The Deal Pt. 02

Freddi took a deep breath and looked around the room, taking stock of the situation as he came back to his senses. He was dressed in women's clothes, with fake tits, makeup and a wig, lying on a bed in a stranger's hotel room covered in his own cum. Carolyn was right -- they better leave right away.

Freddi looked at his wife, shaking his head in disbelief when he heard a man's voice. "That was fucking hot!"

Freddi's heart stopped. Cal was grinning at him from across the bed. Freddi looked at Carolyn with a terrified expression. Carolyn just shrugged and gave her husband an apologetic look.

Cal laughed and rolled across the bed. Moving like a cat, he caught Freddi off guard, grabbing his legs behind the knees and pushing them back to his armpits, pinning him back and lifting his butt off the bed. Freddi was immobilized.

"You got a hot ass, dude," Cal gushed, then leaned in and licked a wet circle around Freddi's throbbing asshole.

Freddi was in shock. He squealed with a mixture of horror and excitement, his heart pounding. Cal held Freddi's legs strong and tight, and Freddi had no choice but to lie back and endure Cal's tongue bath on his back door. It didn't take long before Freddi's ass was dripping with saliva, and soon he was beginning to relax and moaning with pleasure.

Cal was administering an enthusiastic rim job, and when he noticed Freddi's cock begin to rise he reached up and swiped his thick fingers through the pool of cum smeared across Freddi's belly.

Cal placed his lubed-up middle finger against Freddi's rosebud and pushed, repeating Carolyn's anal invasion. Cal's fingers were much bigger than hers though, and when Freddi felt the fat digit invading he grunted in pain.

Carolyn realized her husband needed help, so she picked up the lube and squirted it all over Freddi's smooth ass. Cal pulled his finger back and oiled it up, then slid it deep inside Freddi and held it there, allowing him to get used to the feeling of a thick, fat finger in his rectum.

Freddi was panting, trying to adjust, and when Cal felt him start to settle down he pulled back then pushed in again, fucking his finger into Freddi's virgin asshole. Initially Freddi was in a state of panic at being discovered and manhandled by Cal, but the fear was gone now. His ass was loosening up and he was starting to enjoy the finger fucking. Cal sensed it and replaced his middle finger with his thumb, plunging the fat, oily digit back and forth into Freddi's tight ass easily.

Freddi was loving it now. He let out a sexy groan and pulled his knees back even farther, opening himself as much as possible. Cal read the signals clearly. Carolyn saw it too. He wants to get fucked, they both realized, really fucked. Cal rose up on his knees between Freddi's open legs. Carolyn leaned over and squirted oil on him as he fisted himself, lubing up his hard cock in preparation to take Freddi's anal virginity.

"Oh, fuck," Freddy groaned as Cal placed the head against his rear. He was scared but intensely excited at the idea of getting fucked by a real cock -- a real big cock.

Cal pushed forward, forcing the head into Freddi's anal ring.

"Owww!" Freddy squealed. This was no finger, he realized. It hurt but was thrilling at the same time. He took a deep breath and spread his legs even farther apart, trying to open himself up to Cal's anal assault.

Cal seized the moment. He grabbed Carolyn's hand and squirted more oil on himself and pushed. Freddi grunted with pain but Cal persisted, forcing his rod forward until he felt a pop. He was in. Freddi's wail confirmed it. He pulled back, squirted oil again, then pushed for real.

"Oh, fuck!" Freddi howled as Cal powered his thick, hard cock into his ass. Freddi was breathing heavily, overwhelmed by the burning sensation inside him. Carolyn grabbed her husband's hand and squeezed, trying to help him through the pain. Freddi squeezed back. He looked down at the fake boobs rising from his chest, enclosed in a lacy bra. He had cleavage, and his skirt was bunched up around his waist. Cal was kneeling between his outstretched legs, washboard abs and ripped biceps, pushing Freddi's legs back against his chest, opening him up as he had never been before.

Cal paused and Freddi's breathing began to slow. The pain was receding. He was getting used to the feeling of having a big, hard cock up his ass. He looked up at his wife holding his hand and Cal towering over him, and suddenly he felt wild and dirty. He was dressed as a woman, on his back with his legs spread, a thick cock lodged inside him. It was totally hot.

"You knew?" Freddy asked, gasping.

Cal laughed. "Of course, dude! I mean, you were hot, but come on!"

