Free Erotic Stories

Gina’s Date Night (May 2025)

This story starts with me arranging a date for my girlfriend, Gina, with a guy from a swingers’ site that we had never met before. You may not realize it, but it is a laborious process of sifting through profiles, messages, and solicitations from a wide spectrum of guys. Most potential “applicants” just do not make the cut due to our exacting standards for looks, age, fitness, sanity, intelligence, relationship status and social skills. After careful analysis I show Gina a potential candidate’s pictures, profile, and messages only if I feel confident that the guy possesses all the basic requirements. Then if she gives her stamp of approval, we arrange an in-person date.

The basic strategy for all our previous rendezvous would start with having a potential candidate meet us at a bar near our home (or where we were vacationing). Gina and I would get there first and find a cozy table, and then when he arrived, we would meet him together as a couple. After a few drinks and conversation Gina would let me know if she thought the chemistry was right for the three of us to move to a nearby hotel for a naked party. Of course, we have had our share of no-shows, duds, fakes, and cat-fishers. So, there is always an element of mystery and doubt until the actual meeting happens.

But this evening was designed to be different. Gina agreed that she would have no advance information about the guy she was going to meet, other than his first name. It would be like she was going on a blind date. I would join them too, but only after Gina had time to get to converse with the guy and assess for herself if the chemistry between the two of them was positive. Around 7 PM Gina walked in, sat at the bar, ordered a drink, and waited for “a Jeff” to join her. Moments later I walked in and positioned myself on the opposite side of the oval shaped bar so I could watch all the action from afar.

Gina was adorned in a sexy little black dress that drew attention to her slim build, enticing breasts, beautiful ass, and great legs. I could tell she was a little uneasy, but still smiling, confident and socializing with the bartenders. Sipping her drink, she looked around, trying to blend comfortably into the surroundings and keeping a non-obtrusive lookout for her blind date. Now, a little about Jeff. He was, of course, fit, and good-looking with steel blue eyes, and blond hair. At 45 years of age, he was a bit older than most of the guys we had previously invited to join us for a night of play. Jeff claimed to have had past experiences with MFM, but assured me he was not a hardcore swinger, bull or indiscriminate horndog.

About 10 minutes after I got there Jeff arrived. He immediately recognized Gina from the description and photos I had shared with him, so he walked up to her with confidence. Jeff gave her a small kiss on the cheek so everyone else at the bar would have assumed that they were just acquaintances, not lovers, getting together for an after-work drink. I could see that the conversation between Jeff and Gina started out cooly but cordially. After the first drink went down quickly, their smiles became warmer and more genuine. Quick laughs and increasingly positive body language followed in a natural manner. While I could not hear anything they were talking about, I sensed hey both felt affectionate energy and, what I perceived to be, a build-up of sexual intrigue. Occasionally, Gina would glance over at me to gauge my assessment of the situation and reinforce in her mind that we were still onboard with the plan. My smiles enthusiastically signaled “two thumbs up” and “full speed ahead.”

As they were each into their second drinks, things had loosened up considerably and they were obviously having an enjoyable time together. Glancing over now, a casual observer would have guessed that Jeff and Gina had met each other before and were on their second or third date together. Jeff stood at the bar with Gina seated on a stool close to him. Every so often Jeff’s arm would wrap around Gina’s waist and hug her gently towards himself. And Gina, while glancing over and covertly winking at me, would caress Jeff’s arm as he reached to put his drink down. Seeing that the vibes were right, I eventually left my spot and walked casually around the bar to meet them, as if I had just noticed who they were. I stood on the opposite side of Gina and greeted them formally. To the casual observer, I probably looked like a long-lost acquaintance of theirs. We started “catching up” with each other and I ordered another round of drinks for all of us.

From a distance I had no doubts about the chemistry that had been brewing between Jeff and Gina, but now standing beside her, I knew that Gina was very turned on and that Jeff was an excellent choice for tonight’s novel experiment. As the evening progressed, Jeff continued to flirt with Gina. The low-profile stroking of her back and butt became more frequent and obvious. I continued to function as the drink-buying third wheel. After a short while Gina turned to Jeff and half-whispered something in his ear. He immediately grinned and gave an enthusiastic nod. She then turned to me and said, “Ok we’re ready.” I quickly settled the bill, and we left the bar.

I followed Jeff and Gina outside as our Uber driver was just pulling up. I jumped in the front seat next to the driver while Gina and Jeff hopped in the rear. I do not know what, if anything, happened in the back seat while making the short trip to the hotel. (Gina might want to tell you that later.) Since we had checked in earlier, we headed straight to the elevator. As soon as the doors closed, Gina gently, but indiscreetly touched Jeff’s crotch to see if he was ready to please her. It was obvious from the ample bulge that he did not need a lot more coaxing.

