I suppose this is a kind of origin story.
I was in my mid-20s and a year into an open relationship with my boyfriend of 6 years. Being open was my idea – I told him from the jump that I wanted to have sex with other people. He asked for time. I was patient until I couldn’t be patient anymore.
Opening a relationship after 5 years of being monogamous is very, very hard. You make every mistake you can think of, and a bunch of ones you can’t. We were still figuring out the rules – do we text if we think we’re about to hook up with someone? Do we need to give each other permission? Are we allowed to fall in love with other people?
One of the first people I dated when we opened our relationship was a local artist. He turned out to be shitty, but I’d be lying if I said I didn’t enjoy my brief experience being a muse, and I got to attend a bunch of art shows and was exposed to a whole new crowd of people I wouldn’t normally interact with.
There was a guy I’d often see at events. We’ll call him Sean. He was usually surrounded by an entourage and had a smile that lit up a room. The Shitty Artist would always lean over and whisper that Sean was a good person to know – “really well connected” – and proceed to brag about projects they planned to do together.
Sean and I never interacted and I doubt he ever noticed me. I’m not great at events with big crowds – I hate small talk with a passion – and tend to opt for people watching over jumping into the fray. Sean on the other hand was always at the center of the action, surrounded by a buzz of name droppers, cool chasers, and women with stellar fashion.
The Shitty Artist and I eventually parted ways to my boyfriend’s and everyone’s relief and I stopped showing up on the scene to avoid running into him. My boyfriend and I decide I should maybe put a pause on dating other people for a second.
I hadn’t thought about or seen Sean in months. One day, I walked out of my apartment building past a group of 6-7 men with my ear buds in and music blasting, when I felt a hand lightly touch me on my shoulder. I turn around and there’s Sean staring back at me. Surprised, I remove my ear buds and flash a smile at him.
“Hey, I’ve seen you around and haven’t had the chance to introduce myself. I’m Sean.” He extends his hand for a shake. He has an openness that makes it hard not to be drawn to him. “Do you live in the building?”
I don’t know why I’m so nervous, but I feel flushed. “Yeah!” I respond, probably a little too enthusiastically. “I’ve been here for about a year.”
I observe him in more detail as we talk about the building, our neighborhood, and the art scene. He’s tall, maybe 6’3, with broad shoulders and huge hands. His neon hoodie is a colorful compliment to his dark brown skin. His smile is playful and inviting.
“Your eyes are insane.” I laugh awkwardly and shrug my shoulders. I never know what to say when someone compliments my eyes. Everyone tells me they are a shocking icy blue when I’m in the sunlight, my pupils a tiny pin prick. I make a crack about getting them from my mom. His friends look over at me, clearly watching and amused at our encounter. Sean doesn’t take notice, he’s focused on me, which somehow makes me more nervous and more comfortable all at the same time.
He asks if I want to hang out on the rooftop later that evening and offers to bring a bottle of wine. “Sure, I’d love to.” We agree on a time, I throw my earbuds back in, and we part ways. I text my boyfriend that I met a new neighbor and think he’s someone he’d really like.
I get home and change from my go to athleisure leggings into my signature evening look of floral fishnets and a dress. I had gotten thicker over the last year, a product of less intense workouts due to a few injuries, and my love of Mexican food. My ass was huge and I always got compliments when I showed it off with a tight mid-thigh length dress or skirt. I tell myself this is just a friendly neighbor hang, but can’t help myself wanting to look just right.
I know the roof will be chilly, so I throw on a jacket, fluff my curls, and grab the thick faux fur blanket my high school boyfriend got me as a graduation present.
Sean is already on the rooftop. He’s in gray sweatpants and the same hoodie from before, but he’s changed out of his sneakers into slides. His socks have brightly colored cacti. Ha. A nice touch.
I sit down in a chair opposite him. It’s dark on the roof, but somehow he’s managing to roll a joint with just the ambient light guiding his fingers. “Do you smoke?” It’s been a while, I say. I don’t know if I’ll be good company if I get high.
“Cool. More for me.” He flashes that smile again.
“Hey, I hope this isn’t awkward, but I think you know a guy I used to date. And things didn’t exactly end well. And I dunno, I just feel like I should tell you…” I trail off, surprised at myself for volunteering so much information.
“What’s his name?”
I tell him. He chuckles. “You’re fine. He’s whatever. We occasionally run into each other at events, but it’s nothing more than that.” I feel myself relax, relieved that Shitty Artist doesn’t get to ruin a potentially good thing right out the gate.
Sean waves to someone behind me. I look over my shoulder to see a few of his friends from earlier. “I hope you don’t mind, I invited a couple of my friends to join us. Figure we can all kick it since you seem like good people.”
Oh. “Of course.”
His friends are all tall Black men except for one short, scrawny – and very loud – white dude. They’re loose and gregarious, with a bottle of Hennessy and some beers in hand. I can already tell we’re going to have a great time.
“Why don’t you come sit over here?” Sean moves over to make room on the couch for me to join him. I pick up my blanket and sit next to him while his friends make themselves comfortable in the chairs.
