A few years ago, a friend of mine invited me to stay with him at his new penthouse in downtown Miami, an invitation that I couldn’t refuse! I’ll skip the boring stuff and cut to the chase. Disclaimer: this is a mostly true story that I took a couple liberties on some details, but it’s as close as possible to how it happened.
I arrive at my friend’s building on Friday afternoon. Let’s call him Sam. Sam and I head up to his 28th floor penthouse and I’m in awe. The place is spectacular and the view of downtown Miami is like nothing I’ve ever seen before.
“Welcome to the bachelor pad!” He confidently exclaimed. Sam is the absolute epitome of a lady’s man. He’s around 6’1″, built, well groomed facial hair and well dressed. He’s as smooth as they come and I joke with him about how much action his place must have seen. “Let’s just say it’s been a fun few months so far. And we’re gonna add to that this weekend!”
After I’ve settled in, Sam fills me in on our apparent plans for tomorrow night.
“So I kinda need you to take one for the team tomorrow,” he says. I’m slightly confused but also intrigued. “I started talking to this girl and she’s an absolute smokeshow, man. I’m supposed to meet her tomorrow night and I told her I have a friend here from out of town, so she said we could double date with her friend.” So far I don’t see how this is taking one for the team, but ok! “I looked up her friend. She’s not really my type but what do you think?” He showed me a picture of the friend.
“Yeah man, no problem, I’m in.” I reply. The friend is far from ugly but we agree that the girl he’s talking to is amazing.
“Thanks bro, I owe you one!”
Fast forward to the next night. We both dress nicely, you know, button down shirts, khakis, nice shoes, the usual Miami nightlife attire. We uber over to the lounge where we’re supposed to meet the girls and walk in. Sam points to a corner where he thinks he spots them. A few steps in and… yep, there they are!
“Andrea” is Sam’s date. She’s about 28, probably 5’9″ or so and a stunning Latina. Her dark skin, mesmerizing eyes and thick, straight black hair are amazing but ugh, her body is absolutely sensational. She’s curvy enough and dressed to impress, wearing heels, a not-so-knee high navy blue dress that shows her toned legs and C-cup tits wonderfully.
My date this evening is “Francesca.” She’s a shorter curvy blond, her hair almost reaching her shoulders. She’s wearing a much less revealing red dress. Hmm, how exactly am I taking one for the team? This is great, I think to myself.
9:00 PM – “Hi Sam!” Andrea stands up and embraces Sam. I watch them briefly, definitely not checking Andrea out or anything, and then lock eyes with Francesca. Andrea then introduces me to Francesca. I hug them both, we grab a drink at the lounge and then head to the first bar of the night. I hold the door for Francesca, walk on her outside, buy her drinks, you know, the polite thing to do for a date. Why do I mention those details? They’ll matter later on.
We spend a few minutes at the first bar getting to know each other. It’s essentially extended small talk and going over the plan for the night. Soon enough, we head to bar #2, which is a club holding an ’80s disco night.
10:00 PM – The disco club. I had never been to such a place before and I have to admit, I was feeling great at this point. I was dancing with Francesca while my eyes constantly wandered over to Sam and Andrea. He had already started making his moves, firmly holding her almost double soccer ball caliber ass and finally breaking the ice and scoring her lips. I followed suit, rubbing my hands down the outside of Francesca’s dress, eventually running my hand through her hair and while “Turn the Beat Around” blasted behind us, I leaned in for a kiss. Francesca accepted and I kept it short at first, alternating top and bottom lips with her.
After an hour or so, we grab a table and manage to piece together a conversation amidst the music. Sam’s tongue is halfway down Andrea’s throat at this point, so I know I need to pick up my pace with Francesca. I kiss her again, a bit more aggressively this time when out of nowhere, I’ll never forget her next words.
“So would you be in a relationship with me?” She asks with a straight face.
“U-um,” I flinch. That came out of not only left field but the bleachers above left field! “You know I’m not from here, right?”
“We can do long distance. I would do that.” She answers, still without a hint of a smile. Damn, she is dead serious.
“I mean, I’m not sure if I’m looking for that right now,” I try to answer as politely as possible.
“Oh so you’re trying to fuck me and run? Is that what you’re trying to do?” Even with the music screaming through the club, I’m pretty sure plenty of people heard her. I say nothing. “Are you serious? Geez, you’re like every other fucking guy in this town. You just wanna fuck me and ditch me.” She’s fuming at this point, meanwhile I’m shell-shocked. She gets up, breaks up Sam and Andrea and says something that I can’t hear, but it must have included “let’s get out of here.”
