Cupid's Little Pric Stries Home

"Hang it all Robert Browning!!" Jack exclaimed. "Brenda just texted me 'NO' for Valentines Day dinner at Sordello's."

Brenda was the well coifed goddess of the third year marketing class. Statuesque and currently magenta haired, the boys, and some girls, drooled in her direction.

"Sordello's? That's the hottest restaurant in town." Mike was laying on the sofa, watching Netflix with the sound down. "How did you manage to get reservations there?"

"I booked it 8 months ago, when I was going out with Melody, and when she broke up with me, I figured I'd find someone to fill in."

"You know Brenda is out of your league -- why did you even bother to ask her? You didn't even call her to ask her out, texting a girl for a date is pretty lame."

"I figured anyone would jump at a chance to go to Sordello's. Instant panty dropper..."

"You're trippin Bro, they'll say 'Thanks for the wonderful evening and I'll get an Uber home'."

"I'll bet you, whoever I get to go for Valentines, I'll fuck them that night."

"You're on. It's Sunday, and Valentines is Wednesday. No way will you get a date. You have been dry for 6 months."

Jack and Mike had been roommates since the start of their third year in college after Jack answered a "Roommate Wanted" ad. They weren't best buddies, but got on well. Jack being in Marketing was a bit more outgoing and social, where Mike in Theater Arts, was a bit cynical and introverted. He was more interested in production than on stage drama, or any drama at all.

Secretly, Jack was afraid Mike was right, but pride had spoken and he was going to his damnedest to get someone to dinner on the 14th. "I'll just get out my little red book." He started scrolling through his Tinder app.

Jack was swiping right on every face that came up. "One thing you learn in marketing is numbers. Even if only 5% reply, that'll be fifty choices out of 1000 swipes."

"Jesus Jack, if you are that desperate, hire an escort. Spend the $200 bucks for dinner on an escort, and get yourself laid properly."

"No, I can get a date for Valentine's Day, and trust me, any little lady treated to a fancy dinner like that will want to fuck me."

Mike laughed. "Let's make the bet interesting. You lose, you have to suck my cock."

"What the fuck? I'm not sucking your cock, you can go fuck yourself..."

"Come on Jack, if you win, you don't have to suck my cock, and you're so sure of winning, it's a no brainer."

"Well, WHEN I win, you have to suck my cock then."

"You mean after you have sex with your date, or before?"

Jack took a couple of seconds to follow along. "It's whenever I want."

Mike got off the couch and walked over to shake his hand. "You're on."

Jack was left to ponder what exactly he had gotten himself into. Mike had a funny sense of humor. Jack wasn't sure if Mike was joking, or he seriously thought he would have to suck Mike's cock if he lost the bet. What's the worst that could happen? If he lost, he would just tell Mike he was kidding, and never seriously thought Mike would make him really suck his cock.

And thinking of cocks being sucked, made his cock stir in his pants. It had been 6 months since he got lucky. A sorority girl who's name he wasn't even sure of let him finger her and then fuck her standing up. He came quickly and left. Not the most romantic of encounters. When he went out with Melody, she had sucked his cock for his birthday after pleading with her. He knew she hated it, but feeling a warm mouth on his cock was unbelievably good. Maybe he would have the still unfound date suck his cock after their romantic dinner. Jack suddenly decided he need to take a long shower.

Mike smiled to himself as Jack left, the little tent in Jack's pants telling a story about what happens in warm long showers when talk of cocks being sucked abound.

By Tuesday night there was no advance of the date front. It seemed everybody in the world had plans for Valentine's Day except him. He was used to the no replies, but even the ones who had replied turned him down when he begged for them to a date on Valentine's Day. They must have sensed his desperation.

Mike, as usual, was thinking it was funny. "Got a hot one lined up? Tell her panties optional for dinner?"

"Fuck you Mike. What are you doing for Valentine's Day anyway?"

"Nothing. I don't need a corporate holiday to have sex if I want to."

"Yeah, well you haven't exactly been hooking up left and right yourself."

"You wouldn't know, I don't bring 'em back here when you're here."

"Well, I bet you can't get laid on Valentine's Day either."

Mike was grinning. "Oh Jack, how little do you know. I've got a secret plan to get laid, and I know it will work."

Wednesday rolled around, and by the afternoon Jack was despondent. "I give up. I'll call Sordello's and cancel."

Mike jumped up "No, don't do that. It's supposed to be really great food. Tell you what, to make up for all the kidding I've been giving you, I'll take you and pay. Is that a deal?"

Jack was taken aback. He was feeling sorry for himself and Mike really seemed like he wanted to make up for the hard time he had been giving him for the last few days. "Ok, yeah. Fuck all the stuck-up bitches, time for some Bro time."

Sordello's was an old school Italian, dark booths with drapes along the side and little table with candles in the middle. Waiters all in tuxes hurry to and fro, and paintings by Michelangelo. They made their way to the maître' d and Jack announced he had a reservation. A waiter summoned; they were escorted back to a corner table overlooking the room. It was full. Mostly tables of couples, some young, mostly old, but one could sense this was a special night for each person. "Brenda would have begged for it after dinner here." Jack said.

"Forget Brenda, just enjoy the atmosphere, the food, the company. Who knows, maybe the cute girl bartender will take pity on you and take you home to fuck you sensesless and you win the bet."

Jack conveniently had assumed the bet was off. For no real reason except he did not want to deal with Mike over Mike winning. "Come on, the bets off. I admit you were right." Mike was grinning again, Jack could never tell if Mike was serious.

"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."