Please note, this is a true story. However, I've changed the names, ages, occupations and places to protect the other person's privacy. I have no shame so enjoy, LOL. Also be aware there is some male to male sexual contact and bisexual interactions.
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The Unforgettable 3-Way
Being open-minded leads to a life altering experience.
My buddy Enrique (Riq) had invited me down to Miami for his 24th birthday. I was 23 and recently out of the military. I was still sporting that clean cut, high and tight look. Due to his work schedule this was a mid-week trip. His job had non-typical hours with days off being Tuesdays and Wednesdays. He worked the 5pm to 1am shift. I didn't mind the mid-week as it would be less crowded.
Whenever we would hang out, I'd usually wingman for him. He was really smart but talking to women was an area he was still working on. Don't get me wrong I'm not some super ladies' man. I was just more outgoing, knew how to work my strengths and didn't let one rejection ruin my night. And I'll admit although it didn't show much, I would get nervous here and there trying to talk to a woman.
We hit the town it was still pretty packed everywhere we went. There was a salsa club where he knew one of the bouncers, so that's where we ended up. The club was pretty close to my hotel. It was a Tuesday night at 11pm and this joint was popping with a full house. The music was flowing and I loved dancing to salsa music. I wasn't professional level with set routines, I was more the freestyle go with the feel type.
At the beginning of our night in the club, we talked and danced with a few pair of ladies but didn't click with them. As the night goes on I know our juices are flowing and we both want to get laid. I spot a pair of ladies talking and laughing off to the side by the end of the bar. I walk over and talk to these ladies who went to a nearby college. Sara and Leandra were both 22 and graduating next semester.
Once I get a good vibe from them, I wave Riq over. He starts hitting it off with Sara who was the hotter one. Leandra was pretty cute herself but she did not appear like she wants to be here. It seems Sara dragged her to the club to get laid tonight. But they both had important job interviews early in the morning. Well, well, well. Leandra and I both share the revelation our friends were trying to get laid and we'd "help" them with that.
When a wingman and wingchick both plot together, things usually go very well. She and I decide to somewhat go with the direct route. We pull them in and tell them that we were going to go fuck, although we did not that night. And we know you two want to as well. Riq can take Sara back to his place. Leandra would actually go home, sleep in peace and be rested for the interviews. I was good on my own in this bustling city with so many hot women around.
1230am rolls around, Riq and Sarah leave together. Once they take off, Leandra gives me a thank you kiss and asks if I'm free tomorrow night. I tell her I'm only in town a few days. Then she leans in to kiss me in an obvious I want you to know that I want to see you again kiss. So we make plans to "meet up" at my hotel tomorrow afternoon.
Not long after Leandra leaves, an older woman approaches me. Gabriela (Gaby) tells me was watching the four of us and wonders why I did not leave with the woman that was just kissing me. I flat out explain to her what transpired and she laughs saying, "Good friends are hard to come by." Gaby was good looking but not so much out of my league as a cute but average looking guy myself. She was 31, about 5'7 with heels 5'4 without, long dark tied up hair and a 36C chest that is complimented by a medium round rear.
We start dancing and vibing on the dance floor. The more we dance the more she is getting flirty and touchy but I wasn't complaining. When she got extra touchy with my body that emboldens me to do the same. She did not mind at all and even encourages my hands to roam her body. After about 30 minutes of this fully clothed foreplay on the dance floor she asks me to go back to hotel room with her.
I agree to go back with her but before we do she tells me there is one catch. Oh hell I thought. Several possibilities popped into my mind but I was not prepared for what her catch actually was. Gaby says, "My husband gets off on watching me get fucked. And if you are comfortable it may turn into a 3-way. He is waiting back in their hotel room. What do you think?"
Apparently they work and live in a small town where everyone basically knew each other. So they could not indulge in some of their kinky fetishes as word would spread and it may have a negative impact on them. Since they were in town for a work thing and in a different city they could indulge in some kinky fun. It is really too bad they have to hide like this but I understand. Society can be so cruel and negatively judgmental.
At first I hesitate; I didn't think I was going to be robbed but was still cautious. Gaby senses my hesitation and asks, "Have you ever done something like this before?"
I reply to her. "I have done a FFM and MFM 3-way before. I am more worried about the ground rules. I do not want to do anything that would mess with your relationship."
"We do this a few times a year and we are very very open-minded." she assures me?
"I am also very open-minded." I say back to her. But as I later found out we both had 2 different definitions of of what open-minded meant in this situation. After my brief hesitation, I agree to go back with her.
We arrive at their hotel lobby and get on the elevator which happens to be a block from where I was staying. Once in the elevator I kiss her with my signature passionate kiss. I am very delighted and feel more assured it was legit as she is kissing me back with similar passion. The elevator trip is short but our kissing spills out into the hallway. We can hear sounds of music and even some moans in the hallway. I guess a lot of people were fucking on this floor tonight.
We make down the long hall to her door and once inside I meet Ramon. He shakes my hand and tells me to have a good time. Ramon was 48 and slightly taller than me at 5'11, thin but well built. He gives off a very confident and welcoming demeanor. Gaby says something to him I could not make out and takes me over to sit onto the long L-shaped couch with a chaise. She climbs on top of me then pulls her dress over her head and I'm in heaven. Her breasts look so good in her black bra.
Being young my eagerness may have got the best of me. I pull her bra down from both cups covering her breasts. Flipping them in essence upside down on her body. In hindsight, I would've notice it was a front opening bra that I could've just unclasped it. Ramon chuckles, "Looks like he's hungry." And he is right I am, hungry to taste and feel them.
While I am enjoying her breasts she is talking dirty to Ramon, "You like seeing this cute young man with his hands all over your wife." He didn't respond verbally. I look over so see he was lightly touching his cock and smiling with approval. Gaby pushes my head down and starts to undress me. Everything came off and she smiles at me while unclasping her bra as in next time this is how you do it. And another reason why in my youth I preferred older woman, they'd teach you things and there was less drama.
Gaby pulls my body to the edge of the chaise to where my feet was touching the ground. She moves to her knees and starts sucking my cock. There was no backing to this part of the chaise. I could now fully see Ramon working his cock and he had a nice one about 7 inches. He is grinning ear to ear so I guess he is really enjoying the show.