We All Make Mistakes

By Mr Mike

Published on Jun 15, 2008

Transgender

This is a true story. Names have been changed or omitted for privacy reasons. As always, if you're underage or for any reason, not legally permitted to read such material, please do not continue.

Comments welcomed at kingotbass@yahoo.com

Copyright MCM 2008 All Rights Reserved

The kiss Monica gave me before she got out of the car was like nothing I'd ever experienced. I was still hard and if it was possible, I got harder. I had to think of a way out of this mess but part of me was so turned on that all I could do was let Monica have me. I needed some time to think.

At work that day, I was useless. All I could think of was Monica...that kiss, her saying that I belong to her now, the party...I could feel my desire growing for her at an alarming rate. I had a gig that night and of course, who showed up but Monica & her husband. He didn't seem to have a clue that something was building between his hot "tranny" wife & me. And how was it that they were married? Things were really getting confusing. I had to get out of this before it really fucked my head up. Whenever the band was on break though, she was on me. I tried to tell her that for obvious reasons, we couldn't do anything, although I really wanted to. She just laughed and reminded me "you're mine". All night long she was just staring at me, smiling that sly, knowing smile of hers. Whenever I was off stage, she was coming after me...grabbing my ass or my crotch. She did this in front of her husband even! As they were leaving, Monica's husband apologized to me for her behavior. "You've seen how she is when she parties, man. So sorry about this. I'm just gonna get her on home", he said. The feelings inside of me were all mixed up. I really wanted Monica but she was married...if not legally, at least in principal! Her husband was my friend and I especially couldn't do that to him. That night, I made up my mind. I had to stop hanging out with Monica & her husband.

A few nights later, Monica called. She said that she was out having drinks with friends and could I meet her. I figured this would be my chance to end the mess that was brewing between us. It was now or never.

I met Monica at a bar. Her friends had already gone. I ordered a drink and we grabbed a booth. She immediately tried to kiss me but I backed away. "Look Monica, we just can't. It's just not right. You're my friend's wife!", I told her. She went on to explain that she didn't love him, thought he was an ass, he was mean to her, etc. I tried to let it go in one ear & out the other. I knew that if I didn't get away from her, we would end up sleeping together and that guilt was more than I cared to live with. I held firm. I finished my drink, told her that I could give her a lift home...but that was it. I also told her that I'd rather she didn't call. If I was expecting her to look sad & dejected, I was wrong. She just smiled that sly, knowing smile of hers and said, "OK honey, if that's how it has to be. I never guessed you for a Moral Majority type". She laughed. Damn she was good. She was trying to corner me verbally. She knew I couldn't stand those right wing, ultra-conservative, Moral Majority types! But I wasn't going to play her game. She agreed to the ride home and as she got out of the car, I figured it would be the last time I saw her...at least for a while. She really looked beautiful that night: her long blonde hair, her blue eyes, her make up perfect. I remember she was wearing a loose white top that really showed off her breasts and a short tight skirt. That was how I wanted to remember her.

After dropping Monica off and hopefully closing the door on that mess, I stopped at another bar on my way home. I ran into some friends & one drink led to another and another. By the time I got home, I was legless! All I wanted to do was fall into my bed and sleep...which is exactly what I did.

I was awakened about an hour later by the phone ringing and ringing. I looked at the clock and it was almost 4:00am. God, I was still drunk! The damned phone just kept ringing. A phone call at that time of night is never good news, but I answered it anyway. It was Monica. She was at the emergency room of the hospital. She said there had been trouble and could I please come get her. I asked where her husband was and why couldn't she ask him. Monica then told me that she'd had him arrested for beating her up.

Feeling somehow responsible, I got dressed and drove to the hospital to get Monica. I was exhausted, still drunk and just felt like shit. My eyes burned from lack of rest. My head was starting to ache. All I could think of was Monica's husband, much larger than her, smacking her around because of her damned obsession with me. I was furious with him and felt sorry for her. Hell, in retrospect, I don't know what I was thinking. I was pretty much on auto-pilot, so I doubt thinking was something I was capable of at the time. When I got to the hospital, there was Monica, waiting outside, still wearing the white top and short, tight black skirt she had on earlier. Part of me just wanted to hold her and tell her everything would be ok.

I let Monica into the car and started driving. I asked if she wanted to go to her house or somewhere else. "Oh baby, he just started beating me as soon as I walked in the door!", Monica said as she threw herself at me, clinging to me like s frightened child. Mind you, I was trying to drive! I'm surprised we didn't wreck. "You're such a good, good man", she told me. I put my arm around to comfort her. I thought she was going to cry as she curled up against me. I was wrong. Instead, she started to rub my chest with her hand and started kissing my neck. To this day I don't know why I didn't stop her. All I know is, from that moment, she had me. She kept kissing my neck and biting me, working her tongue up to my ear, slowly kissing and licking. Her hand that was rubbing my chest started working its way down to my crotch. I was hard, hot & throbbing. She rubbed my raging hard on through my jeans and whispered, "you're such a good man" and "I want to make you feel good".

I drove straight to her house. I had once ounce of my morality left and was going to try. We went inside and once there she was all over me, kissing me, licking me, holding me, fondling me. I was so turned on! "Monica, please! We shouldn't be...", was all I got out as she slowly worked her way down my body. She was on her knees, kissing my engorged cock through my jeans. She looked up at me with the sweetest look and said, "I want you".