Freddi groaned, amazed that Cal had known his secret, and even more amazed that he was beginning to enjoy being fucked in the ass. He looked up at Cal and nodded, letting him know he was ready. Cal pulled back and then slowly pushed in again, a little deeper this time. Freddi took a deep breath and shifted on the bed, trying to accommodate Cal's huge member. Cal kept Freddi's legs spread wide as he pulled back and pumped deeper, getting into a smooth, gentle motion, sawing his giant shaft in and out of Freddi's previously-unfucked asshole.

"Oh, God!" Freddi cried out, squeezing his wife's hand as Cal penetrated him. "Oh, FUCK!" Cal went deeper and deeper until finally he was all in, balls-deep in Freddi's ass.

"Wow," Carolyn whispered as she saw Cal's hips pressed against her husband's ass. "Wow." Freddi squeezed her hand and took a deep breath. He felt as if he would split in two.

Cal paused again, letting Freddi get used to the feeling of a huge cock buried in his ass, then he pulled back, inch by inch, until the head of his rod was gripped in Freddi's puckered rosebud, then he squirted more oil and pushed in all nine inches in one smooth, deliberate motion. Cal held it there, buried to the limit, watching Freddi squirm.

Freddi was delirious, lying back with his eyes closed, thrilled at having a huge cock inside him. Cal pulled back again, then forward, not pausing now, not needing any more lubrication, in and out, holding Freddi's legs spread wide, deliberately fucking Freddi's ass as if it was meant to be. A steady stream of groans and grunts and excited expletives emanated from Freddi's mouth as Cal reamed him. He squeezed his wife's hand, delirious with pleasure.

Freddi opened his eyes and looked to his wife. An understanding flashed between them, that there was nothing they wouldn't do for each other, nothing that was too wild or out of bounds. Their reverie was interrupted when suddenly a look of surprise flashed across Carolyn's face and Freddi felt something poke his cheek.

Freddi looked to his left and, to his amazement, saw Jake kneeling over him on the bed, holding his long, thick, revitalized hardon in his hand, swabbing it along Freddi's cheek and against his lips.

Cal smiled as he saw his friend offer his meat to Freddi, and while Jake swiped his stiff dick all over Freddi's face Cal pumped even harder into Freddi's widening rectum.

Freddi moaned. Oh, Fuck! he thought as Cal penetrated him, Jake's thick rod against his lips.

I fucking love this! He opened wide, inviting Jake's erection into his willing mouth. Carolyn looked on, shaking her head in disbelief.

Cal started to pick up speed as Freddi clamped down on Jake's rod, sucking it hungrily. He grasped the hard shaft and began to stroke as he sucked, taking it deeper while Cal drilled into him.

Jake took hold of Freddi's head and tilted it to the perfect angle for him to ravage. Freddi was pinned now, completely at their mercy, Cal holding his knees out wide, Jake gripping his head, two long stiff cocks locking him in place. Now that they had him positioned they pumped their hips steadily, matching one another stroke for stroke.

Freddi groaned and grunted with exertion, trying to breathe. Carolyn was amazed -- even she never experienced such a pounding. Freddi's face was red and tears were streaming down his cheeks, but he had never been so excited in his life. He loved sucking cock and loved being fucked in the ass. Being simultaneously impaled on two giant members was the most exciting thing he had ever experienced.

The room was filled with the sounds of sex -- wet, squishing noises, grunts and groans and the shifting of the bed. The men were breathing heavily as they slammed Freddi at both ends.

Carolyn began to worry for her husband. He was taking nearly a foot and a half of hard, young cock and she wasn't sure how much he could endure. Freddi was grunting and drooling more than before and his eyes were watering as he struggled to breathe through his nose. She noticed that he had taken Jake's balls in his left hand and was energetically massaging his sack, hoping to coax an orgasm from him, seeking to finish him off.

Freddi looked to his wife and she immediately understood. He needed help again. Carolyn took the lube and squirted some into her palm, then squired more into her husband's hand. She moved over on the bed behind Cal and slid an oily digit between his pumping ass cheeks, lightly rubbing his asshole with her slick finger.

Freddi did the same, reaching his slippery hand up into Jake's crack, finding his back door and tracing his oily fingertip around it while he sucked his cock and rubbed his balls.

"Oh, Fuck!" Jake groaned.

"Fuck yes!" Cal wailed, "Rub my ass!"

Carolyn complied, pressing her nipples into Cal's back as she pressed her fingertip to his sphincter. "You like that?" she teased.

"Hell, yeah, baby!" he said, "Do it!"

Carolyn complied and pressed her skinny finger into the big man's asshole as he fucked her husband.

