I met Leslie and Jewel for a gal lunch on New Year’s Eve, to vent about the usual holiday woes and blow off steam. The subject of plans for that evening came up. Leslie’s lover, Missy, was working, and Jewel complained about she hadn’t had a date all year, much less tonight. She was a bit heavyset, and she was having a tough time finding guys up to her standards. “Looks like you’re the only one who won’t be ringing in the New Year with a dildo for a date”, joked Leslie.
“I’ll trade you, at least I’d get an orgasm from a dildo”, I joked back. “Stan wants to spend every New Years to same way – we watch a porno, drink some champagne, and then I lay on my back for 5 minutes while he fucks me.”
“Well, if you’re game, we could make things a bit more exciting”, said Leslie, smiling mischievously. She then went over a plan to liven things up a bit, and help Jewel out as well. I went over to Leslie’s and picked up a few things for later in the evening, including a porn movie that didn’t sound too dreadfully dull, and a few items I kept out of sight from him. I figured Stan would appreciate my efforts to take the initiative.
Later that evening, my husband Stan and I watched the borrowed movie and drank till we both a bit tipsy, I wore a kimono robe, with nothing but panties underneath, and he had on a robe and briefs. When midnight rolled around, we kissed and went in the bedroom. As he stretched out on the bed, I quickly leaned over him and snapped a handcuff on one wrist, and then grabbed the other wrist and handcuffed it. He looked surprised and I whispered, “Don’t worry, you’ll see. Or may be you won’t”. With that, I blindfolded him.
I turned up the stereo to cover any sounds of Leslie and Jewel entering the room. Wordlessly, we each undressed. Jewel pulled Stan’s briefs down. His half-hard cock rose a bit, and she ran her tongue around it’s tip. She swallowed the head, and sucked at it until it grew to full length. Then she licked it down to the balls, and suckled them. His dick waved in the air, excitedly twitching as she kissed, nibbled, licked and stroked at the base of his shaft and scrotum. I propped his head up with a pillow, and then straddled his head with my legs, lowering my pussy onto his face. He eagerly lapped at it while Jewel continued to suck his cock. Once I was good and wet, I moved off of him, and Leslie took my place on his face, while Jewel moved a pillow under his ass and then mounted him. She slowly lowered herself on his dick, savoring each inch as it slid in, then rocking back and forth in earnest, rubbing his breasts and nipples as if she was the man, and he the girl.
I put on the strap-on that I had borrowed from Leslie. It was actually Missy’s, and I think she had fucked me with it last Halloween. It has two shafts, a small end that went in my vagina, under the strap, and then the main one, with a remote to control the vibrations. It felt rather empowering having my own penis and I was looking forward to shocking the hell out of my hubby once Jewel finished. She was still rocking away, with slow steady strokes, sliding all the way up to the point where he was about to pop free, but then back down to his ball sack, juices pouring from her slit and down his thighs and belly. Stan often takes a long time to come when I’m on top, and after a short while wants to switch to missionary position or more stimulation, but tonight he wasn’t going to have that choice. We were in control, and he was our bitch. He groaned in impatience, wanting more, wanting it faster, but Jewel wanted to savor the fuck, and kept it slow.
Leslie diddled away at her pussy as Stan continued to eat her out. She climaxed, smearing his face with her quim. She then went over towards me, kissed me forcefully, and pulled my strap-on towards her eager pussy. As she laid on her back, I mounted her, and slid the dildo between her pussy lips. She gasped a bit, but placed her hands on my ass and pulled me closer. As we rocked back and forth, the base of the strap on rubbed my clit, but more powerful sexually was just the feeling of control I had as I slid in and out of her, watching her pussy lips split open and receive my mighty rubber shaft. I had often wondered what it felt like to be a guy as he fucks a gal, and it was indeed incredible to squeeze her soft, yielding breasts, to lightly pinch her nipples between my fingers as I stroked in and out of her cunt, controlling her breathing with my thrusts, making her grunt as I thrust in and out.
