People will tell you be careful what you wish for and that saying appears to be true. My name is Randy, a 48 year-old white male, married for the last 15 years to a sexy Korean wife, just 2 years younger than me. Married at 33 and 31, my wife Jenna was the best looking woman I ever dated (seriously, I had a casual date that was a real knockout but that had no chance of going anywhere) and she was a real sweet lady as well. After the two boys (14 & 12) she had a little flab around the belly, but she still can turn a few heads with shapely hips, nice b-cup titties and a sweet ass. She also has shapely but thick legs that for some reason she unfortunately hides under the wrong assumption that they are not sexy.
Anyway, I have a myriad of fetishes trapped up inside a straight laced conservative body. As a young teenager, I used to wear Mom's pantyhose and jam into her 2 inch high heels. I loved the feel of the pantyhose on my legs. That kind of ended after a year or so, but as I got into my early 20's, I started to get turned on by the thought of forced feminization. But, no internet back then, so I tried the adult chat lines at a ridiculous cost per minute to find open minded gals. No luck. The only woman who was interested in being a dominant woman tried her best. A bit heavier than my type, but shapely 35 year older woman with a very pretty face gave it a shot because she said she thought it might be fun. Back at her apartment, she gave me a negligee to wear, but she was really the submissive one. I wound up fucking her in every hole and treating her like a total slut. I'm pretty sure I pissed off her roommate (a guy) that was interested in her but was too much of a wimp to close the deal. I am a horny toad into just about anything, but I had a real need to be dominated and was not finding an outlet.
In my late 20's, it was onto a fetish magazine where I dabbled with a professional dominatrix. The first one was kind of a positive experience. She was a pretty Hispanic women with a nice figure. She basically had my worship her feet and ass but no tongue so it was not really all that intimate. So I tried a different dominatrix at a new place. She was a tattooed nasty black bitch, not very pretty and kind of muscular. She was not my type (feminine, petite) but definitely dominate. Well she kind of tied me up in a helpless way and basically beat the crap out of me. It was essentially the worst experience of my life and taught me that I wanted to be sensually dominated. S & M was officially off the table going forward.
I wound up in a couple of short term but serious relationships about 9 months each back to back. Both seemed to be positive but quickly spiraled into wasted time and I was back to being a horny toad. That is when I found Mistress that advertised forced feminization. She actually booked a free consultation were she just interviewed me and asked about my fetishes and fantasies. A big buxom blond, she was not petite or overly attractive, but certainly not ugly. But she seemed to understand, I craved an almost motherly domination.
She operated out of a doorman residential building in midtown Manhattan, so when I showed up the doorman, a young thin black man gave me a knowing sneer as he knew where I was going at check in. It was a bit humiliating him knowing I was headed up there to be turned into a woman. When I got there the second time for my first real session, I was extremely nervous and he laughed to himself after I signed in and headed to the elevator. Other than the tribute (or fee) it felt intimate and almost loving. I loved being dressed up in stockings, panties and heels. She put on makeup including a ton of lipstick which made me look more ridiculous than I already was and believe me I was ridiculous. She had me suck on dildos as she tried to teach me the proper way to suck cock. The whole time she whispered in my ear how after I was trained properly, she would get a real cock for me to suck. My cock was hard as a rock. Oh my God, was I really Gay? Had she put a guy in front of me and told me to suck, I would have sucked it. She then strap on fucked me which did not feel good to be honest but she enjoyed it so I grinned and bared it. She ended it by jerking me off and then putting the cum in my mouth. Once I came, all the rush left me. All of sudden, I was in her apartment in a ridiculous get up, a sore asshole, cum in my mouth and the feel of shame overpowered me. I could not wait to get out of there. As I passed the doorman, I was thoroughly shamed and embarrassed.
After the feeling I had at the end and the fact that it was a lot of money, I passed on a return session and went back to dating. I was constantly looking for a dominant woman but it was not meant to be for me. I did however find many a slut and my sexual life was lots of fun. This went on until I met my future wife, and started a year relationship that shot to marriage before I knew it and two kids just as quickly. Then the sex dwindled, and then my fantasy filled mind took over again.
Of course now the internet had started and I was back into forced feminization and the sites I could find. I found the stories really got me off more than the pictures. My work suffered as I spent tons of time (and a bit of money) on internet sites checking out dominant women. That's when I discovered cuckold stories and videos. I could not get enough of them as I scoured every site I could find. At first, despite being married, I never fantasized about my wife. I just really enjoyed seeing and reading wives cheating on their husbands. The more humiliating the better. And when a black guy tore up a white wife, it was the greatest thing ever. So while I really enjoyed this seemingly new kink, I certainly did not apply it to my life. I wasn't interested in my lovely wife cuckolding me and she as a prim and proper wife would never do it anyway.
As a cuckold porn and humiliation addict, I spent an awful lot of time on the internet as I aged. And as time went on, I began to think of my sexy Korean wife fucking big black studs. After I would cum, I felt kind of stupid until ... I didn't. At that point, I became a definite cuckold in waiting. The thought of my sexy wife fucked and dumped not only turned me on, but after I came I still was thinking of her with another man. I guess there was a point that I just wanted her to be sexually satisfied and based on our limited sex life, I wasn't getting the job done. In my mind, big dicked young black men could and I started to believe that she deserved that.
In my early 40's, I was on a mission to get my wife to cuckold me. This was an impossible task, or was it? When we were dating, she liked sex. While not an out and out slut, she liked to fuck back then and her juicy pussy was excellent. I started asking her about her prior lovers, but she was evasive. I tried to get her to wear sexy lingerie but she was reluctant. I asked her during our few sexual encounters if she wanted to fuck another guy, but she did not take me seriously. So despite my screwed up fetish inventory, plain old vanilla was to be my destiny.
This only fueled my internet use and I setup profiles on several cuckold sites, one of which had a decent chat. I had a few sexy pictures of the wife with her face cut off enough to hide her identity, and plenty of interest from several guys in the area. Of course, as you may know, most of them were assholes. I had no desire to be submissive to a man, and most of the IM chat's were basically crude, unfunny guys with no idea what I was looking for or what I perceived other guys in my situation would be looking for and no maturity level. However, a few people piqued my interest and I listened to all their suggestions to turn the wife into the slut I wanted. At some point I accepted my fate but the voyeur in me cruised the sites in search of jerk off material.
And then it happened. My carelessness caught up with me. While having a chat with a local black guy, I had to run to answer the front door and off I went. Not realizing that Jenna was up and about, I took about 15 minutes talking with the neighbor who had stopped by to ask me a question. Jenna snooped onto my computer and got to see my ongoing chat. Basically it was me telling him how I wanted my hot wife to fuck other men including him. Also a lot of complaining how my wife was not at all interested and was no fun in the bedroom. She didn't yell, she didn't complain, she just gave me the silent treatment for a few days. My anxiety was running high when she finally spoke to me a three days later.
"So, I'm a cold fish in bed, Huh," she taunted me.
I could not muster up a response. I just looked away.
"You want me to fuck other men!" as her voice began to rise.
My silence remained. I was thoroughly embarrassed and scared.
"Can you answer me? How could you post those bikini pictures of me?" she probed for any response.
"Aaah, aah, I'm so sorry hon," I whimpered.
The anger I expected was more of a cold calculated nastiness as she continued. "What if someone put those pictures together with that profile? Do you realize how embarrassed that would make me?"
"I didn't think .. " I tried to reply.
