Changes in Fortune 01

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Other than some of the places mentioned, this is an absolute work of fiction. Any likeness to actual people is unintentional. I would love to hear your feedback on whether you like or dislike this story. Lots of Love ~ Bobbi

Like many couples during COVID, my now ex-wife Cindy and I big time drifted apart even though we were constantly stuck together. She got into her own things, and I secretly started cross dressing again. She knew I dabbled in it before we got together as a couple, and even a few times over the years around Halloween and costume parties. I can make a pretty convincing soccer mom, but I am definitely no starlet when dressed in femme. LOL!

Cindy and I decided to amicably divorce, dividing our assets up as we saw fit, not worrying anything about an even split. We each kept our necessities like our own vehicles, and any of our family heirlooms from our individual sides of the family that we accumulated over the years. She kept our condo in the city and the 250 unit storage facility, and I got to keep our country home and the land that went with it. We both will keep our pensions and we split the bank accounts down the middle. Since we both had good paying jobs, neither of us would be hurting for money any time soon.

We left the lawyer’s office together it was still rather early, making the first appointment he had available, and stopped just outside the door and exchanging hugs before going our separate ways. I got into my car and started to head home when I remembered the list of places that I wanted to go and that I needed some groceries, so I stopped at the local Wal-Mart for what I needed. I picked out the necessary food items, and then made my way into the women’s department. I picked out a few pairs of pantyhose, some panties, a couple of new bras, and a few pairs of leggings. I didn’t see any tops that I really liked until I went to the sweater section, and I picked up an oversized red sweater that would go well with either jeans or leggings.

I next went to the make up section, picking up mascara, a new blush and foundation, eye shadow in a few different color combinations, and a half dozen different lipstick colors from Revlon, to include my favorite, “Gentlemen Prefer Pink”. Eye lash shapers, new tweezers, and make up remover wipes rounded things out.

Once I was finished there, I went to the shampoo and body wash section and picked out a few more feminine soaps to use. When I want to smell feminine, I prefer either a tropical coconut scent or a lilac scent for my soaps. I picked up some Nair, lady shavers, and shaving cream to clean up any unwanted body hair, which thankfully I don’t have all that much to begin with.

The last place in the store I stopped was the scented candle section, where I bought a candle warmer and a bunch of scented wax in various scents. When I felt I had picked out enough, I knew I had to make my way to checkout in order to get to the other things I wanted to complete. I went through one of the cashier checkouts, putting all of my stuff up on the belt when I looked up and recognized the cashier, Amy, from another store I like to frequent. She recognized me after an instant, and I asked what she was doing working there now. She had said that she had her hours cut at the other store, so picked up some part time at Wal-mart to offset the cut. As she was ringing up the items and putting them in my bags, she would comment on the colors and if she thought they would look good on me, as from the other store, she knew of my cross dressing.

When she was done ringing everything up and bagging it, I put my card in the reader and asked her when she would be at the other store again. Amy lets me know that she is leaving Wal-mart within the next half hour and would be at her other store in an hour or so. I told her I would be there later, but had a few things that I wanted to do before hand and that she might not recognize me later (with a wink), but I would ask for her when I got there since I know they work on commission. She knew what I meant after seeing my purchases, I just don’t think she knew how far I was looking to go on this day.

On the way out, I saw the lottery machine where you can play your lotto, Mega-Millions, Power Ball, and get scratch off tickets. I saw the machine message board scrolling that the Mega-Millions was well over 500 million dollars, and the Power Ball was just over 500 million. I decided to take a chance and got 20 dollars of quick picks on each, as well as 20 in scratch offs for some fun later on. I put them in my bag and went home.

I left Wal-mart and brought my purchase home, put the groceries away, my lottery tickets on my desk, and then went to the spare bedroom to put my other purchases away and get the bathroom supplies ready to go in there, as well as to get changed. I pulled out a baby blue bra and panty set from the dresser drawer, a royal blue sweater from my closet, and a pair of light blue Jeggings. A pair of black flats completed the outfit. I go back into the closet and grab out my latex, silicon filled, innovia escort d cup breast plate along with my realistic, fuckable, latex vagina panties with the anal opening, and proceed to start to get dressed.

I step into the bathroom and wipe myself down with a wet washcloth and then pat myself dry. I add a little talc where the latex panties and breast plate are going to be, and then put them on, making sure to put the penis tube securely on my flaccid cock. I admire my naked figure for a few minutes before returning to the vanity in order to put some blending powder on in order for the latex to blend into my skin tone. When I am satisfied with that, I slip on my panties and bra, making sure the bra straps are adjusted correctly. Jeggings and sweater are next, and then I start on my make up.

