oliver's hair. In response Oliver more gently kissed and sucked on Tommy's pecs as his hand Slid along Tommy's body into his boxers. "Already hard?" He asked as he began to jerk him. "It's that sexy ass." Tommy replied spanking Oliver. "Uhh!" Oliver groaned in response
"How about you go get on all fours on that bed for me hot stuff?" Oliver asked as he gripped Tommy's ass. "Oliver, I've never been fucked before.. Will it hurt?" Tommy asked biting his lip. "Babe." Oliver began letting go of his grip on Tommy's ass and gently rubbing his back sensing the worry in his voice. "I'll make it nice and slow." He assured him before kissing his neck. "Thanks Oliver." Tommy said squeezing Oliver's ass as he kissed him before he got up and went to the bed getting in the position Oliver asked him to.
"You know." Oliver said as he lined himself up behind Tommy. "I've never been with virgin ass..." He smirked before leaning down and licking up around Tommy's hole. "Oh Jesus that's different!" Tommy cried feeling Oliver's tongue explore his insides. "Do you like it?" Oliver asked before he went in deeper, his hands widening Tommy's entrance as his mouth pleasured him. "Oh god yes!" Tommy responded moaning with every lick. "Mmhmm!" He whined before hearing Oliver spit and than feeling it in his hole.
"Now hold still." Oliver said straightening his back and raising his head ready to mount. His hand guided his cock to Tommy's entrance gently rubbing it against the opening. He could feel the heat from Tommy's ass on his cock head as he got ready. "Is that a good feeling?" He asked. "Yeah just... Just stick it in! God Oliver fuck me." Tommy said moaning from the tease.
Without any other words Oliver slowly slid inward moving into Tommy's ass. Tommy whined and made cries but he knew the fucking would feel better then the initial penetration. "God.. You've got a fucking monster cock.." He commented as he began to jerk his own dick well Oliver fucked him.
"Uhh Tommy!" Oliver groaned spanking Tommy as he began to pick his pace up moving his hips faster. "I can't get enough of this tight ass!" He moaned spitting on Tommy's back.
Oliver kept pounding Tommy's ass, his movement was getting harder and harder. Eventually there were tears welling up in Tommy's eyes. He wouldn't cry because it was humiliating, but a layer of water encased each eye. "God dammit" he moaned. "Uhh Oliver fuck.."
"Mm!" Oliver groaned thrusting into him spanking his ass with each thrust watching Tommy's bubble ass turn red. His cock barely fit into the tight hole. Every movement was almost hard to make because of how tight he was. "Fuck Oliver!" Tommy groaned loudly. He kept trying to keep his act together, holding the tears in.
"God dammit Tommy I'm gonna cum!" Oliver eventually shouted. He grabbed Tommy's hair pulling his head back as he fucked him. "Fuck! Fuck! Fuck!" He groaned loudly feeling his orgasm coming. "Shit!" He yelled as the first shot of cum escaped him. "Holy fu-" he began to moan before another one came. "Fu-fuck I feel one more!" He moaned slowly thrusting his hips back and fourth into Tommy before his last loud of cum shot into Tommy.
"Fuck..." Tommy moaned as Oliver's cock slowly slid out of his ass. Than before he knew it, Oliver's face was eating cum out of his ass. "Jesus Oliver!" Tommy grinned "thirsty much?" He wiped the tears away as he talked. "But man that feels almost perfect.."