Since Gina and I had set the room up earlier, the curtains were drawn, the lights were softly dimmed, and our small minibar was open for business. I poured a round of our favorite shot. We all toasted and then chugged it down the hatch. Still feeling the warmth of the shot gliding down her throat and past her beating heart, Gina dropped to her knees in front of Jeff. She slowly loosened his belt, then she unbuttoned, unzipped, and lowered his pants in what seemed like one fluid motion. He had gone commando tonight! After a few moments of wonderous appreciation, she gracefully reached for Jeff’s uncircumcised cock with her small hands, as if she were about to handle a delicate object of art. She moved it side to side, up and down, assessing its heft, and admiring its visual beauty from every angle. Then she started playing with the foreskin, sliding it back to reveal the bulbous penile head that was already yielding glimmering dewdrops of sticky precum. With increasing desire Gina retracted the foreskin and started to taste Jeff’s precum with just the tip of her tongue before taking the globular head fully into her mouth. Then after devoting some careful attention to the penile shaft, Gina started to gently massage his firm balls. Jeff, while trying not to squirm too much, was obviously very turned on. Then Gina ducked her head down between his legs so that she could nibble and suck Jeff’s taut sack and precious orbs. Jeff was in a state of agonizing bliss.

Suddenly, Gina stopped, rose to her feet, and started walking backwards to the large bed while keeping steady eye contact with Jeff. She lay down on her back, slightly hiking up her black dress and opening her legs just enough to reveal a small glimpse of the red thong she was wearing. Then Gina beckoned him with her index finger motioning toward the center of her flame and the object of his intense desire. Like a summer moth, Jeff flew to it. He pulled her thong down, slipped it off, then tossed it to the floor. Raising her dress, he began to kiss her inner thighs starting from just above the knees and slowly making his way upstream to the source of all pleasure. Having arrived at the destination, he gazed admiringly and then started to play with her clit using the tip of his tongue while gradually working a finger inside Gina’s welcoming pussy. Feeling how wet she was, he started to lap up her juices with slow, rhythmic sucking kisses, savoring her sweet nectar as if he had earned a delicious reward from the gods. I watched as Gina closed her eyes, bit her lower lip, and focused on the exquisite sensations. She wanted them to last forever and at the same time she craved an immediate eruption of euphoric relief.

Sensing her frenzied state, Jeff grabbed one of the condoms from the bedside table tearing it open with his teeth, skillfully unwrapping it over his raging and naturally hooded beast. He mounted her in missionary position, while spreading her legs over his shoulders. With slow strokes at first, his pace hastened while kissing her neck passionately. Gina then grabbed his butt, digging her nails into his muscled pile-driver, pushing him deeper and harder into her loins. This was the moment I was waiting for – seeing her unrestrained lust uncoupled from common inhibitions and conscious control.

Not wanting to cum yet, Jeff pulled out suddenly. This gave Gina a moment to catch her breath, stand up, and cause her dress to drop to the floor in one motion, as if she was a magician. What a perfect body! Then fully naked she slowly crawled back onto the bed wiggling her way on all fours and giving us a full view of that fantastic ass and still hungry pussy. Jeff began to feast from behind for a few minutes before he resumed fucking her, this time doggy style. I positioned myself to be on the bed in front of Gina. She readily started to suck my cock after I freed it from my shorts. What a delightful view of her ass bucking while Jeff was driving his cock deeper and deeper into her tight, warm, cavern of delights.

After some blissful spit roasting, I moved away for a minute so Gina could focus more completely on Jeff’s riding skills. I wanted to watch Jeff’s cock burrow deep into her sweet pussy while listening to the sound of his balls slap rhythmically against her buttocks. Gina started moaning louder and louder, forcefully pushing her hips back and forth in perfect asynchrony with Jeff’s lunges, maximizing their mutual sensations. Finally, in a loud drawn-out groan of relief Gina came hard and then flopped over on her back. Jeff and I immediately kneeled over her and started to jerk off in worship of our beautiful goddess. After a few moments Jeff and I simultaneously grunted with pleasured relief and exploded with massive loads of hot cum all over Gina’s beckoning breasts.

After about half an hour of shared afterglow, Jeff arose and dressed. Gina gave him deep French kiss goodbye. Right after he left, I dove headfirst into her pussy, still sweet, fragrant, and wet from Jeff’s attentions. Taking a moment to look up, I told Gina how I enjoyed watching her inhibitions evaporate and give way to her inner lust. Then I told her how much I loved her. Gina came again. We spooned and fell asleep. Freakflyrs

Inspired by: Tekila4444 on Reddit: That time when my wife picked up a guy from our hotel bar (MFM Fantasy)

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