Then seeing Thomas’ cut cock start to swell, and the eye on its tip winking at him, he got an idea and figured he might as well get something else out of this. A grin stretched the corners of his mouth.
Ashley carefully lifted Thomas’ muscular arm from around his waist and gently climbed over him. If he woke Thomas and he suddenly start scurrying around picking up his clothes, then, “oh well.”
Ashley quietly tiptoed to his bedroom, leaving his Adonis on the sofa.
Ashley opened his nightstand drawer, perusing the selection of dildos and butt plugs. He chose a dildo he thought to be about Thomas’ size. He placed it against his lips and slid it in. He got a little carried away, momentarily forgetting his purpose, and began playing with the dildo, licking its length, sucking it in. Then his thoughts returned to Thomas. “Silly me,” he thought. “This is just supposed to be a size-check.” He felt the dildo surrounded by his lips, “Yep, that’s it.”
Ashley went into the en suite bathroom and stripped off his glittery bootie shorts and Calvin Klein briefs, with their stiff patch of dried precum from earlier. He kicked off his laceless sneakers that were also covered in glitter. He looked in the mirror and decided to keep on the pink midriff t-shirt.
He admired his reflection. He saw his smooth, almost hairless face and body, and lithe figure. He checked his lightly made up face. The eyeliner and the faint eyeshadow he wore were streaked from his earlier tears. He washed his face. He also couldn’t help but notice his small circumcised penis, which in its excited state, was just shy of 5 inches and not so big around.
He took a whore’s bath, using a damp wash cloth to wipe his tits, pits, and naughty bits. He also cleaned his insides with a quick enema. He picked up a bottle of cologne from the vanity and spritzed a little in the air and walked through the mist.
He returned to the bedroom, and prettied himself with fresh eyeliner and shadow at his dressing table. He walked over to the nightstand, picked up the tube of KY and liberally coated the dildo. He also lubricated the fingers of his right hand. It amazed Ashley how pliant the sphincter and anus were. He had received much larger toys and had much larger dicks in his ass, but as he eased a finger into the ring, he marveled at how tight it remained.
After his muscles relaxed, he used another finger. He slid his two fingers in and out. When he was ready, he pulled them both out and placed the dildo against his rosebud, the male equivalent of a pussy, he thought. Ashley pushed and pulled the dildo into and out of his ass, preparing himself for a fucking. As he was just trying to loosen up a bit, he didn’t penetrate very deeply, as that’s what Thomas’ member was for, later, he thought. After he felt sufficiently stretched, and knew he would remain so for a little while, he headed back to the living room.
Thomas remained there, soundly sleeping. His cock remained hard and twitching, rhythmically going from nearly laying on his stomach, to almost pointing straight up, every 10 seconds or so. Ashley watched it rise and fall. It would spring up quickly, and then slowly drift back down. Thomas moaned and mumbled while his cock went through its motions. It was mesmerizing. It was like a beacon, summoning Ashley, begging for a warm hole.
He crept over to the sofa and slowly climbed back atop Thomas. He watched for signs that Thomas was awakening, but saw none as he straddled his waist.
With his knees on either side of Thomas, he reached back and gingerly took the cum rocket in his left hand and swiped it along his lubricated crack. He relished the thickness and hardness gliding along his cheeks. This was for him, he thought, so there was no hurry.
He spread his cheeks with his other hand and ran the bulbous tip back-to-front and front-to-back, ticking his coight on each pass. He felt Thomas’ dick throb as precum leaked from its tip. He used Thomas’ rod to rub his own balls and caress his taint. He continued teasing himself, Thomas’ cock hitting a speed bump each time it slid past his ring. Yet there was no sign, other than the clear fluid oozing from the tip of Thomas’ cock, the the older man was aware or felt what was going on.
Ashley released Thomas’ member and let it lay back down, well almost. It was pointing at an angle, at about 30 degrees up from Thomas’ groin. Ashley sat on it, trapping it between his cheeks and Thomas’ stomach. He slid his ass forward and backward, riding the underside of the pecker from its balls to its frenulum, then back again, over and over.
Heat was billowing from Ashley’s ass and he was ready.
Lifting his hips, just a little, he placed the helmet of Thomas’ cock against the guardian ring of his ass and held that position. He pushed backwards. Being stretched out a little already, his ass let the tip in with little pressure. Dildos and butt plugs could never match the warmth and feel of a real cock. He loved the feeling of flesh-on-flesh.
In a manner similar to which he had preformed the blow job, just hours earlier, Ashley lowered himself one centimeter at a time, raising back up until just the tip remained in his ass. Gradually he took more and more into his canal. One time, when he raised up, it slipped all the way out and slapped Thomas’ belly. Ashley, left gaping and wanting, reinserted it. When he was significantly deep onto the shaft, he could feel the ridges rub his p-spot.
He kept the same painfully, slow pace, until the entire length was sliding in and out. He was in heaven. Ashley lost track of time. He glanced at a clock on the wall. It read 3:45 am. He had been riding Thomas for 30 minutes. His ass was tired from clenching and unclenching. But the nerves were still on fire, waves and waves of pleasure radiating through his body. His own cock was semi-flaccid, but was shiny, from the sweat dripping down from his chest and the precum running from the tip. Finally, he rested, with his ass pressing on Thomas’ groin, enjoying the fullness.
Thomas’ eyes fluttered. He had been dreaming. The details, not quite lucid. He struggled to remember, but could only recall that he felt a cathartic release. He was groggy and felt a weight on his body. He opened his eyes. Ashley sat, straddled on his hips, with Thomas’ cock buried in his ass.
Remembering where he was, Thomas recalled the blow job from earlier that evening. He, now, felt the muscles constricting and relaxing on his throbbing cock.
Had he really allowed himself to be picked up by a man? That had been his plan, all along, to see if he was physically attracted to men. Old doubts and inhibitions crept back into his mind. But he wouldn’t allow them to wreck the way he felt in the moment, the way he had felt hours earlier
He stoically took in the vision of Ashley’s ass, engulfing his dick. He recalled the mind-blowing release and desire to hold Ashley, afterwards. Bits and pieces of the dream he had been having flickered in his brain. He looked at the adorable young man, naked, except for the tight, little t-shirt, that only covered his chest, stopping above his cute little bellybutton.