Jewel rode Stan like she was a cowgirl on a horse, a delighted smile on her face, determined to achieve a year’s worth of denied sexual pleasure in the next few minutes. She began to breathe very heavily, he was gasping as well, and I could tell they were both getting close to the point of orgasm. She twisted his nipples hard, and he buckled like a bronco. She continued to twist, and he cried out, thrusting his hips up as high as his bonds would permit. He locked his body in that arch, supporting all her weight, trying to shake her off or anything to get the nipple twisting to stop. She slammed up and down on his prick, and he came hard that instant, his face twisting in pleasure and agony and release, Jewel’s face beaming with satisfaction. She rocked a few more times, riding him like she had broken a horse, and finally dismounting him once she was completely satisfied.
I had continued to drill Leslie’s snatch with my tool while watching Jewel’s performance, but now Leslie pushed me away, reached over, and handed me a bottle of lube. While my dildo was already soaked with her juices, a little extra wouldn’t hurt in loosening up his virgin asshole. I went over to Stan and cuffed his ankles to his wrists, using straps to spread his legs apart and moved his ass and dick relatively high in the air, so I could easily rape his ass. He didn’t resist – I think he was too exhausted from his orgasm to put up much of a struggle. As I poured lube on my thumb and his asshole, he did try to squirm away, but he wasn’t able to move more than a few inches. Leslie took a wet, cold cloth and wiped off his dick and groin while I continued to ply my thumb around his ass. I deliberately did it very slowly, savoring the moment, keeping him in suspense because although I’m sure he knew what I was planning to do, I wanted to keep him in doubt as to whether I’d go through with it, and exactly when it would be coming.
Leslie put on a rather large strap-on – this one shaped just like a man’s penis, only larger and thicker than most, and went over to where Jewel was laying, and began to fuck her in the missionary position. Leslie was an incredibly sexy sight – the curves of her breasts and hips contrasting with the long shaft that she plunged in and out of Jewel’s sopping cunt. I’m sure Stan could hear the loud slapping sounds of Leslie’s plastic dong sloushing around in Jewel’s wet trench and wondered who was screwing whom. I kept repeating the circular motions of my thumb around his asshole, probing gently in as he would tense up. After awhile, he seemed to relax. I kept doing this over and over, going slightly deeper each time, and pouring more and more lube in, while lubing up my own shaft.
Then, without warning, I removed my thumb and swiftly mounted him, shoving in just the tip. He gasped and almost cried out. I continued to push down, his muscles tight but giving way as I kept thrusting downward until I was in him all the way. I then pulled all the way out, his ass muscles pushing me out as fast they could. Then I thrust back in, inch by inch, continuing to pour lube on the shaft as I sank it in him. Then, when I hit bottom, the dildo fully inserted, he began to whimper. His cock was as hard as a steel rod, waving around in the air like the white flag of surrender.
“Happy New Year, Honey” I said sweetly as I turned on both the vibrator that was buried in my pussy and his ass, and began to rock back and forth, enjoying the complete control I felt. Stan struggled in vain against his bonds, but that just got me more excited and I pumped harder and harder, increasing the setting on the vibrator, and feeling an orgasm start to build. I gripped his hips tightly with my hands and closed my eyes, tightly, focusing on the tightness stretching across my whole body, but especially the vibrator buried inside me. I wished that my fake dick could shoot a load like a guy’s could, blasting a stream of sperm up his butt. I kept grinding it in, with short hard thrusts, pressing my whole body against him as if trying to cram it all up his ass.
Jewel was moaning and I could see Leslie picking up the pace on her, bringing her to a second orgasm for the night. After a bit, she pulled out of Jewel, and came over to Stan. She towered over him, although he was blindfolded and couldn’t see it, but he sensed something as she crouched down over his face, her giant dildo wet with a mix of Jewel’s juices and his own come from earlier. Early, his mouth had been wide open as I fucked his ass, but now he had shut it. Leslie reached back and twisted a nipple, and as he cried out, she stuck the fake cock about two inches down his mouth before he could clamp down. If it had been a guy’s dick, they’d be screaming in pain from the Stan’s teeth sinking into their tender flesh, but Leslie just laughed. I tickled him, and as he unclenched in surprise, she fed another two or three inches in. It was only about half way in, but Stan was already gagging a bit. I couldn’t blame him – it was a hell of a huge organ to have to learn to suck cock on, and he wasn’t an eager student.