"You like me fingering your ass while you fuck my husband?" she taunted as she wiggled her finger inside him, "You like that?"

In the meantime, Freddi was furiously sucking Jake's rod, rubbing his balls and fingering his ass, trying to coax the cum from his balls. Both men were grunting in pleasure. Carolyn could sense they were getting close. She thought it was wild that she was working to get this young stud to cum in her husband's ass.

"You like fucking my slutty husband?" she teased again as she rimmed him. "You want to cum in his dirty little ass? Be the first one to fill up his ass with cum? It's all you baby... fuck him good... he loves it... loves your cock in his ass."

Her words put both Jake and Cal over the edge, and just as she was starting to tell them how much her husband wanted to take their hot loads they erupted simultaneously, Cal shooting ropes of semen deep into Freddi's bowels while Jake blasted his cum into Freddi's sucking mouth, fisting the base of his shaft as Freddi milked his sack and tickled his sphincter.

Both men shook as they kneeled on the bed, emptying their balls into Freddi, two hard cocks spurting cum into Freddi's mouth and ass. When they were done Freddi swallowed down Jake's frothy load as Carolyn withdrew her finger from Cal's behind. A trail of white goo was running down Freddi's butt crack onto the bed. Jake and Cal released their hold on Freddi and collapsed on the bed alongside him.

"Fuck, man!" Cal moaned, looking up at the ceiling. "That was unbelievable."

"Insane!" Jake agreed, "You two are fucking amazing!"

Freddi looked at Carolyn and shook his head. She smiled. "You are the hottest husband ever," she gushed.

The Next Morning

Freddy awoke to the sound of voices. At first he didn't know where he was, but then it all came back to him. He was in the bedroom of the suite. Carolyn and the boys were in the living room, sitting at the table and talking in low voices so as not to wake him.

He lay still and listened. It was hard to make out, but he heard his wife say something like, "He'll be OK... just need to figure it out... let's wait for a while..." The events of last night replayed in Freddy's mind. Did all that really happen? he wondered. But he knew it did -- his ass hurt, his throat was sore, and his head ached from the alcohol. He felt crusty residue coating his cheeks and his rear, and had a horrible taste in his mouth. He groaned and rolled over, burying his head in the pillow.

Carolyn heard him stirring and tiptoed into the bedroom with mug of hot coffee.

"You awake?" she whispered.

"Ughh," he groaned.

She sat on the bed next to him, wearing a hotel robe with her hair wrapped in a towel. She smelled of soap. "I got coffee," she said encouragingly, offering it to him.

"Ughh," Freddy said again, dragging himself to a sitting position. "You showered?" he asked, taking the cup from her hand, trying to piece together the situation.

Carolyn nodded, gauging her husband's demeanor as the realization of what had occurred last night coalesced in his waking brain.

"Where'd you get it?" he asked groggily.

"Cal and Jake," she replied. "They woke up early and went running and picked up breakfast for us. They're all showered and everything."

Freddy shook his head, amazed at their energy.

"They're young," Carolyn explained, reading his mind. "They also stopped at the 24-hour Walmart and got you some sweats to wear home. They didn't want you to have to do the walk of shame," she giggled, hoping her husband was capable of seeing humor in the situation.

Freddy took a deep gulp of the coffee. It was like medicine for his throbbing head.

"They really are nice guys, you know." Carolyn continued. "I've been up for a while, talking with them. They were really concerned about how you might feel this morning."

"The coffee's good," Freddy said, trying to change the subject.

"Baby," Carolyn said in a serious tone. "I hope you're OK with everything... are you?"

"I don't know," Freddy responded honestly. "Are you?"

Carolyn had been worried that Freddy would be in total freak-out mode, so she was genuinely encouraged by his uncertainty. "Baby," she gushed, trying to make him comfortable, "I am so totally OK with it! It was the hottest thing I ever experienced -- watching you, you watching me -- all of it."

"You're OK with me doing all that... you know... stuff?" he pressed, surprised at her excitement. He thought that once she sobered up she might be disgusted with him.

"Honey, I've always wanted to dress you up and have, you know, girls' night with you."

He looked at her questioningly.

"I mean, yeah, it went a little farther than I expected," she admitted, "But that just made it so much hotter. I loved it, baby! I fucking loved it!"

"Wow," Freddy replied, trying to process it all.

"Sweetheart," Carolyn continued, "I LOVE that you were a total sexual demon last night. I think it's SO much sexier than what we had... you know, before."

Freddy sat quietly, his mind racing.