We make introductions and liquor starts flowing. I thrive in small groups of men. I love talking shit and have made an art out of towing the line between feisty and sexy. I’m an instant hit.
I have the blanket over my lap, but Sean can see I’m getting a little cold after about an hour. “Come here.” He adjusts so I can lean into him. His arm is wrapped around me, his hand on my thigh while he pulls the blanket up over both of us. His fingers are warm against my fishnets. I didn’t realize how cold I was.
He rubs my thigh under the blanket. I have my leg crossed and I’m leaning at an angle, my dress up around my hips. Sean’s hand starts to get a little more adventurous. He lightly traces up my outer thigh to my ass cheek. He lets his hand sprawl out, trying to identify the full scope of the booty, taking in the size, giving it a squeeze. It’d been a little while since I’d been touched by someone. My boyfriend is out of town, and I am still on hiatus from dating. His fingers feel electric. I wonder if I should text my boyfriend. No. This is just some flirty, handsy fun. I’ll leave all activities on the rooftop to ensure things don’t get too carried away.
My arm is getting tired from being at a weird angle. I set my empty wine glass down and look up at Sean when there’s a break in laughter. “Do you mind if I lie on my back and lean against you instead?” He nods and adjusts so that I can lean my back against his chest and put my knees up.
Sean moves his hands up my inner thigh. The blanket is thick enough I’m not sure what his friends can see in the dark. Sean and I are both good at maintaining the conversation even though I’m pretty sure my breathing will give away my anticipation. Slowly, carefully he moves past the edge of my dress. His long fingers reach up and graze my pussy. He lets out short breath when he discovers that 1) I don’t have any underwear on under my fishnets and 2) I’m soaking wet. In that moment, I felt his cock swell against my back. He had to adjust, leaning forward during a laugh. But he didn’t take his fingers off of clit.
For what could have been two minutes or twenty, Sean plays with my pussy through my fishnets. Laugh. Adjust. Laugh. Adjust. I’m so turned on that I can no longer concentrate on the group conversation. I’m trying to play it cool but I won’t be able to be subtle for much longer. I grab his hand and pull it back towards my thigh. He reluctantly lets me guide his hand out from under my dress. I look up at him. God, the way he stares down at me I know he would devour me if he could.
I take a deep breath and lean over to grab my wine glass. Whew. I sit up and shake out my curls. Sean looks at his friends and says, “We’ll be right back.” He grabs my hand and guides me to a secluded corner of the rooftop, a nook tucked away behind the stairwell with no security cameras and out of the easy view of peeping eyes.
He holds the back of my neck and leans over to kiss me. I let out a pent out sigh, my hands slipping under his hoodie to discover he has strong abs tucked away under his baggy clothing. He takes a handful of hair and gently pulls my face away for a moment to look me in the eyes, before turning me around so I’m bent over leaning against the balcony railing. He lifts my left knee up on the ledge, grabs a handful of fishnets in either hand and rips my stockings open from the back before squatting down to lick my pussy from front to back. I gasp. These are my favorite fishnets, but I couldn’t give less of a fuck.
I hold onto the railing for dear life, the cold air against my face a contrast to his warm tongue between my thighs. My boyfriend and I have a healthy sex life, but he’s never been the biggest fan of eating pussy. Sean eats it like he was starving, hitting every nerve and introducing me to sensations I didn’t know I was missing.
When he finally comes up for air, he uses a hand to turn my chin to kiss him. My cum is all over his face and he kisses me slowly, deeply, letting me taste what he’s done to me.
I reach back to grab his cock. He’s rock hard and his sweatpants have a wet spot from precum. Ha. Oops. He lets out groan and lightly bites my cheek. I pull his cock out, excited to feel how big he is from base to tip. He’s easily 9 inches and thick, with a big mushroom tip that I can’t wait to get my mouth around. As I start to turn around to give him a blowjob, he grabs my waist and holds me in place, rubbing his tip against my clit. I let out a huge sigh as I feel him try to exercise some self control.
Are we doing this? Yep. Should I stop and text my boyfriend? Nope. I don’t care what happens later, but he needs to be inside of me right now.
I grab his wrist and help him guide his cock into me. “Oh my god.” He goes really slow, stretching me out and letting me take a moment with each inch. My eyes roll back as he slowly starts stroking in and out. He wraps an arm around my hips, his fingers finding my clit. Fuck. I’m definitely going to cum quickly.
I glance over my shoulder at him. I notice two of his friends standing in the background. They’re just staring. I chuckle. I can’t tell if I should feel awkward or flattered.
“We have an audience.” Sean slows down momentarily to see where I’m looking. He nods in his friends’ direction, lets out a low growl and laughs before grabbing my neck with one hand and pressing down the small of my back with the other and fucking me until we’re both close to cumming.
As I get close to orgasm, I turn again to look at his friends. All 4 are watching now with no shame. I meet their eyes and don’t look away until my eyes roll back and I leave my body for one of the most intense orgasms I’ve ever had.
*****
Source: reddit.com/r/gonewildstories/comments/qdvtrj/fm_i_fucked_my_neighbor_on_our_rooftop_while_his
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