All participants are over 18.
*******
Colin retraced his steps in his mind, back to the beginning of this adventure.
Today, he had planned to make aggressive advances on his friend and crush, Quentin, by giving him a blowjob in a dark and nearly empty cinema. After a quick trip to the bathroom, Colin had returned to the wrong theatre, sat down beside a man he thought was Quentin and proceeded to blow him. In fact, he swallowed the cum of a completely different man, Nelson, who just happened to sit in the same range of seats in his theatre as Quentin did in his. Colin panicked and ran out of the cinema; Nelson could not follow with his pants around his ankles to get answers to his question: why had a total stranger given him a blowjob?
When the lights came up in the theatre, Nelson found a wallet where his oral benefactor had been kneeling before him. It told him who Colin was and where he lived. He was honest enough to return the wallet without thought of reward. Since he had his dad's car for the day, Nelson drove to Colin's residence and returned the wallet, only asking why he had been singled out for an anonymous blowjob. Colin refused to talk about it in the doorway of his parents' house and agreed to get into Nelson's car to discuss the matter. Nelson reassured Colin that he would neither out him nor blackmail him and Colin was greatly relieved. Nelson also promised that Colin wouldn't have to blow him again. As they talked, they discovered they were both bisexual and inexperienced. The talk of sex aroused them both and this time it was Nelson who made advances.
He kissed Colin first, and Colin's resistance quickly melted in the heat of their passionate embrace. After several minutes of sucking face, both men were horny. Nelson convinced Colin to lay back and receive a blowjob. In the act, Nelson blew Colin's mind. As they lay back recovering from their efforts, Colin noticed that Nelson had an erection beneath his clothes and a look of pure lust in his eyes as he stared at Colin's ass.
"Oh, noooo..."
"Oh, yes, I think," Nelson said as he began to reposition himself for easy entry and unzipping himself.
"But you said you were emptied out after I blew you..."
"I was, but that was before I had a fucking cock come in my mouth. I'm horny as hell now."
The truth was that Colin was still horny too, even after shooting his wad. He braced himself against the car door and waited for Nelson to mount him...
Colin wasn't as closed to the idea of anal sex as Nelson expected.
"Have you ever been fucked by a man?"
"No."
"Here's how I see it. You have a crush on Quentin, but you're afraid to express it to him verbally. You want to say it with sex and try to win him over with a perfect first time."
Colin nodded. That was all true.
"You practiced giving blowjobs on a dildo and feeding yourself your own cum to get used to the taste, and now you've kissed a man. Don't you want to know your way around an ass-fuck? Don't you want everything to be perfect when you let Quentin fuck you?"
"Yes."
"There, you see? Can you afford to leave this to chance?"
Nelson saw Colin deep-thinking the question.
"This will be useful practice; the only difference is you won't be using a dildo this time."
Colin bit his lip. His arousal was rising again.
"Have you been working on widening your asshole with a dildo?"
Colin admitted that he had. Nelson had been doing the same himself for quite some time.
"Good," Nelson said. "Then this won't hurt."
They kept kissing as Nelson began to paw at what remained of Colin's clothes. He broke the kiss only long enough to pull Colin's t-shirt off over his head. Colin kicked his shoes off before lifting his ass off the seat, allowing Nelson to pull his pants off. Nelson plucked off both of his socks. Colin put up no resistance.
Nelson admired the naked form of his lover. Colin was long and lean, with a farmer's tan; Nelson wasn't much of a beach person either, so fair enough. Colin's pink nipples were hard. A sparse trail of soft, downy, black hairs ran from his chest to his groin. His purple prick stood up, wobbling like a drunk. Nelson thought Colin had a pretty good dick, as big as his own. He didn't stop to admire it too long; he'd already inspected that organ closely. He was in need of a hole to fuck.
Colin, still leaning back on the seat, cramped up with discomfort.
"Okay, you can fuck me, but not here."
Colin sat up, opened the car door and jumped out, apparently no longer worried that observers might intrude upon their privacy. He walked bare-ass-naked toward a convenient fallen tree. He fell to his knees in a bed of fallen leaves and folded his body over the log. Nelson got out of the car to find Colin face-down, ass-up. He was wide open and ripe to be taken.
Don't mind if I do, thought Nelson, pleased to have such a willing partner.
Nelson discarded his own clothing without shame. Naked, Nelson was a little huskier than Colin. His slight belly and his ass jiggled a little when he moved. His chest and belly were a carpet of coarse, curling hairs, each as red as the hairs on his head. His pubic bush was full and fiery.
Nelson went to the front of the car and opened the glove compartment. There was a jar of lube and a pack of condoms there. He didn't ask his dad, a happily-married man, why he kept these in the car, but they were convenient to have here today. As he snatched one of the packets, he hoped his dad didn't keep count of his condom inventory. Nelson snapped a rubber over his throbbing erection. He walked around the car toward his new lover, lubricating the condom with the jelly in the jar. When he got to Colin and his upended ass, he reached down and packed Colin's arse with lube, letting one finger penetrate the hairy hole; Nelson smiled to hear Colin gasp.
Tossing the jar aside, Nelson went to his knees behind Colin. He put his hands on both of Colin's ass-cheeks, widening the opening between them. Then he leaned in with his penis. The organ passed the fleshy buttocks and Colin inhaled, bracing for either pain or pleasure as the organ touched his hole.
Upon penetration, Colin cried out and Nelson grinned to himself. That had definitely been a cry of pleasure, Nelson thought. The man's dick continued to sink into the hole, past the sphincter and into the bowel. Eventually, his hairy balls tickled Colin's crack.
"Oh, God!" Colin said.
"Does it hurt?" Nelson asked with genuine concern.
"N-no... fuck, no... please fuck me, Nelson."
"Are you sure it doesn't hurt?" This time Nelson asked more playfully.
"It doesn't hurt, Nelson. Please fuck me."
"How do you want it?"
"Fuck me hard."
Nelson could have made him keep grovelling like that, begging, with his ass impaled and his face down in the damp humus, but this was Nelson's first ass-fuck. He could hardly wait to get started.
He began to saw slowly in and out of Colin's backside. They both moaned in unison, Colin at being filled, and Nelson at the tightness of the squeeze on his cock. Colin's position gave him no leverage to shove back at Nelson's thrusts, but Nelson needed no urging. He slowly increased the pace of his cock-prodding.