I go very light, as I have an appointment at Ulta Beauty for a make up session, and then a nail appointment to get my nails done. I brush my shoulder length hair out, as I had it in a simple pony tail for earlier in the day. When I had it in a style that I thought framed my face well, I put on some hair spray to complete it. My flats went on next, then I grabbed my blue purse that matched my sweater, filled it with cash, ID, credit cards, lipstick, perfume, and keys and made my way back to the car.

I drive down to the local Ulta Beauty store and meet up with Stephanie, who will be the one doing my make over. She inquired about what kind of look I was interested in getting done, and I told her that I was looking for an evening look as I was going out that night. She then asked my colors for the evening, and I told her that I was just going to go out with what I am wearing, only changing into some heels when I was done, but plans could always change depending on what I find when shopping. We chit chatted while she did my make up, giving me pointers on how to do this or that, all the while making me look as beautiful as I have ever looked. When she was done, she turned me towards the mirror and I was overcome with joy. She did things with the make up that I never thought were possible. I payed her for her service and all the make up she suggested to me during the make over, thanked her a hundred times over, and gave a generous tip to her.

When I walked out of Ulta, I felt and looked like a million bucks. I made my way next door to the nail salon, where I got both a gel manicure and a pedicure, both French tipped. I was taken to the pedicure station where I soaked my feet, and had Kim dry off and massage my feet before taking me to the nail station to start filing, buffing, and painting my nails. She had put me in a pair of slides with toe separators for the walk over and to keep my toes apart for painting. When she was done with both feet, she put them under the dryer and then started on my nails. I told her that I only wanted about 1/4″ tips and the white on it to be only about that wide also. Kim went about her business, first having me soak my fingers before filing, buffing, applying the tips, paint, and gel. They looked fantastic when she was done. I thanked her for doing such a nice job, and also tipped her pretty well before leaving.

From there I got in my car for the drive over to one of my favorite stores, Plato’s Closet. When I arrived, I went in and saw Amy helping another customer, so I started perusing some formal dresses that I knew I wouldn’t be buying. When Amy was done with her other customer, I walked up to her and asked her for some help in my best feminine voice. When she turned, she was starting to say that she would be glad to help when her jaw just dropped. She recognized me, but was surprised at how well I looked at the moment. I told her what I had done, and she gave me the once over, then again, and broke into a huge smile and told me that I looked fantastic.

She then asked me what she could help me find, and I let her know I was on a shopping spree as my divorce was finalized, and since I was still working from home with no end to it in sight, I was going to spend more time in femme and needed a wardrobe to support it. She suggested we start with tops and blouses, then we could move on to slacks and jeans, skirts, dresses, and last shoes and boots. We took our time, with me going into the dressing room to try on many things, keeping most of it, but putting back a few items for either not fitting right or not looking right on me. I must have tried on about 20 different pairs of shoes and boots, most with a 3 or 4″ heel on them. I only said no to 4 pairs, mostly because of the color of them and not finding any outfit to wear with them. When all was said and done, I had 8 good size bags of clothes to put into my car (thankfully I took the Wal-mart purchases home already or I wouldn’t have the room). I paid Amy for my purchase, and I slipped her some extra cash as a thank you for all her help.

When I got out to the car, I pulled out one of the pairs of boots that I had purchased and fell in love with immediately to switch them with the flats ipsala escort I had been wearing. The boots looked like they were made with a light denim blue material, with a fringe going down the back to the heel. They were knee high with a 4″ heel, and they screamed sexy. Thankfully I still had on the knee high stockings that I put on to try on the shoes, so the boots slid right on over the stockings and the Jeggings and looked fantastic. When I really saw how good they looked in the reflection off of the store window, it secured in my mind where I was going next. It had been in the back of my mind since waking up knowing that today was divorce day, and I haven’t done anything like this in a long time.

I get into the car and head towards the adult novelty and toy shop in Troy, hoping to find a few toys to play with. I get there and park my car, and before I can even get into the shop some creep tries to put his hands on me like I am his property. Thankfully, another gentleman stepped in and told the creep to hit the bricks and then escorted me into the store. The gentleman went his own way, and I headed over to the wall with all the vibrators and dildos on it. I picked out a few that I liked, along with a couple of pretty jeweled butt plugs as well as a red fox tailed butt plug and a raccoon tailed one. I put my purchase on the counter to pay, and the clerk asks me if I would be interested in purchasing access to the booths in the back. I had never been back there, so I asked the clerk if it was safe for a girl like me, and he said that there was another one back there right now enjoying herself. With that I decided to take him up on his offer and purchased access to the back and the booths, and he said he would hold on to the bag for me at the front counter.

