Making Deals Ch. 03

Mandy was a chubby but attractive, five-and-a-half foot, twenty-three-year-old honey blonde female standing in the living room of her apartment. She was also Jordy Mills' live-in girlfriend of nearly eight years, his high school sweetheart. And she had questions about his recent sexual proclivities.

"You used to be so vanilla. I talked you into fucking my ass that first time and you hardly touched it that often after that... until lately. Now you want it all the time. Last night, you ate my ass for the first time and this morning you're suggesting that maybe we should try pegging. What's going on with you?"

Well, Jordy thought. It's really very simple. I've been seduced by a man into regular sex and I've become addicted to ass-pleasure and I'm desperately trying to wean myself off him to be your straight and faithful boyfriend again.

What he actually said: "It was just an idea. You know, spice things up in the bedroom. Like your Cosmo always says."

"Are you tired of me? Is that it?"

"No, Baby, never! It's nothing. Don't even think about it. I was thinking of you. I thought you might like it. I wanted to let you know I was open to it. That's all."

"Seven years is a good run. Maybe that's all we are good for..."

"Oh, no, Baby! Don't think like that! I want you for..."

"What?"

"I, well, I was trying to wait for the perfect time and place, but we need this now."

"Need what?"

"I'll be right back!" Jordy ran out of the kitchen where they were having this worrisome conversation into the bedroom and dug down into the bottom of his sock and underwear drawer. He found it there and hurried back to the living room.

"Baby, Mandy, this is for you!" He went down on one knee and opened the case so that she could see the spectacular ring inside. "I want you forever. Will you marry me?"

Mandy wore a perplexed look. It was eleven o'clock Saturday morning. She and her boyfriend were wearing pyjamas. The living room was a mess. It wasn't a post card moment.

But he had just pledged his undying love and proposed marriage.

"Oh, my God, yes!"

*****

"So," Del said, "You were talking to your girlfriend about pegging and you popped the question in your living room. And she said yes. That's really the incredible part."

Del, the handsome black man who had become Jordy's regular lover by making deals with him that he couldn't refuse, seemed amused by the whole situation. He swirled his Scotch and the ice in the glass clinked. The two men were seated on a leather sofa in Del's living room.

"It's not funny, Del. Thank God I was able to wow her and change the track with the proposal and the honeymoon cruise."

"Yeah, that works out okay for you, but I'm the guy getting the short end of the stick. You'll be getting married quicker now, so I'm the guy that loses on this deal."

A few weeks before, Del called in a favour from a friend and contracted the cruise for Mandy and Jordy as part of a deal he made with Jordy. Del covered the expenses. In return, Del would have full sexual use of Jordy's ass and mouth at least one night a week until the couple's first anniversary.

"Now you've taken months off my scorecard."

"Well, I lose too," Jordy said, staring into his own Scotch. "I don't dare bring up the subject of pegging again, so how am I going to get ass-fucked?"

The answer was all too obvious. Del grinned.

"Don't you think it's time I met Mandy? I mean we're friends, right? With benefits, I know, but still, friends, right?"

Jordy nodded. He wasn't sure when it happened, but the jeweller had become his confidant as well as his lover. "Sure, we're friends, but maybe you can see why I might not want to introduce my fiancée to my gay lover?"

"Aw, don't be that way. I can be discreet. I'd really like to meet her."

"How do I explain to her that I have a gay friend she never met?"

"Well, tell her the truth. I'm the jeweller who sold you the ring after all. It's not like you have to pretend you have another reason for knowing me. You never mentioned me because you got to know me while making installment payments on the ring and that was understandably a secret from her. Hell, that's almost true."

"Hmm." Jordy still wasn't sure about crashing two different worlds together. "That could work, I guess."

Del leaned forward in his chair. "You never told me why you don't have many people coming to the wedding."

"Mandy and I come from a hole-in-the-wall little town we couldn't wait to get away from. Her family doesn't get along with her. My family doesn't get along with me. The two families don't get along with each other. We left it all behind a couple of years ago for life in the big city. We both consider ourselves as having no family. We both changed jobs quite a bit and it was hard for us to making many attachments. Mandy has a small circle of friends and I know a couple of guys here that I get along with pretty well."

"Then, I'm guessing, of course, but the office of best man is open, isn't it?"

"Del, I can't have my gay lover as my best man."

