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This is a work of fiction
Date night is my favorite thing to do with my boyfriend Tyrone. I get to dress up and look stunning. Tyrone gets to show me around and be proud. Of course, him being older and me being younger, I got to step up to show that at his age, he can still pull baddies.
Tyrone is 43, and I'm 24 years old. It's not a super big difference in age. I fell for him the moment I told him I was trans and he didn't care. He still treated me like a woman. At first, we were friends at first. We met online through Facebook. At that time, I was dating someone else at the time named Kevin. Kevin was my age, and we dated for a year.
Kevin wasn't bad, just he didn't want to be seen in public or go out on date night. Things would get tensed between us, but we had a connection. Tyrone was so much different than Kevin in many ways. The obvious was Kevin was white, and Tyrone was black. Then there's the age thing and how they carry themselves. I love Kevin's nice heart and easy personality. Tyrone was more confident and assertive.
So, after a few weeks of talking with Tyrone, we decided to meet for a coffee. You know, just to see each other in real life. So it was night, and the coffee shop was busy. Busy enough, nobody will notice or care to be seen with me. That's how kevin and I did things. Tyrone, on the other hand, was different. When he saw me, he gave me a big hug and compliments my looks.
"Girl you look great. You dressed all up for me. Shit, definitely glad I came." That compliment was loud and some people looked at us. Tyrone didn't care and I see him in the corner of my eye glancing at my butt. I actually liked he was being honest and outspoken. Also i didn't mind the extra attention from him. We sat down and talked for about a hour. As we continue talking, I noticed he turned up the charm and flirting.
Once in a while touching my hand or saying "bet the boys wish they can handle you. I know for a fact that women love to a man to handle them." He would stare in my eyes with a look that I recognized as bedroom eyes.
"I don't think all women want a man to handle them. Some of us like a gentle touch." He chuckles and answers back,
"you say that, but if i were to show you how a man handles a woman, you would in love. That's a fact of nature."
There was a strange attraction i was getting from him that I never experienced before. Then my phone woke me up from my hypnotic trance. So we left and agree to meet again soon. Week later I texted Tyrone for some reason. I didn't know why, but I waited until Kevin left for work. Instead of texting back, he called me instead. "Hey boo, what's up?" I was nervous for some reason and was contemplating to hang up.
"Nothing was bored and remember we still need to hangout again. You free today by any chance?"
He immediately answered "yeah, I'm free for you. Where do you want to meet?" I didn't hesitate to say "want to hangout here? I really don't feel like going out."
He responded "what a shame. A beauty like you needs to be seen. Girl you need to go out more and let the world see your beautiful self".
My heart flutters after hearing him. What's going on with me? "No, not today. Just hang out here... with me."
He didn't hesitate "on my way." I hung up and went to my drawer to wear something nice. What to wear? My mind is racing with my heart. What am I doing? I'm in a relationship! But it's only to hang out, right? I finally picked out a nice green skater dress with ankle boots. Paired with fishnet stockings that had the large diamond pattern.
I fix my makeup to look more presentable. I put my hair up in a bun, before just letting lay back down. It was shoulder length and brunette colored. I was looking in the mirror doing minor touches of my makeup, then the door bell ranged. I hurriedly race to open it and he stood there with a smile. I let him in, and he immediately compliments my outfit and hair. I guided him to the living room, and he sat on the couch. I sat next to him, but there was a little distance between us.
We chatted for a bit, until he asked something that caught me off guard. "Don't get mad or upset, but tell me something. You ever dated or got down with a brother before?" I was confused at first, but I replied "Actually, I only ever dated white guys. Now got down with a brother? I really don't understand what that means?" I did know what he meant, I was curious on what he would say.
"You know, you and a brother alone. Ok... excuse my language. You let a brother hit that ass? You know sex." I try to look surprised and say "oh, ok. Well no I never been with a black man. I'm not racist, ok. It's just I never had an attraction to any black man."
He looked at me with a sarcastic look in his eyes. "You afraid of black men? Or you think the stereotype of us black men slinging a third leg got you a little intimidated?"
"No I just haven't met a black man that I found attractive, It's the same with white men I promise. And the that third leg comment wouldn't scare me, if was true and I was in that situation, I don't think it would fit."
He chuckles and I join in on the chuckles. "OK one more personal question, be honest. When is the last time you and your man got busy? I don't mean a quickie. A full on good night of intimate, love making?"
I stared at him for a second and honestly answered "a quickie would be nice actually. It's been a while since we actually had sex of any kind, that being a quickie or love making." I felt embarrassed and ashamed.
"Why? Shit you beautiful, I can tell you a little demon in the bedroom. You got that look. Any real man would be with you all the time."
I reply "I just give hand jobs or suck his dick to be blunt. It's like I'm not good enough for him anymore."
