Great Sex, Awkward Situation: The Momma’s Boy

Or The Man Who Still Lives with His Mother, also known as Alejandro.

The thing itself is a bit taboo; many women frown upon a man who still lives at home. However, times have been hard lately. Rent prices continue to rise, and unless you have a working spouse or room-mate to split the rent with, paying on your own is difficult. My best friend Reynaldo lives with his mother still; she has many health problems, and so he fears her living alone. He is not married, no children, and has a steady paying job.

I mention this because Alejandro, who is my age, lives at home with his mother.

We were supposed to meet up Saturday, but we couldn't wait and  so we met on Friday, which just happened to be an emotional day for me (stressful with a periods of crying that popped up here and there) and I was looking for a way to decompress. I had known that Alejandro lives with his mom; like Reynaldo, he is not married (no girlfriend either) and no children. As for his mother, I don't know her deal; my purpose through all this is sex, never to get in-depth stories about his life. I asked Chloe her opinion, and she said no, I shouldn't go. It was just weird and icky. I asked Henri and he told me I shouldn't "cheapen" myself; he should pay for a motel to take me to.

I asked them, but I knew what I was going to do anyway, and that was get dick at all costs. I wanted, no needed, a distraction. Chloe had mentioned that this was so high school, and as dumb as this may sound, that was the appeal to me. Those little things are what I missed out of in my adolescence: sneaking into a boys house to have sex with him while his parents were sleeping. Pierre has done this multiple times, and I was always a bit envious (with Sienna being one of them, I just learned). But, of course I thought "Am I too old for this? Was Henri right about me "cheapening" myself? I saw it like this: the first time Alejandro and I had sex was good, but not great. Knowing what to expect, did I want to be with him for three hours straight? No. I just wanted to met, fuck, and leave. Plus, his place is a very short cab ride away. And when I am horny, I get to a point of shamelessness that borders on the obscene. I'm not trying to make an impression on anybody; I just wanted to get fucked really good, and forget about the past few hours (I think that should be clear by now). Besides, it wouldn't be the first time I had sex in someone's parent's house. So, plain and simple I said

Fuck it!

I took a shower and got ready. I went comfortably this time; no high heel shoes, no porn make up, no extra shirt to change into.  Instead I wore a cute sexy shirt, pants, and sneakers. A little bit of mascara and blush, a swipe of my red harlot lipstick and I was ready to go. I called a cab and left, said good bye to Henri and Maurice, who were having a guys night in playing video games. On the way to his place, I didn't know what to expect. I forewarned him that if this crashed and burn, I was never doing this again. And I didn't just mean going to his mother's house either. He was outside waiting for me, and before you knew it I was at the door to his place, navigating through his darkened home, the only pillar of light coming from his room. His mother was asleep, he told me.

"Are you sure she won't hear me or us?" He assured me that she wouldn't; that she sleeps like a rock and nothing wakes her up. "This is so high school!" I told him, and I truly meant it. His room was cleaned up, but he still had clothes hung haphazardly across the room. The real adolescent appeal was that  at one corner of his room he had a massive sneaker collection that slowly spread throughout the room to the other side, dwindling to a stay on a chest of drawers reaching about four feet high. I knew he loved sneakers, but I really had no idea it was this much (although I should have seen it when he placed his foot wear on the night stand near him at the motel). I giggled the whole time there out of both nervousness and pure "Oh my God am I really about to do this?"

Here is the thing about this moment: it felt virginal, youthful. I was scared of getting caught. What grown woman gets "caught" by a man's mom? But it was exciting, and I wasn't thinking about any of the issues I had been going through earlier. No time for tears; once I crossed the threshold of the door to his room, I was 17 again. That night, I was a single prepubescent ghost of my former self, ready to smoke a doobie and have simple mediocre sex with a guy who doesn't even have a radio. Besides, as much as I hate to say this, I was desperate. So after half an hour and a room full of smoke, Alejandro began to make his move. He started by kissing me on my neck and my breasts, the parts exposed by my push up bra.

"Stand up for me, turn around, let me see you." He said. I twirled in a small, slow circle, him touching my ass as I went. "Mmmm I've missed this ass baby." I giggled.

"I bet you have." I was buzzed; the thought of his mother was far in my mind. I sat to remove my sneakers while he lowered my pants, my blue lace boy shorts (love my boy shorts!) matching the blue on my sneakers revealed. I tried to kick them off and failed, scuffing them slightly.

