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Hotwifing on a hot October night in New York

A dozen years passed without any non-monogamous activity. On occasion she would make a joke about picking up a guy for hot sex. I always blew it off as a joke until one time when she asked "Why do you always do that?"

"What?", I asked.

"Blow it off when I bring up having a threesome. I thought you would be interested."

"Oh, I am very interested" I said, "but I need it to be a serious request and not presented as a joke. I have to know you really want to try this."

"I really want to try this" she said.

First we tried meeting guys via SLS, but it can be so much like dating. We managed 2 encounters in the first few months, but then she declared she was over SLS. It is too much like dating. So, we tried a house party, but most of those they seem to assume the woman is bi and you are looking for a couple. Finally, we found what we were looking for in one of the local swinger clubs, Discretions. Things seemed to progress much easier. We set a rule-of-thumb of limiting ourselves to once a month, but sometimes I'd push it to twice a month.

Nine months and a dozen hotwife MFMs later, we went to New York for a 10-day vacation, arriving on a Saturday pre-dawn and departing on a Wednesday. Oh the things we do for cheap flights. This meant that only 3 of the 10 nights were weekends, and those quickly filled up with opera, philharmonic, Broadway play, and the like. I really wanted to check out 2 of the local New York sex clubs, Bowery Bliss and Caligula, but it would have to be on weeknights, notoriously dead at swingers clubs.

On the first Tuesday, we went to Bowery Bliss. The club is "just okay". Nothing great, but not bad either. As expected, it was slim pickings on a Tuesday night. There was only one guy about our age, which we like to stick to. We invited him to join us behind the velvet ropes, and the 3 of us started to play, with an audience of half a dozen guys. Soon, 2 more couples came in that clearly already knew each other, and began to play in a foursome on the next bed over.

Meanwhile, the guy we selected is having stage fright from the audience. He's barely able to get hard, loses much of the stiffness while fumbling to get the condom on, then is only in my wife for a few minutes before even the modest puff is gone. My hotwife tries to blow him back to life while I sex her, but gets nowhere. After this, she expresses how she really doesn't like the taste of rubber, so we added a new rule that she doesn't give oral unless there is flavored lube on the condom.

My hotwife and I do our best to enjoy ourselves, meaning mostly ignoring the guy we'd selected, who continued to play with her tits why dejectedly trying to stroke his stify back to life... such is the life of the middle aged MFM.

After we, and the other couples finished playing, we went back to the lounge area and just relaxed. One of the younger guy in his mid-thirties came up and started talking to us. At first he wanted to know if we planned on playing again, which we told him we were not. One on month definitely excludes two a night. But since there was nothing else going on, he stayed and talked to us anyway. He was a super nice guy, smart, funny and pretty cool.

After about an hour hanging out with this guy, I whisper to my wife "I'd really like to watch this guy fuck you!"

"He's way too young and we already played" she whispered back .

"Please" I say, in a normal voice, and flash the puppy dog eyes.

"Fine" she says as she stands up, grabs the guy by the hand and leads him beyond the roped area to the play beds.

It went "just okay". Not bad. The guy got rock hard, and he fucked her hard and fast while I sucked her clit, just like she likes... but he popped way too soon and his dick was on the small end of the spectrum.

The next Sunday we hopped the the N/W line to its end in Astoria, then ordered an Uber to Caligula. Kind of odd getting dumped on a corner of 2 residential streets, then heading for what looks to be a closed old neighborhood bar. We approached the old, almost run-down looking building with trepidation, but that was washed away as soon as we entered. The inside is beautiful, newly remodeled, upscale looking without the fake VIP bullshit, bliss.

However, it was even more dead than expected. They had only been doing Sunday nights for a few weeks, and it seems no one got the memo. There was one other couple and 4 guys. The other couple quickly approached us, but we had to inform them that we don't play with couples. They were bummed because they only play with couples, and we were literally the only prospects.