"Maybe he's not good enough for you baby girl." He then scoots closer and I also scoot closer. We meet in the middle of the couch and I didn't expect him to kiss me. He did and I didn't resist him at all, actually I pull him on top of me. We wrap our legs together with our hands explore each other's bodies. His body was fit and toned, like a professional runner. My hands feel his abs and chest, discovering a new muscle with every second I explore.
His hands are doing they're own exploring, like caressing my breast or squeezing my thighs slightly. His lips were on my neck sucking and his tongue tasting my flesh. I follow suit and suck on his neck then his face. While our upper bodies were exploring, the lower parts were grinding against each other. He was digging his crotch into mine and I slightly feel his erected cock. "You want to keep this here on the couch and feel each other up? Or take this to your bed to see how far you want to go?"
In a breathy tone I answered "take me all the way! Manhandled me like a woman! Show me how you handle a woman!" He stands up while grabbing my legs under his arms and carries me into the bedroom. Along the way i kiss his neck and hold on as he easily carries me. We reached the bed and he gently places on the bed on my butt. He steps back and starts undressing and I started doing the same. I took everything off instead of the fishnets.
I lay on my back and I see his cock for the first time. It was big and thick like a dark skinned python. He definitely fit the stereotype. He gets on his knees on the bed and marches towards me. I spread open my legs and he finds his place in-between them. He leans over me and our lips again meet. My legs wrap around his waist and his erected cock touches my crotch. He grinds against me until he sits up on his knees. "You ready to feel like a woman again, baby?"
I nodded and he spits in his hand to rub on his cock. Then I feel him press his cock against my asshole and push to no unveil. Still he kept going and finally he was able to break through. I know there's always a little pain when anal sex is involved, but this pain was more intense. He definitely had almost 5-6 inches more cock than Kevin and was really more thicker than Kevin. I let out a small yelp as he pushed in and my body was refusing him.
Still he kept pushing and pushing, finally he rests his body on mine. The pain was really intense and I really wanted to stop him, but he whispered in my ear "damn you're very tight! Relax, baby, Tyrone got you!" He continues to pump his hips slowly into mine, and he rests his head next to mine. I put my hands on his back to embrace him and he squeezes my body in a return embrace. "There we go, relax and let Tyrone treat you right."
He kisses the side of my face and returns his head to original position next to mine. The pain slowly started to subside and a wave of pleasure was replacing it. He started pumping a fraction bit faster and harder. I feel my legs tighten around him and a sudden rush of excitement run all through me. I began to moan and breath heavy with each second. The bed underneath was making a small creaking noise and the sound him pounding his body into mine was louder to me.
He was breathing heavy now with loud grunts escaping his mouth. "You enjoying it? Huh baby?" He moans in ear between his heavy breathing. It made my ear tingle and that excited me more. I managed to answer him "yes! Oh... oh... yes... yes!" I lean my head back and the waves pleasure and ecstasy flooded my mind. I close my eyes and the world seemed to melt, leaving our bodies to feel like one singular being.
Suddenly my phone ringing woke me up and I was staring at the ceiling. "Let me get the phone, it's probably Kevin." I muttered out to Tyrone who didn't break stride nor pace.
I try to grab it on the nightstand, but Tyrone stopped me and said "fuck Kevin! You're with me now!" He starts nibbling on my ear lobe and I obeyed him. Returning my hands back in their spots.
Some how, he managed to pull the blanket over us. He then whispers in my ear "you ready for me to really manhandled you?" I nodded yes in anticipation and excitement. He puts his head back on my shoulder and starts pumping faster. With each pump of his hips into mine made me bounce. Each pump faster and harder than before. The bed was bouncing along with us, it's creaking was louder along with our bodies.
I hear our bodies collide making sounds of wet clapping. "Oh... oh... oh." I let out as the pleasure returns tenfold. My hands slide down along his back to reach his nicely toned ass. I feel his ass pounding me and hear his grunts grow. Suddenly my eyes on their own accord, roll back into my head. My mouth opened wide letting out loud moans and small shrieks. It felt like I possessed by pleasure itself and my body was refusing my commands.
"OH GOD! YES! YES! FUCK ME! DON'T STOP! OH FUCK!" I moaned out like a mad woman. He didn't stop and started squeezing my body against his harder with his arms. He goes on until he started slowing down to a stop and let's out a loud final grunt. Our bodies shake together in the ending phase of sex. He lays on me resting and breathing hard. I was slowly returning to reality and trying to wake up from whatever was happening to me.
He finally rolls off me and a weird wet hot feeling was between my ass cheeks. It was his cum, it was pouring out of my stretched asshole onto the bed. I just lay there still groggy and in between waking up from my hypnotic trance. His arm wraps around my shoulders and pulls me closer to him. I turn my body towards him and we started to kiss. He breaks away to say "that was a taste of me manhandling you. What you think? You think you might want to try again? This time I will go a little more into other positions."