"No don't take them off like that," he said, caressing them with his fingers. "The leather fades easily on this type if you clean it too much…" and he said some more but I lost focus. Perhaps my perception was clouded, or my hormones had momentarily converted themselves into a 17-year-old too, because I swear seeing the way he touched my shoes turned me on. I wanted him to touch me like that; hone in on my clit like that with his fingers and tell me gently what needs to be done to keep me in top condition.

"Take off your pants and get on your hands and knees on my bed please." He asked so nicely I blushed. I wanted the lights off, all of them including the television. But he said "C'mon baby, I need to see what I'm doing." So I conceded and allowed him to keep his floor lamp on.

I didn't know what he was going to do. After the first encounter, we had restricted ourselves to texts only, not even one phone call. And I was alright with that. So whatever he had planned for me was a surprise.

I did what he said and bent over on my hands and knees on his bed (which thank goodness did not squeak because it would have made this situation even more awkward) while he hovered behind me. His hands lightly passed over my ass as I felt his lips kiss my bottom, my thighs, my calves. And then his hands parted me open and his tongue was exploring my pussy. It was completely unexpected, but so welcomed. His tongue was hot against my clit, and I arched my back lower to the bed, pushing my ass out further. My initial thought was "This is happening to me again this week? Score!" After that, I had no thoughts. Especially when he told me to get on my back to eat me out, which I did.  From there, he held open my legs and pinned me down by my ankles while he sucked on my clit. By this time, I was running out of bed space to clutch onto, so I grabbed on to my breasts. I could have cum, except he bit me a little too hard down there and when I screeched in pain I was worried we would wake up his mom. Talk about a climax killer.

Anyway, I was good and wet by then, and before I knew it the rubber was on and we dove right into to missionary. I do as I always do, maneuver my hips and get ready to twist this way and that with his dick inside me. He tells me to stop.

"Let me fuck you; let me feel like I'm doing something for you baby." I stay still, while he grabs my right leg and pushes my knee up to my shoulder. His other arm snakes behind my neck, and his two hand meet, latching together. My left leg instinctively cradles itself on the arch of his back. With us settled into a position, his hips move backward and like a coil, snaps and pushes into me deep. He does this a few times, and then stops to wind into circles, my body still constrained and unable to fuck back, and for once not wanting to. He wanted to fuck me, so who was I to stop him? And it felt so good. There was little I could do, so I kissed/licked/scratched/bit him where ever I found open skin.

"Yes baby keep it up. I love that shit!" He said between thrusts.

"Am I being a good girl for you Daddy?" As I asked him I felt his dick twitch a little in me, an extra surge of blood rushing to his head.

"Yes baby, you're being a really good girl." I wanted to be good, wanted to please him. It is that small submissive part of me that wants to please this man, no matter who he is to me. And so when he agreed that I was being a good girl, my pussy reacted, an efflux of wetness unboundedly released, causing him to slow his thrusting and catch his breath.

The sexual energy between us at that moment was super intense. We were in sync, our bodies working in cohesive waves on his mattress. He finally unlatched his hands from behind my neck and whispered in my ear "Go head baby, fuck me."

I wrapped both legs around his waist, and reached under his arms, my hands grabbing his shoulders. I wriggled myself into him further and then my hips took over. Like a wire bending in the breeze my hip rotated in circles, up and down, left to right, pushing him deeper into me, and pulling far apart where only the tip of his head was inserted.

"Fuck Scarlett!" He strained to say my name as he came, grabbing my hair and pulling my head, arching my back to receive his orgasm. We collapsed, sweaty and dizzy for a few seconds. He stood up, wavering slightly, smiling while his eye lids lowered to almost a close, and gave me the greatest compliment I have gotten thus far:

"Damn Scarlett! Your pussy is like heroin." And while he said that, he really did look like a druggie who just finished taking a hit; unable to stand still, shoulders drooping, head down as though he was falling asleep standing up. "I mean, I've never had heroine; but I'm pretty sure this is what it would feel like."

We went two more rounds, and I left, getting home by 11:15 pm. I had amazing sex, and got to go home and cuddle with my Henri. It was fair to say that I was content.

Republished with permission from A True Unfolding. Want to see your true tale of lust on Fleshbot? Contact us. See more hot photos and videos at X-Art.