Timmy was never one for the girls. Yes, he liked to chat to them, discuss pop music and fashion, sexually? nah. He had a thing for men, especially older men, even more so if they were hung, not that it really mattered, as long as they knew what to do with their equipment. In the school changing rooms and showers, he had to be careful not to be seen staring at the other boy's cocks, many a night he would beat off to the thoughts of his naked classmates. Timmy, whilst at 5'6", was on the small side, his cock, at 7" erect, was out of proportion to the rest of him. He loved sport and excelled at football (soccer) as he was lightening fast. After achieving good grades at high school, he went on to study sports science, with a view to becoming a personal trainer. He joined the college football team, and it was here that he was to lose his virginity. Henry, the coach, seemed to take an interest in him from day one. At 50, Henry was ancient by comparison, however, he was sports mad and still ran marathons. Tall, athletic, with strong arms and bulging thighs, in Timmy's eyes he was the epitome of sexiness. Henry spent most of the time in tracksuits, only stripping for running and other exercise. He had a preference for short white running shorts with a split up the sides, with a jockstrap to keep his impressive junk in place. Henry took Timmy under his wing and gave him extra, one on one lessons, where he could call him by his first name.
One warm evening they went for a cross country run, jogging along and chatting. After about five miles they stopped at the entrance to a field to take a piss and a breather. It was then that Timmy first saw Henry's penis, He had slipped it out of his jock, held it with both hands, and pissed like a horse. "Fucking hell, Henry, it's bloody huge!" Henry chuckled, "Thanks lad, would you like to hold it?" Timmy looked around to ensure that they were alone, and held out his right hand, Henry plopped it in. Timmy marvelled at the thickness and veins as it grew even more, Instinctively, Timmy stroked the weapon, the first time he had touched another man's penis. Timmy looked pleadingly into Henry's eyes, he so wanted to have it in his mouth. They moved away from the urine soaked grass, and Timmy knelt before his prize. He eased Henry's shorts and jock down and cupped the low hanging basket. He'd seen blow jobs in porn videos, and now, here he was, in the middle of nowhere, about to perform fellatio on his sports coach, and he needed no encouragement. His tongue swirled round the massive crown, up and down the shaft, all 10" of it. Holding Henry's cock with both hands, he still had enough cock to suck. Wanking and sucking, he brought Henry to orgasm, swallowing most of the huge cum load. "Thanks Timmy, you're gonna make a great cocksucker. Timmy got to his feet, wiped the residue of cum from his lips, and they set off, Timmy with an aching hard on. Another seven miles brought them full circle back to the college, which was now empty. Timmy followed Henry to the staff quarters, where they undressed and showered together. Kissing under the water, Henry tugged on Timmy's hard dick, then knelt and swallowed him, bringing Timmy to a climax in minutes. Standing, they kissed, semen moving between them. Having dressed, they left.
During the day, they kept their distance in front of the other students, besides which, Timmy had other lectures to attend. Timmy so wanted to be with Henry, he waited near the staff room at the end of the day, shuffling from one foot to the other in nervous excitement. Finally, Henry appeared, "You shouldn't be here, go and wait by my car and I'll be with you shortly." It was only a short drive to Henry's house, during which Timmy caressed Henry's left thigh, letting his fingers drift over Henry's crotch. In the privacy of his house, they could kiss and undress one another, down to their underwear, Timmy in tiny pink briefs his dick almost above the waistband, Henry in his bulging jockstrap. This time Timmy helped himself, extracting Henry's tool from the confines of the jock and stroking it hard. Henry lifted Timmy into his arms and carried him to his bed, he lad him down and removed the briefs. Both now on the bed and the jock removed, they lay cuddled in silence, letting the world float past. "I really want to fuck you, but I'm afraid that i may be too big." "Oh, please, PLEASE, I've been dreaming of this day since I first saw you. I've practiced with a dildo, not as big as you, I'm sure I can take you, PLEASE." They kissed some more and Henry worked his way down Timmy's slim body and gave him head, "Turn over", he whispered. With Timmy on his tummy, Henry parted Timmy's cheeks and slobbered around the hole. His probing tongue forced its way into Timmy's ring, Timmy made a contented sigh. A finger, then two replaced the tongue, seeking out Timmy's prostate. "I need you inside me!" Henry used some moisturiser as lube on them, "Are you sure you want to go through with this?" "For fuck's sake, fuck me." He rolled Timmy onto his side, held his leg in the air, and gently pushed. A scream, and his cherry was gone. Carefully, Henry inched his way in, ensuring that Timmy was okay. Now buried completely, they spooned waiting for Timmy's ass to adapt. Precum oozed over Timmy's thigh as Henry began to pump very slowly. More moisturiser and spit, it became easier. He picked up speed on the tight hole and Timmy began to wank. It was all over too quickly, cum all over the duvet, and Henry's semen inside him, Henry left his cock in there to slip out as it softened. Timmy felt a warm glow of satisfaction. He knew that his sexual roll would be to bottom for as many cocks as he could take, although few would be as big as Henry's.