I just kiss his chest and answer "yes! I want to experience it all! I want to be your girl!" We lock lips again and we rolled around a bit. I look up at the clock and saw it was almost 6. We started to have sex around 3ish to 4 o'clock. That means we were having sex for over an hour and something. I was impressed and go back to kissing him. Somehow I managed to be on top of him and him under me straddling him. I sit up on him and felt his erected cock poking me in the ass.
I smiled and spit in my hand to reach behind me to rub on his cock. After I lubed him up, I position myself to slide his dick in me and with success! No resistance, well maybe because I'm super stretched. I rest fully on his cock and his hands hold my hips. I place my hands on my knees as I start bouncing up and down. It felt so good, I never ride Kevin's cock anymore. I bounce faster and harder making the bed creak like never before.
I was beginning to fall back into that trance and I was ready for it. He squeezes my ass cheeks as he start to thrusts along with me. My little cock bounce around like one of those inflatable tube guys in a storm. He leans up to me to kiss my neck, while I try to continue bouncing. His hands grab behind my knees, and he starts moving us around to the edge of the bed. He pulls my legs out and grabs my thighs tightly. "Hold onto me tight. I'm going to manhandled you the right way!"
He carries me again, but his cock was in my ass still. He stands up fully and I hold onto his neck and my legs were dangling above his head. I felt so small and powerless at this moment, I loved it. He thrusts his hips upwards to make me bounce slightly. I lean back while holding his neck for support. His thrusts were so strong, it felt like I being spanked by his hips. He then turns to lay me back on the bed and then turns me on my stomach.
He spits on my asshole and his dick before he reenters me. He grabs my shoulders and goes back to thrusting away into me. I lay flat on my stomach as he straddles me from the back. It felt like he was trying to split me in half on how hard he was fucking me. I easily slip back in the hypnotic trance and didn't let the pain take over. Actually the pain was enhancing the pleasure. The poor bed was sounding like it was screaming with all the loud creaking it was making. It hadn't seen this kind of action at all, even Kevin and I were never this rough on it.
He was slowing down now, he was close to cumming. With a final couple powerful thrusts, he exploded in me again. I was worn out and so sore that I feel like a train had hit me. After we gather our surroundings and breaths, we went back to talking.
"You know I really enjoy the sex, I mean really enjoyed it. It's just Kevin and I are in a relationship. We've been together for a while and I kinda owe it to him to try to work things out."
"True, but he owes you the same. Can't be in a relationship if one of you is happy and the other is not. He's not willing to try for you, why try for him? You know?"
He was telling the truth and I didn't want to accept it. "You know you deserve to be happy too baby. If you want to be with him, ok then. Remember I don't mind taking care of his intimate duties for him when he lacks." We both giggled and his hand rested on my face. We stare into each other's eyes before embracing into a kiss.
I was confused about what to do. I figured for now just let everything go back to normal and I'll see what tomorrow would bring. So I strip the bed naked and see huge wet spots from us. "YEAH I do cum heavy." He winks at me.
I smiled and say "I know first hand. I feel like a river was pouring out of me for a while there. So stud, want to help me flip over the mattress?" He chuckles and helps me flip over the mattress.
We go back to the living room and I make him some coffee. I was completely naked except a silk robe I was wearing. He got dressed fully and was sitting at the table.
"So what happens next? Was this a one time thing or we going to link up again?" I didn't know how to answer that.
"Maybe we should just let this be a one time thing. I feel bad for cheating on kevin." He gets up and walks towards me, making me back up to a wall.
"Like I said baby, fuck Kevin! You know I meant what I said. You can be with him, but I'll take over the good stuff." He kisses me while fondling my breast and ass. He opens up my robe and starts dry humping me. I was caressing his body against mine while my leg raises up against his hips. He grabs it and holds it there while pressing me against the wall. "Not now, Kevin would be home soon."
He doesn't listen and pulls his pants down. He crouches down and lifts me up with my legs on his shoulders. I quickly grabbed his neck for support and he goes back to fucking me. He fucks me against the wall in the air and I didn't care at that moment anymore. It was so hot and that hypnotic trance took over. He thrusts harder into me like before, but slower. We went for a bit, but he didn't last long this time.
He cums in me and let's me down. "One for the road before I leave." We both smiled before kissing each other goodbye. Later that night I was sore and bruises were on my thighs were he held me in the air. My ass was sore from being stretched open. Yet I lay in bed thinking about him and wonder if I should see him again? Kevin didn't notice i had hickeys or bruises on my body. That next morning I left to do some errands and I text Tyrone to say "your place. Let's say Wednesday? I'll wear something sexy!"
He replied "ok, but you might not want to leave!" This is part 1 of my series. Part 2 soon!
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