"My gay lover this, my gay lover that. Stop being so compartmentalized. I'll tell you what. I'll get you a good deal on wedding bands if you pick me for best man. Isn't that what the best man does? Looks after the interests of the groom?"

The wedding bands. Things had accelerated with his early proposal and the wedding bands were an expense Jordy hadn't even thought about yet. And he really didn't have a better friend than Del.

"Deal," Jordy said, extending his hand toward Del.

"When are you going to learn that I seal a deal with you with something more intimate?" Del took the hand and pulled the other man into an embrace and a long, passionate kiss. The two men carried their embraces and their cold drinks into the bedroom.

*****

Three months later, on a Saturday night, the small wedding concluded at a pretty hotel venue that Mandy was able to secure with her own savings. Everything went off without a hitch. The wedding officiant was non-religious with respect to the preferences of the couple. The maid of honour supported the bride and Del produced the rings when they were needed.

The officiant, a middle-aged woman with grey hair, introduced the twenty or so attendees to Mr. and Mrs. Mills.

The wedding photographs were taken by another friend of Del's. The reception was a simple affair on the hotel dance floor. Del danced with the bride and the maid of honour as he was expected to do. He even gave a witty little speech that never quite delved into any personal history about how he met the groom. A local restaurateur provided the dinner banquet and some costs were saved by making the meal a buffet instead of full-service.

For such a small party, it had staying power. The couple of the hour danced with several other couples until late into the evening and the wine and beer flowed freely.

At midnight, the bride and groom said their good nights and retired to their suite. Mandy was quite drunk and Jordy needed Del's help to get her back to the wedding suite. It was all that the two men could do to keep her going in the right direction toward the room. She passed out as soon as they got there and they lay her on the bed in her wedding dress, propped up on her side with a pillow in case she got sick.

Jordy was a little disappointed that his wife was out because he had some rather graphic plans of ravaging her this night of nights. He cursed her drinking for the night for costing him his perfect wedding night.

Del simply embraced the groom and locked him into a familiar and passionate kissing match. Jordy might curse his new wife's drinking, but the truth was that he had drunk nearly as much as she had.

Jordy broke down and cried, telling Del he was so awesome for his part in bringing all of this off. He told his best man that he was his best friend forever. Jordy promised to keep up his end of the deal for the next year.

"I'm so horny, Del," Jordy said stridently. "I don't think I can wait for her to wake up in the morning. I'm gonna need to bust your ass open and eat it out and fuck it. Zat okay?"

Del was a voice of reason, but not a determined one. He whispered sensible things into Jordy's ear, but Jordy only felt the breath against his ear and the sensual closeness of his fuck-buddy.

"Let's push her over to her side of the bed an' we can take this side. I wanna fuck your brains out."

"Okay, but shush! You'll wake her!" Del was never really one to resist Jordy's fucks, and he began to get undressed for his lover. When he was naked, he undressed Jordy as well and Jordy's erection showed its master's potency.

"Even for us, this is risky," Del said as he lay back on the bed, his erection pointing straight up.

"You worry too much," Jordy slurred.

Del raised his legs high to expose his asshole to his friend. Jordy wasted no time getting between the legs, cradling Del's ball-sac and raising it out of the way for better access and forcing his tongue up against the rosebud of Del's anus.

They both moaned and groaned, each receiving stimulation from their part in the act.

After a few moments of besieging Del's asshole with his tongue, Jordy blurted out that he needed to fuck his friend.

"Shhh! Quiet, you imbecile!"

"Oh, she's asleep."

Del leaned off the side of the bed to where his tuxedo jacket had fallen. He fumbled in the pockets and recovered a small tube of lubricant. He hadn't planned on needing it for Jordy, but he had considered the possibility that he might get lucky with one of the groomsmen. He didn't mention that detail to Jordy.

"You think of everything," Jordy said. "Best best man ever." He kissed his friend lovingly.

Jordy took the tube from Del and squeezed some of the contents into Del's ass, rubbing it in with his fingers. Then he poured some in his hand and lubed up his cock. He looked around for some place to wipe the excess lube off his hand, and Del barely stopped him from using Mandy in her dress as a rag. He redirected Jordy's hand up so that he wiped it on Del's chest instead. When Jordy was satisfied with the state of his hand, he knelt between Del's open legs, sprawled over him so they were face-to-face and inserted his cock into Del's ass, letting it slide slowly through the powerful sphincter that Del told Jordy he kept so tight through exercises.