Jewel came over, and spread some handjob lube on her hands and Stan’s cock. She made an O with her finger, and began to slide it from top to bottom of his shaft. Stan was losing the battle against Leslie’s cock, and it kept going deeper and deeper down his throat. I cranked my vibrators all the way up and picked up the pace as his ass stopped trying to resist. Finally, his mouth gave up the fight as well, and Leslie began swiveling her hips back and forth as she thrust it in. I think she decided to go easy on him and not thrust too far back, since he stopped gagging. Finally, he gave up all efforts of resisting, and passively lay there as all three of us were going to town, pounding the hell of his dick, ass, and mouth until his jet of come shot high into the air, landing onto Leslie’s back.
I was both satisfied and exhausted, pulled out, and took off the harness. Leslie was still eager for a turn, and together we undid Stan’s bounds, turned him over onto a wedge shaped pillow that left his ass high in the air- raised almost two feet high, and had cuffs near his head for his hands, and then strapped him down in the new position. The three of us treated him like a rag doll. Jewel laid his face in her pussy and wrapped her thighs around his head, and at this point I think he was so grateful it wasn’t Leslie’s cock that he eagerly lapped at her cunt. Since he was blindfolded, he had no way of telling that this was the pussy he had filled with his love cream only a short while ago. His dick was covered with milky goo from his first anally induced orgasm, and as I wiped it off with a rag, it shriveled down – completely flaccid and limp.
But his exhausted pose was jolted into attention when he felt Leslie rub her giant dildo across the crack of his ass, and begin to probe his freshly deflowered asshole. While I had certainly loosed up his ass ring, her strap-on was considerably larger than mine, made more for fucking the pussy of a stretched out slut than Stan’s tight hard buttring. She pulled it out after inserting only half an inch of its tip, but once she had it out she kept rubbing the long, thick pole across his ass to emphasize to him its size. I’m sure he realized how huge it was from the mouth fucking that Jeannie had just given him. His dick, pressed against the back of the wedge, grew back to full hardness as she continued to toy with him. Then she began to slowly insert the cockhead again, patiently loosening up his sphincter. “No, don’t”, he begged quietly, but she said “Your words may be saying ‘No’, but your dick and ass are saying ‘Yes'”, and with that, she leaned on him, sliding in an inch or two.
Jewel clenched her legs tighter around his head, “Focus on licking me, bitch, or I’ll tell her to really ream you out”, and Leslie pushed in a bit more to emphasize Jewel’s point. Stan’s slurping became noticeably louder, and Jewel seemed appeased. Leslie still continued to work on him, going deeper and deeper wiith each thrust. Stan had no will to resist, his cock throbbing against the pillow betraying his excitement, his mouth moaning as she pumped harder and harder into him. She slowed her motion, leaving it all the way in, pushing steadily against his prostate, his moans becoming a deep heavy panting, his prick throbbing in time to it. She stayed that way for several minutes, grinding her hips, letting the pressure build and build, his ass wiggling with guilty pleasure as he submitted to sensations he had never before imagined. I remember her telling me that while guys were terrified of the homosexual implications of being ass fucked, the prostrate was their equivalent of a g-spot, and yielded the most intense orgasms ever even without any stimulation of their penis.
Stan kept his face buried between Jewel’s thighs, her hands forcing his head down and her legs wrapped around his back as she arched her back. Her face and upper torso turned a bright shade of red and her nipples stood out like bullets, clucked between her fingertips as she stroked them and her breasts, striving to make her third orgasm even that much more intense. After her contractions had finished, she moved back, offering me the place, but I preferred to watch the expression on my husband’s face as Leslie continued to ravage his ass, slowly fingering myself as she brought him to the brink of climax, precome leaking from his straining cock. His face, normally self-assured and confident, was desperate and dominated but reluctantly delighted as she kept pressing away at his hidden ass button. He was sucking breath in sharply, unable to control that the moment of release was almost at hand.
Then Leslie pulled her strap-on all the way out and rammed it all the way in, again and again. He gasped violently with each full stroke, and his cock turned bright purple until a milky stream exploded from it, drenching the pillow and blanket. She continued to pump away as it spasmed, more and more fluid dripping from it. Finally she wiped it on his ass cheeks, slowly and dramatically, emphasizing one last time just how huge of a monster his ass had swallowed.
I opened another bottle of champagne, pouring a glass for Jewel, Leslie, and myself, with Stan still bound face down and blindfolded, soaking in a puddle of his own sperm. “To a Happy New Year”, I toasted and we clinked our glasses, celebrating the sexual conquest like old time big game hunters.