"I think a nice Chianti is in order. We can have the liter. It might loosen you up a bit." Mike called the waiter over and got the bottle ordered. They got their meals ordered and warm crusty bread with olive oil and was brought.
The wine presented, and accepted, the glasses filled. "A toast," Mike announced. "To Friends, and Lovers, may all your dreams and fantasies come true." They clinked glasses. Jack was looking a little lost, as once again Mike was had his grin firmly attached.
Dinner was superb, and Mike made sure the wine glasses were emptied and refilled constantly. By the time the last of the Marsala infused Tiramisu was consumed, they each had a healthy glow. They had taken an Uber there, and now were in an Uber back to the apartment.
Mike plopped down on the sofa and motioned Jack to come over. "Let's see what's on."
As Mike was flipping through the channels, Jack sat down. He was full, and rather tipsy. Mike's hand was on his knee. It didn't really register until Mike stopped flicking through the channels and switched it to a DVD. A porn DVD.
Mike turned to him. "There is a little matter of a bet. But here's the twist. You win if you fuck the person you had dinner with," Mike squeezed Jack's knee, "Or you owe me a blow job."
Jack was suddenly very confused. How could he win, dinner was over and he would never find anyone he could possibly fuck. Then it dawned on him. Mike was grinning, and now his hand was on the small bulge that was tenting Jack's pants. Jack's cock was now straining at the cloth. The porn on the TV really didn't have much to do with it, it was the hand on his crotch. He wanted is cock unleashed. He wanted to have another hand on his cock. He wanted desperately come, not by his own hand, but against warm, yielding flesh, against hot flesh.
Mike undid Jack's belt. Then unzipped his pants. Jack was rooted to the sofa, not sure what to do. Mike got on the floor and took Jack's shoes off, then grabbed the waistband of his pants and started pulling them off. "Lif up your bum so I can get these off" Mike whispered.
Jack silently obeyed. He felt the cool air in the room flow over his naked bottom half. He found Mike helping him take his shirt off. He was completely naked on the sofa. He felt so very naked, but his cock was so hard it ached. Mike's hand reached down and caressed it. Jack's eyes closed and he moaned. He couldn't help himself. Mike had let go of his cock and he opened his eyes to see Mike undressing. First the shirt lifted up, revealing Mike's chest and taunt abdomen. Mike was thin, wiry and for the first time, Jack saw he was muscular. Then Mike kicked off his shoes, undid his belt, unzipped his pants and slowly pulled them down. His cock seemed gigantic. Jack was just under 6", and cut. He knew he wasn't anything more than average. Mike was long, and curved up with a big helmet head.
He moved forward, getting on the sofa with his knees on each side of Jack's legs. His cock pressed against Jack's stomach. Jack's cock was tangled between Mike's legs and under his balls. "I want you to kiss and lick my nipples"
Jack closed his eyes and pressed his lips against Mike's erect nipple. He found it turning himself on, even beyond what was already turning him on. His hands reach up and surrounded Mike, landing on his naked ass. Smooth and warm, he held it as he sucked on Mike's nipples. First one then the other. Mike's cock rubbed against his belly and made him feel so sexy, knowing Mike was hard for him.
Mike raised himself up. His cock was level with Jack's mouth. "We can make each other feel so good, you do me, and I do you..."
The aching in Jack's cock had moved to his full, stiff balls, inner thighs. Lust coursed through him, he was ready to try anything that would make him orgasm. He could smell the musky scent of Mike, his cock under his nose was adding to his senses overload. He felt the tip of Mikes cock press now upon his lips. Mike's cock was slick with precum and he was sliding it back and forth across Jack's lips.
Jack seemed to automatically open his mouth, and felt the tip slide in. He could not believe it. Just the tip filled him. He tasted sweet/salty precum as Mike's cock tip leaked. He was sucking his first cock and it was somehow so sensual and exciting.
He was keeping his eyes closed. It didn't occur to him to open them, the pleasure he was feeling with Mike's cock sliding in and out of his mouth was amazing. He felt his cock oozing precum. He felt it running down his shaft, pooling in his pubes, then there was so much of it, running down his balls and inner thighs.
Mike was making moaning sounds now and thrusting against Jack. Jack moved his hand up and encircled Mike's stiff rod. He couldn't take all of his cock, and hoped the grip on the shaft would limit the thrusting.
Mike was puffing now, short sharp breaths as he fucked Jack's mouth and hand. Suddenly, he pushed hard in and kept it there. A blast of hot cum filled Jack's mouth, He thought he would drown and managed to get free. Mike was still coming and Jack felt the hot blasts on his face. He was coughing and spitting out mouthfuls of sperm and cum.
He opened his eyes, Mike was scooping the cum up with his hands, and doing something with it. He then felt Mike's slippery hand grab his cock, and stroke it. As he did, he lowered himself. Jack felt the head of his cock press up against something, it was slick, and in a second, he felt a "pop" as his cock tip entered Mike's lubed up hole.
Mike sank down. Jack's short cock was soon in as far as it would go. Mike was working up and down, hard against Jack's balls, then up his cock shaft, till just the tip was in the hot hole, then down against his swollen, slickly covered balls. Bouncing up and down on the sofa cushions, Jack was fucking Mike's ass like no tomorrow. He found himself gasping and moaning loudly. His cock rammed into Mike's hot, tight hole was better than anything he had ever felt. He felt a force building up inside him, electricity flowing through each and every nerve, until a switch tripped, and he came. He came throbbing, shooting, blasting his cum deep inside Mike's horny little bottom. He felt hot spurts on his chest, Mike was cumming again, covering him with thick ropes of sperm as his cock unleashed a torrent of man juice.
Breathless, he held Mike's body against his. They managed to slide into a laying down position, Jack's trembling naked body press up against Mike's muscular frame.
The clock struck midnight. Mike whispered in Jack's ear "Happy Valentine's Day, you won your bet."