The other couple soon left. We seated ourselves on a couch, and all the guys joined us. One of the males had a smarmy vibe, being pushing, cocky, bragging about how he'd fuck her to pleasures she could only imagine. My wife and I both knew he was out. That left a guy from Brazil that didn't speak English (hard to make a connection when you literally can't communicate), a guy our parents' age that was sitting there cock in hand stroking while staring at my wife's cleavage(she was wearing her leather corset that has a zipper down the center front, and we had it zipped down to the point that it was occasionally, just barely flashing the tops of her areolas of her J cup breasts), and a guy our kids age(seemed to be a nice kid, but half our ages). We waited over an hour for something close to what we normally look for, but nothing.

"Let's just go home and make love" my wife whispers, meaning the AirB&B on the upper west side.

"I think we should play with the kid" I whisper back. "We got all dressed up and came all this way." I knew I was breaking our rules. I already pushed to play a 3rd time in a week... only about 1 dozen times our frequent that our normal play rate, and now I was pushing her way out of her age comfort zone. It's vacation, and desert doesn't count on vacation!

"Fine" she whispered... which is her way of saying, "I'm going to pretend I don't want to, but really I do." While a modern liberated women in most ways, she still has this stupid programming that she needs to play hard to get when it comes to naughty sex.... like I'm making her do it, when really, she's the one with veto power, so the final and only important word.

As subtly as I could, I slipped my hand into my pocket and pulled out the Viagra pill. With it secreted in my hand, I gave her a raised eyebrow to silently ask if she was sure. She subtly nodded yes. I fake coughed, slipped the pill into my mouth, then took a drink to "clear the tickle in my throat". Then I noted the time on my watch. T minus 30 minutes to liftoff!!!!

We continued to chit-chat and jibber-jabber with the guys for 15 minutes or so. When I pulled her out of her chair to sit on my lap, it suddenly got very quiet. I put her on my lap facing the kid. While we gently kissed, I slowly unzipped the front of her corset to reveal her nips. I looked at the kid and he was staring at her boobs. I moved my mouth slowly down her neck to her breasts, gently sucking one nipple, then the other, before returning to kiss her mouth.

I repeated my slow movement of my mouth back to her breasts, first sucking one nipple, than the other, then again returning to kiss her lips. I broke our kiss long enough to tell the kids that he could play with her boobs if he wanted, and lightening speed, his hands were cupping her boobs.

Again, I move my mouth to her nipples, and sucked them while the kid caressed and cupped them. As I slowing returned to her mouth, the kids asked if her could suck her tits. "Please" my hotwife gasped, just before we resumed slowly, passionately kissing. I moved my hands to her breasts and it was my turn to cup and caress them while the kid was sucking on her nipples.

All of this had take at least 10 minutes, so we were really close to max Viagra effect window. My hot wife pulled her lips away from me, gently pushed the kid back, zipped up her top and said "I need a minute." She stood and headed toward the restroom.

Once she was away, I looked at the kid and asked him if he'd like to fuck my wife?

"Really?!" he asked.

"Really, really" I assured him.

"Fucking yeah, of course!", he said.

The other guys had a bummed look on their faces as I said "Then the two of us should use the restroom too. Then we'll take her into a private room and have our way with her." When he stood, I could see he had a massive boner pressing to escape his jeans. His at least 8". maybe 9" inch put my 5.5 to shame.

After the pit stops, I went to the bar and bought a fresh bottle of water. My wife came out of the bathroom, which I figured out when I heard her say "Holly shit!". I turned in time to see her reach out her hand and rub the kid's hard cock through the front of his jeans. "I was not expecting that" she said.

Water in hand, I led my wife and the young guy to a private room. It was super tiny. Just a small bed, small table, a flat panel tv with porn, and a ceiling fan/light on low speed and with a dim red bulb. After they entered, I set down the bottle of water and turned to close the door. I saw the other guys had followed. When I closed and locked the door, I heard an awww.

I pulled my wife too me and kissed her deeply. The guy stood there for a minute, seeming not sure what to do, then I felt his hand slide around her, between us, and to her boobs. I moved my hands to lower the zipper halfway down her stomach, and in an instant, his hands were inside her top.