"Monica, I just can't", I blurted with my last gasp of morality. I started to walk away, slowed a bit by my fully erect penis, rubbing inside my tight jeans. "Baby, turn around", I heard her say. I shouldn't have turned but couldn't resist the temptation. I turned to see Monica topless and showing off the 2 most perfect breasts I had ever seen. Full and round with totally erect pink nipples. Her skin was creamy white. She just looked at me with that sly smile of hers and walked over to me. My hands reached out and found nothing but tit. I was done for. I was now, finally, completely hers. I took her & kissed her passionately and each kiss was returned. We were all over each other. She took me by the hand and led me to the bedroom where she just pushed me onto the bed. I could see by a quick glance in the mirror that she'd left sucker bites all over my neck. I didn't care anymore. She reached again for my crotch and started rubbing my already fully erect penis through my jeans. "Nice!" she told me as she unzipped my pants and slowly slid them off. I thought back to how she'd once told me that my jeans would look better on her bedroom floor. She was kissing and licking my cock and balls and massaging them with both hands. She took the head of my thick cock in her mouth and started sucking, slowly working her way down. She then spit a large glob of saliva into her hand and started to jack me off as she sucked. It was the most intense feeling I'd ever had! "Don't cum until I tell you too", she cooed. At this point, I was hers to command. She stopped briefly to stick her middle finger in her mouth, getting it wet with saliva. She went back to sucking me as she inserted her wet, saliva-covered finger into my tight ass. I thought I was going to explode. "Not yet baby", she cooed, sensing my imminent eruption. She continued sucking me, jacking me off with one hand and finger-fucking my ass with the other. I was feeling things I'd never felt before! "Cum for me baby, cum for me NOW! I want it!", she yelled at me as she furious jerked my cock and fingered my ass. Almost on command, I started spurting glob after glob of cum up into the air, landing in puddles on me, her, the bed...seemingly everywhere. This was possibly the greatest orgasm I had ever had.

I lay there, catching my breath and Monica curled up on top of me. "Don't think you're done yet lover...I want you inside of me!" With that, she started kissing me and fondling my balls and stroking my already hardening shaft. She reached for a jar of Vaseline and coated my dick and her pink hole. This was also the 1st time I noticed her cock; smaller than mine but perfect in shape. It was completely erect. I reached down to touch it and she just smiled. I got on top of her and kissed her deeply. I kissed my way down her neck and to her tits. I was squeezing them & licking them & nibbling on her nipples. I kissed my way down further, licking her belly. Soon, I was taking her pretty little cock in my mouth...just giving it a tease. I planned to do more of this later! I had a task to perform. Monica wanted me in her & in her I would be! She rolled over on her stomach and wiggled her cute, smooth, creamy white ass at me. "Do you like my ass, baby? Do you want to fuck my ass, baby? I want you to fuck my ass...fuck it good!" she teased. Monica lifted her ass and spread her legs a bit. I took my already lubed cock and rubbed it up and down along the crack of her ass, stopping at her pucker to tease a bit. She moaned the whole time. When I started pushing the head of my cock at her asshole, I could hear her starting to pant and take deep breaths. "Slow baby, go slow" she begged. Slowly I popped the head inside of her and slowly started working my cock into her waiting, tight anus. "Oh God yes! Fuck me baby! FUCK ME!" she cried. I took that as my cue to really start working her. I took long strokes, short strokes...going deeper with each one. I reached around to squeeze her pretty little cock while I fucked her and she was dripping pre-cum like mad. Quickly, I pulled out and flipped her over and reinserted myself. I wanted to look in her eyes while I fucked her. She alternated between moans & gasps while I continued to fuck her. We'd been fucking for a good 20-25 minutes and I was ready to cum again. Her stomach and mine were covered in her pre-cum. Finally, with out warning I gave one seriously deep thrust, pushing myself as far into her as I could and I emptied my balls into her. Shot after shot of my cum filled her. I could feel it leaking out. I pulled back just a bit, staying inside of her. I bent forward and kissed her deeply and passionately. I then pulled back to just stare into her eyes. My cock was slowly losing its erection and was starting to slide out of her. "Again?" she asked with that sly, knowing smile of hers. That was all it took and I was rock hard again and already inside her.

This was the start of two years of on/off sex, drugs & debauchery. I could fill volumes with our sexual exploits alone. I could fill more with the tales of our drug use. Monica, it seems, was quite a pill head. I became one. We loved each other, used each other, abused each, hated each other and needed each other. I finally got away from her. I confessed everything to her husband. He already knew. It seems I wasn't the 1st guy like me in their married life. He forgave me instantly and said, "You do realize, you never stood a chance. Once she saw you & decided she wanted you, that was it." He was right. He and I are still friends. He's remarried to a great gal. It took me years to finally get clean & drug-free but I did it! Monica chased me around the world. I finally got away from her. Every now and then I'll get a card or an email from her. The years haven't been kind to her. She's looking rough from too many years of drug abuse.

Like I said in the beginning, we all make mistakes. Its never good to cheat on your lover. Luckily in this case, it worked out ok in the long run for everyone. But there were some rough patches. Maybe I'll tell you about them sometime...

The End


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