"Ahhh..." Jordy exclaimed as his penis slid into the tight bowel.

"Shut up, you fool! You'll wake up your wife!" Del was whispering harshly.

"She's dead to the world."

"Yeah, well, in case you didn't notice, we're already pushing our luck."

"I'll push you. With my cock." Even with his anxiety about getting caught, Del had to laugh at Jordy's drunken delivery of the bad line.

Jordy began sawing in and out of his lover's ass while they maintained an intimate kiss. Del used his fabled control of his sphincter muscles to enhance Jordy's pleasure, not just because he liked to please him, but also because he wanted to get him off quick so this risky encounter could end.

"Fuck, that feels good. I love your ass, Del."

"Shhh!"

"I don't wanna. I wanna talk. Your ass feels so good. Better than head. Better than pussy. I love your black ass."

Jordy continued to thrust at Del's backside and he'd already lasted far longer than normal. Del suspected the alcohol was giving him his added staying power on the one occasion that they wanted a really quick finish. To counter this, Del began pushing his ass back at Jordy and he redoubled his efforts to get him off with his powerful, rippling sphincter muscles.

"Oh, fuck me, that feels good." Jordy still wasn't using his inside voice.

"For the love of God, man, shut the fuck up," Del whispered.

"Oh, Del, I'm gonna come up your beautiful black ass." There would have been more chatter, but Jordy silenced it by pulling Jordy in and forcing him into an unbreakable and passionate kiss. When the convulsions of orgasm overtook Jordy, he could still feel Del's undulating ass muscles getting him off.

They remained locked in position for several minutes until Jordy's cock started to slip out of Del's ass. They had to get up to reposition themselves. Cream was rolling out of Del's asshole, so Jordy bent his friend over, knelt on the floor and ate out his ass for nearly five minutes.

Between the fuck and the ass-eating, Del was pretty hot-to-trot himself. His initial suggestion was for Jordy to blow him, but the groom insisted upon being fucked.

"Take me, you handsome black bastard," Jordy said.

Del considered that if Mandy wasn't awake by now, she could probably sleep through a little more bed-shaking. He picked up the tube of lube and applied the remainder of the contents to his cock and Jordy's ass, once more wiping the excess on his chest. He positioned Jordy so that he was facing the bed and bent him over it so that he was holding himself up against the bed with his arms. Del stood behind him, spread Jordy's ass-cheeks and centred his cock on his friend's anus. Then he leaned in with all his weight and let the puckered rosebud open to receive him. He pressed in relentlessly, two inches in, an inch back, three inches, one back, until he had the whole eight-incher inside Jordy.

Jordy loved that feeling of fullness, but even more, he loved the feeling of having the dick inside him moving. Del obliged and soon the pair were pushing against each other's thrusts. After five minutes, Del was close and Jordy couldn't contain himself.

"Oh, Fuck me!" he cried out.

"Uhhh..." Mandy groaned, still facing away from the fucking males. "What'd you say, sweetie?"

The men became very still.

"Uh, I said, 'lucky'," Jordy said, "as in, 'I'm lucky to have you.'"

"Aww, that's sweet." She segued into a snore.

"She's asleep again," Jordy whispered now, instantly sobered up by the threat of his wife's possible awakening in a bed full of gay sex on her wedding night. "Finish in me quick, Del!"

"Holy shit," Del said quietly. "That was close."

"Do it, Del. I want your cum inside me."

They resumed fucking again and Del quickly returned to his state of pre-orgasmic readiness. He leaned over and kissed Jordy's ear before saying. "If she ever does remember this and kicks you out, you always have a place in my home."

Then he leaned back, heaved his cock into Jordy's ass five or six more times and came hard.

Jordy maintained his position, so Del returned the favour of eating his cum out of Jordy's ass.

Then came the awkward moment when two satisfied men stood naked in a room with the bride. Jordy didn't need to dress, as he was going to bed with his sleeping bride. He would undress her now that Del was leaving. The black man put on his clothes and when he was ready to go, he pocketed the tube of lube; no need to leave evidence that might lead to Mandy asking questions or remembering anything she shouldn't. Then he took the naked Jordy in his arms and gave him a long kiss goodnight.

"See you at brunch tomorrow." Del caught himself just in time and realized the alcohol must have affected him too.

Del had nearly told Jordy that he loved him.