I ended the kiss and slowly turned her toward the young guy. His hands came out of her top as she turned, and came to rest on her hips as she moved toward him. As they began kissing, I moved up behind her and kissed her neck. She pushed her ass back against my stiff dick. It was my turn to slip my hands around her and into her top, but the kid had beaten me to it. His hand were off her hips and on her breasts. Felling my hands arrive, he moved his hands away.

"We can share" I said, between kisses and nibbles on her neck. I moved my hand away from her left breast, but continued to play with her right. Slowly I moved my left had down toward her crotch, intending to hike up her skirt. Again, I was too slow. One of his hands was already there, working its way down inside her skirt to her crotch. Instead of hiking it up, I decided to unzip the side zipper, and her skirt fell to the ground. Nine months of swinging had taught us the value of easy off clothing!

The kid had obviously found the opening of her crotch-less leggings, because she'd stopped pushing her ass back into my crotch, and was pushing her crotch into his hands. I heard her hands fumbling at his belt. I pulled away and removed the 3-pack of condoms and tube of lube from my pocket and put them on the small table before stripping off my shoes, shirt and pants. The kid had been packing, and he too removed a pack of condoms from his pocket before my wife stripped off his pants.

She crawled onto the bed as the kid expertly rolled a magnum condom onto his long cock. Silly me thinking regular sized would fit that weaponry. She spread he legs and welcomed him as he slipped onto the bed between them. I slid up beside them and sucked on her tits as he entered her recently remodeled pussy that is now as cozy as that New York apartment we were staying in.

She moved her hands to his hips, I assumed to control the tempo. Had I been paying attention, I would have noticed that she had also partially closed her legs. She was trying to control the depth that his cock was plunging into her. Vaginoplasty she had last year only reduces circumference, not depth, but still she was never that deep.

Soon he was ignoring her attempts to slow his pace. He was pumping in and out of her rapidly, then suddenly slowed, stopped, his whole body tensed, his face twisted... then he groaned loudly as plunged his cock into her. Kids... way too quick.

Then I saw her pushing him down and away with her hands and trying to close her legs. Suddenly I realized he was in too deep for her comfort. I was just about to tell him to back out, but he rolled off. He removed the condom, wrapped it in paper towels from the roll on the table, and put it in the trash. Good, he's been properly trained in their use. No staying in until you go soft, else the condom will leak.

I crawled on top of her, and easily slipped inside. She was wet and open. I slowly bumped and she did the grind of her vulva into my pelvis. Soon she was grinding faster and I kept up with her pace until her face twisted and then she was moaning loudly. This is my signal to stop bumping and start fucking her fast, and hard with long strokes almost all the way out, then plunging back in deep... well, as deep as I can reach. As long as I pump, she'll keep coming, and as long as she keeps coming, I'll keep pumping.

Eventually, I ran out of steam. Three hard fucking people in the tiny room had heated it to sauna conditions. Flushing from the Viagra and maximum effort giving my wife a long and super intense orgasm left me overheated, sweating profusely and gasping for air. I rolled off panting "I need a brake to cool down a little".

The kid asked "Can I go again?".

I missed the "again" other the sound of my gasping for air. "Sure, you can leave if it is too hot in here for you" I said.

My hotwife says "He wants to take another turn." she said to me. "Sure" she said to him, "but this time I get to be on top."

He grabbed another condom, expertly rolled it onto his still (or again, I'm not sure), hard cock. He laid on his back, and she guided his cock into her soppy wet pussy as she lowered herself onto him. From top, she can control both the tempo and the depth.

It was so hot watching her slow fuck this young stud, that I honestly don't recall what I was doing? Did I kiss and caress her as they fucked? Did I just stand there gasping for breath as they fucked? Beats me. What I do know was that I found the tiny chain coming from the ceiling fan and used it to turn the fan to high, at some point I opened the door to let some cool air in... and watching them fuck was amazingly erotic!