Carolyn added softly, "I don't want this to be a one-time thing, sweetheart. I want to do it again some time. OK? Are you OK with that?"

"I don't know. I have to think," he said, finishing the coffee. "I need a shower."

"OK," she said, "But just remember -- no matter what kind of crazy stuff we do, I am madly in love with you, and ONLY you."

Freddy smiled hesitantly.

"You're not going to leave me for some young stud?" he asked. "Or two?"

Carolyn wrapped her arms around him and squeezed. "Only you baby! They're just playthings. You are the man for me, forever. I love you baby."

Freddy smiled at her again. He needed to hear that.

Carolyn added, "In fact, I think I love you even more today than I ever have before." She gave him a soft kiss on his lips.

Freddy kissed her back. He realized he was lucky to have such a wild, sexy, loving wife.

Freddy's smile and his kiss made Carolyn's heart skip a beat. She knew he was going to be OK with it. The smile told it all.

Carolyn helped Freddy remove his fake breasts, makeup and nail polish as Jake and Cal sat quietly in the next room, staying out of the way. Freddy had time to replay the events of the night in his mind as Carolyn swabbed and wiped him with cotton balls and cleaners. He realized that it was a million times more exciting than anything he had ever experienced, and he owed it all to his wife. Am I OK with it? He thought to himself. Are you kidding? It was AMAZING!

Freddy took his wife in his arms and said, "I'm OK with it, baby. I'll do anything you want, whenever you want. I love you."

Carolyn was ecstatic. Freddy saw the sparkle in her eyes and the joy on her face, and his worries melted away. "Watching you fucking Jake was the hottest thing I've ever seen in my life, baby," he added, "Yeah, I'm OK with it, very OK with it!"

Carolyn squealed with joy and wrapped her arms around her husband.

"Oh God, baby! I feel the same way!" Carolyn gushed. "Watching you suck cock was the hottest thing I've ever seen! You are the sexiest man!"

They kissed with love and tenderness, their bodies and their minds meshed together. They looked into one another's eyes and understood the love they shared for each other, and they realized they had just made a new kind of deal, one that would bring more wild experiences in the future.

When Freddy stepped into the shower he felt very much in need of a good cleaning and stayed in there a long time, soaping himself up and rinsing three times, replaying the events of last night in his brain -- dressing up, grinding into Cal on the dance floor, giving him a hand job in the dark booth, sucking cock for the first time ever and swallowing, watching his wife take a huge cock in her previously faithful pussy, eating Jake's load from her dripping cunt, and finally getting spit roasted with Cal's thick tool pounding his ass while Jake face-fucked him, two hot loads shooting into him from both ends. It was new and exciting and it thrilled him that his wife wanted to do it again. He was all in.

Freddy dried off and wrapped himself in a hotel robe, and when he stepped out of the bathroom he was greeted by the sight of his naked wife straddling Jake's body as he lay back on the bed. She was fucking him, rising up and down on his long, stiff shaft, just like last night. Her robe lay in a pile at the foot of the bed and her tits bounced up and down as she pistoned on the young man's cock.

Carolyn looked directly into Freddy's surprised eyes as she rode her lover. "Enjoying the show, baby?" she asked with a giggle. "I thought it would be a good idea to start the day with an encore performance, don't you agree?"

Freddy shook his head in amazement. He could see every vein of Jake's hard shaft, the moisture glistening over his skin, the wet lips of his wife's pussy wrapped around him. He shuddered as he watched Jake's meat disappear into his wife's stretched-out hole. Carolyn looked directly into her husband's eyes as she rose up on Jake's thick shaft until just the very tip was enveloped between her pussy lips and then pressed down before quickly rising back up, writhing and squirming and gasping in pleasure as she fucked him. On every stroke Freddy could clearly see every inch of Jake's wet shaft as it appeared and then slipped back inside his wife's cunt.

Freddy watched the obscene display, mesmerized, but his attention was distracted when he noticed that Cal was sitting in a big, upholstered chair on the other side of the room totally naked, his hard shaft pointing out and up. He was leaning back, watching the action on the bed and stroking himself slowly. Freddy stared at the big tool that he had gotten to know so well last night, and when his eyes roamed up the young man's rippled chest to his face he was startled to see that Cal was staring at him, looking directly into Freddy's eyes as he stroked himself.

Freddy froze for a moment, his gaze going back to Cal's cock -- his hard, beautiful, delicious cock he thought to himself -- then looked back to his wife fucking Jake on the bed. She was now looking at him too, a huge smile on her face as she rode Jake's cock.