The four of us head outside together, when Francesca absolutely unloads at Andrea.
“I can’t believe you put me in this situation tonight. These fucking horny asshole guys just want to fuck us. We’re one night stands to them. Come on, let’s go home. I’m done.” She literally tugs Andrea’s arm to force her to leave us. Sam comes over to me.
“What the hell happened?!”
“Dude, she asked me if I’d consider a relationship with her and I politely told her I’m not from here so probably not. She FREAKED OUT. I can’t believe she went off like that.”
“What the fuck!” Sam answered. He, Andrea and I were all stunned, yet Francesca kept going off, now literally in tears. Now I know why I was taking one for the team tonight!
Sam and I let Andrea calm Francesca down. It probably took at most ten minutes, yet it felt like hours. I was hoping Francesca would go home and I could find someone else while Sam and Andrea were enjoying their time. No such luck!
1:00 AM – Stop #3 was a nightclub that Sam knew the DJ who was playing that night. He’s a huge name in the music scene so the club was completely booked, yet the bouncers let the four of us in, which put Francesca in a better mood. We were even on stage with the DJ for a while, but every second with Francesca was downright awkward. We barely said a word to each other. Finally, I tried to break the ice.
“Look, let’s at least have a good time tonight. Clearly our friends are into each other and having a great time. We don’t have to do anything you’re not comfortable doing, ok?” I ask Francesca. She nods in agreement and we attempt to dance here and there, but the awkwardness is inevitable. I would give anything to pay for her uber and send her home.
“Why wouldn’t you be in a relationship with me?” Francesca spews after half an hour.
“I told you, I’m not really looking for anything long distance right now. It’s nothing personal.” That sets her off again.
“You and your friend are just asshole guys. You all are!” She’s back in angry mode. Are you joking?! I think to myself. At about this time, the DJ gets into it with the club owner, presumably about his stage time, and the DJ tells Sam we should probably get out of this place. Sam looks at me and points to the exit with a serious look on his face.
Once outside, Francesca is in tears again ranting about how Sam and I are the biggest assholes on the planet and Andrea is begging her to calm down, even offering to pay for her uber, which is music to my ears.
“I am so sorry, I can’t believe this is her ‘best friend.'” Sam says. “You think she has been out with her before.”
“I know. It’s ok, we just need to get her home and then Andrea, you and I can go somewhere else.” Sam looks at his watch. It’s almost 3:00 AM.
“Well, we better hurry and find you someone then, it’s getting late.” He says.
“Listen, do what you have to do with Andrea, you guys are having a great time and I don’t want this to ruin it.”
Andrea approaches us again. “I’m going to take her home then I’ll come back. I’m so sorry about this for both of you, I’m embarrassed.” Andrea lives almost an hour away, so that essentially kills the night.
Sam and I uber back to his place while the girls go back to Andrea’s. We both figure the night is done. At the front desk, there’s a cute Latina girl working reception overnight. Sam and I kill some time sharing the story of tonight’s adventures with her and she’s in shock. Sam invites her upstairs but to no avail. I later find out she’s playing hard to get and he’s been after her for some time. Then Sam checks his new text.
3:30 AM – “On my way!” It’s Andrea.
Sure enough, Andrea took an uber right back to Miami and ditched Francesca. By time she arrives, we’re back in Sam’s apartment. I tell him I didn’t mind them hooking up and that he’d owe me one tomorrow night. There’s a knock on the door. Sam opens it and this time, Andrea wears an oversized t-shirt and booty shorts, still in her heels.
“Have fun!” I whisper to Sam and he laughs as they head to his bedroom. I try falling asleep but I wake up minutes later to a distinct sound.
“Ohhhhhh!” Andrea’s unmistakably sexy voice moaning. I immediately become hard laying in the room next to them. “Ohhhhhhhhhhh!” I picture her sexy body naked, wishing I was in that bedroom instead of Sam. The moaning only intensifies over the next few minutes, then silence. I turn over on Sam’s couch and try to fall asleep but then, “ohhhhhhhh!” I decide to play with myself listening to Andrea’s constant moaning. Within ten minutes, silence dominates the room. I again turn over and try to fall asleep.
I hear the bedroom door crack open. “Hey, are you awake?” A female voice whispers softly.
“Y-yeah, I’m awake.” I reply, pulling a sheet over my now naked body. Out from the bedroom emerges Andrea, wearing a blank lacy bra and a matching thong. I feel myself swell up as she walks closer, sitting on the far arm of the couch and half facing me.
“I’m beyond sorry about tonight. I feel awful for you. You did nothing wrong! I don’t know what got into Francesca.” She whispered apologetically.