After a long slow fuck, she picked up the pace, grinding herself into him. She began to whimper and move even faster, and I knew her orgasm was coming. She pulled her self up right, ground faster and harder into him. He giant but still high and firm boobs heaving to her rhythm. She threw her head back and moaned loudly as she came hard. She lifted herself up off of him on her knees and begged him to fuck her fast and hard. She did manage to stay well forward to control depth. He was bucking his hips up and down, jamming his young hard cock in and out of her... but again, way too soon, he stopped, stiffened, then slowly moved in as he groaned from his second orgasm.

I had regained my breath and cooled down. The instant she rolled off him, I crawled back onto her. Her orgasm was still right there... just barely having gone away, long before its natural end, cut short by the kid's too soon orgasm.

I fucked her with long and deep thrusts while she rubbed her clit with her had that was slipped between us. Not too hard, as it bounces her hand away. Many times she had to tell me about that before I finally was programmed to go long strokes but not end hard so that she can keep her hand working her clit. In no time, she was again coming, her hand fell away and pounded her with hard thrusts she enjoys while the waves pulse through her. After a good long time, I came deep in her, deposing my cum, not into a condom, but rather deep in her pussy.

I rolled off and pulled her half on top of me. The kid was still on the bed beside us, and rolled up behind her and began sliding his hands all over her, caressing her back, her boobs, her stomach, her crotch, her ass. I heard something from the door and looked. The other three guys were standing at the doorway watching. My wife probably hadn't seen them as she had her back to them.

We lay there just basking in the afterglow, assuming all was done for the evening's fun. After what was probably 10-15 minutes, I saw my wife move her hand behind her onto the kid's stomach, then slid it down to his cock. "Hard again" she said amazed.

"I know it's a lot to ask, but can I go again?" he asks.

"Mother fucking show off" I think. At my best I could never go more than twice a day. No way 3 times in like an hour.

"Sure" she says.

As he slipped on the last of the condoms he'd brought. She laid on her back with her legs mostly together. He grabbed hold of his, again fulling hard, cock and guided it into her. This time he obeyed her slow pace that she set with her hands on his hips. Each time he went in, she rocked her hips up to grind her click on his long cock. They started very slowly, and stayed slow a good long time.

She slowly spread her legs, holding him at depth for a second or two before letting him pull out. Wider and wider she spread her legs, letting him get a millimeter deeper each slow stroke. After many minutes, she began to quicken their pace, pushing and pulling his hips faster and faster, pumping him in and out faster and faster, grinding her clit against his hard cock faster and faster.

Soon she began to moan again. Once again her orgasm approached. Deeper and deeper she pulled him into her. Then she was letting out long, loud moans of the first powerful waves as orgasm hit. "Fuuuuck me... fuuuck me hard!" she begged.

He slammed his long and hard cock in and out, as hard and fast as he could. He slipped his hands under her knees and lifted them up into happy baby pose, tipping her pelvis up and giving him maximum depth access.

Her faced winced in pain when he bottomed out, but she kept moaning. I told him "Not so deep, you are hurting her."

She overruled me "Hard and deep! Fuck me hard and deep!"

Finally he was able to hold off his orgasm until she had cum long and hard on his deep pounding cock. However, eventually, he stiffened and blew a third load into his condom.

When he rolled off, her crotch was a froth from the load I'd deposited in her. She motioned for paper towels, I brought her the whole roll and she tore off sheet after sheet to use to clean up, handing me the soiled towels as she went. She finally noticed the guys at the door and asked them if they enjoyed the show. They all said yes.

After cleaning up and dressing, we summoned the Uber to take us back to the subway. We waited outside because the cool night air was so refreshing after being in that small, oh so hot, room. Three subway trains back to the upper west side; we were so tired we could barely stay awake. We walked like zombies the quarter mile back to the apartment from the subway stop. Man did we sleep well that night!

Unfortunately, she was so sore, she wouldn't even let me touch her on her crotch for the rest of the trip. So hot and hard remembering the experience, and I had to whack myself off for 4 days.