“It’s ok, it wasn’t my night!” I whisper jokingly. She laughs softly and then stands up, nodding for me to follow her. She carefully opens the massive sliding door to the outdoor balcony and steps out, turning to me and urging me to follow. I grab the sheet and wrap it around my lower body, hustling to follow her.
“Sam is knocked out. I think I took care of him,” Andrea said in a seductive voice. I smile, unapologetically staring at her gorgeous curves. “So now I owe you.” My body shivers as those words are spoken. I feel her hand reaching under the sheet I’m holding. She moves it around until… oh wow. My body tenses up as her hand surrounds my already rock solid dick. “Mmmmmm,” she whispers in my ear. I drop the sheet on a chair and slowly lean into her, our lips finally connecting.
She unhooks her bra as our lips continue to tangle and a minute later, her panties drop to the floor. We are now completely naked facing the entire city of Miami! The kissing picks up and our tongues meet for the first time. Her lips are as soft as whipped cream and devour through them as she massages my dick. My hands explore her body, from her now messy hair, down her back, firmly over her ass, up her body, squeezing her perfect tits before I set two fingers over her pussy. I tease her clit, just finding it for a moment before tracing around her. I hear a familiar noise. “Ohhhhhhh!” My dick swells up again against her leg. She grabs her hair in pleasure as my fingers enter her gently. I move them up and further into her as she lets out another “ohhhhhh!” and grabs her tits.
Saying nothing, she directs me to one of the chairs and I obediently sit towards the edge. She stands to my left and then swings her toned leg over me, planting her drenched pussy right over my dick. My body shivers again as she navigates me into her tight space. I grab her hips firmly and she rocks me back and forth. Our tongues dance around each other again as she pulls herself over me, stuffing me deep into her. More moaning ensues. “Ohhhhhhhh!” I squeeze her ass and pull it towards me, pushing further into her. My free hand grabs her neck and that sets her off. “Ohhhhhhhhh!” She nearly screams. My eyes glance to the door but there’s no sign of Sam. She keeps rocking me faster and faster. And faster. And faster. How is she doing this? I grab her bouncing tits as she throws her head back in pleasure. I feel her soaking wet pussy like a waterfall around me. I counter her movement by pushing as hard as I can into her, and each time she moans again. I see onlookers from multiple buildings across the street at this point. Still she maintains her incredible pace, soon throwing her arms around my neck and shoving her tongue back in my mouth. My hands continue exploring her body as she rocks me.
Finally, I push her back a bit and stand up, pointing her to the chair. I face her towards the chair and she bends over, offering me a perfect view of her ass. I reach around her, my dick throbbing up against her as my fingers glance over her clit. I waste no more time sliding into her. I stand up, smacking her ass. “Ohhhhhh!” Smack! “Ohhhhhh fuck!” Smack, smack, smack! “Ahhhhhhhhh!” I thrust in and out faster, sweating in the hot Miami night. My hands grab her hips and I pick up my pace, feeling myself getting awfully close. “Ohhhhh fuck me just like that!” She barely manages to get those words out and I feel her drenched even more. I’m about to blow my load knowing that she’s orgasming. I thrust as hard as I can and then she pushes me out and in one motion, spins around and takes me in her mouth. She grabs my balls and stuffs me down her throat. I nearly scream myself as I notice her free fingers are up in her pussy now. I grab her hair like I’m pulling a plant out of the ground and she moans with my dick all the way in her mouth. At that moment, I close my eyes and erupt in her mouth, moaning the entire time. I keep dumping my load down her throat and she takes it all in stride until I’ve finished. I slowly pull out of her mouth and she swallows it at once.
“Fuck, you’re good.” She says. “Too good.”
“So are you!” And I kiss her. We both stand up facing the city and lean on the balcony rail. We don’t say anything but we’re aware that we had an audience. I grab her ass for a moment and after a minute, we very quietly head inside.
“I’ll see you in the morning. Goodnight!” She blows me a kiss and she delicately closes the door to Sam’s bedroom behind her. I use the restroom, retrieve the sheet to cover me and fall asleep, replaying the past 20 minutes in my mind.
Only in Miami, I guess. It was definitely a night for the ages. Andrea and Sam ended up dating for a couple months, which is ironic considering how Francesca assumed we were both one night stands. But for me, that night was quite a memory.
Source: reddit.com/r/gonewildstories/comments/pnw6dv/mf_my_date_almost_ruined_my_night_but_her_best
Great story!
Did you ever tell your boy that you’re Eskimo brothers?
Wow