I nervously stride into the back when I see the booths, and they are a lot different now than when I remembered at 18. First of all, it was cleaner than I remember and the doors looked like they locked from the inside and you didn’t have to hold them closed. The television screens on the inside were definitely newer also, and the chairs were in a good spot if you wanted to enjoy the glory hole from either direction if you wanted. I decided to go into a booth and lock the door, putting some money into the slot in order to start watching a movie to get into the mood more. The television comes to life once it accepts my money, and I quickly switch to some transexual porn. The volume on it is pretty loud, and it seems like as soon as I clicked off my first credit, I could hear the sound of high heels coming into the booth next to me and the door closing and locking. I don’t see any light coming through the glory hole from the other side, but I could hear whispering asking me if I wanted her to come over to join me.

I had not been with another person other than my ex-wife in what seemed like forever, and this is one of the reasons why I came here, but I passed on the offer. I decided that I wanted to get myself warmed up with a few videos before heading out of there and over to the East Greenbush Adult Theater for action there, where I can be more selective with who I might partner with instead of just seeing a dick through a hole.

I watch for about 20 minutes or so, and I rub my cock through the vagina panties which in turn gets me very hot. When my time runs out on the movies, I get up and straighten myself up before leaving the booth. I walk out to the counter and pick up my bag and head back to my car. I get in and pull away without further incident, but put it in my brain not to return if I am dressed in femme, although shopping there for things was good.

I arrive at the East Greenbush store, parking my car right across the lot from the door, and get out and head in. The pretty young woman at the counter tells me that there is no charge for women and gurls this evening, so I head right to the back theater (the gay/trans theater) to see what is going on there. When I walk in, I see two gentlemen in the far corner fucking, another guy watching and just stroking his cock, and another pair of gents coupled up stroking each other. Then there were the 3 wallflowers who were just standing there taking it all in.

I left that theater and went back out to peruse the videos in the booths. and that is when I saw him. A younger, probably mid 20’s, good looking guy in nice shape and looking quite clean. That is the guy who I wanted to break the self imposed drout of cock in order to stay faithful to my now ex-wife. Before we were married, I lived a somewhat bisexual lifestyle, enjoying giving oral sex but only while dressed in feminine attire. I missed it, but have no complaints because the sex with my ex-wife was out of this world good.

I watched him as he went around the store, looking at various things and seemingly working up the courage to go back towards the booths. When I saw him looking at the transexual videos, I took my chance and went up to him and asked in my most quiet and seductive feminine voice if he would iskenderun escort like to get a blow job. I thought his eyes were going to pop out of his head at the shock of what I said, but he turned shyly and looked at me and stammered out an ok. I took him by the hand towards the back, and I head into one of the bigger booths which happens to have the frosted glass peek a boo option so the neighbor can watch the action too.

I closed the door, and since I invited him, I pulled a 5 out of my purse and put it in the machine to start the video. I told him to pick the movie as I worked on his belt and zipper. I got them undone and pulled his pants down to his knees, and I immediately bent over and took his growing cock into my mouth. It has been so long since I had given a blow job, but it is like riding a bike, once you learn, you don’t forget. I got right to it, sucking him deep while licking the underside of his cock, then taking my mouth off and suckling on his balls some before deep throating him again. I don’t know how long we were going at it when he bumped into the button to clear the glass, and our neighbor in the next booth got to watch as I sucked and sucked. When I could feel that my young friend was starting to tense up, I eased off for a minute or so and then told him that I wanted his load shot right into my mouth. He nodded agreement, and I got right back after his cock and had his steamy cum splashing the back of my throat in no time. It wasn’t the best tasting cock I ever had, but it was like water to someone in the desert, delicious at the time.

My young friend zipped and buckled up, thanked me for the blow job, and went out the door. I saw that there were 3 hungry looking guys out there waiting to see if I was taking on all cummers, but I decided to say no and play the field some more to target what I was looking for. I went into the rest room to fix my lipstick and make it more presentable again, but realized that the color I had on was left in the car. So I stripped off what I had and put on a fire engine, fuck my face red that advertised blow job from miles away. When the lipstick was right, I fixed my hair some also and made my way back out to the booth area on my way to the back theater again. This time there weren’t as many guys in there, but there was a middle aged Hispanic man in there that had his hard fat cock out and was slowly stroking it to the trans movie now playing. I walked over to him and without a word dropped to my knees and took his cock into my mouth. It was less than 5 minutes and he said that he was going to cum, and I buried my face on his cock to get it all. He must have blasted a half dozen jets of cum into my mouth, almost too much to hold in, but I was able to take it all and swallow it down in front of him before he zipped back up and left.

I went back into the rest room to fix my lipstick, and when I came out the word must have gotten out because there were a few more guys out there than before. One was this big hunk white guy that looked quite promising. He was dressed in a sweatshirt and a pair of elastic waistband shorts and boy did he fill both of them out well. At this point, all I wanted to do was swallow some tasty cock, and I grabbed him by the hand and pulled him towards one of the booths. He quickly got the point and followed me, and when the door closed, I didn’t even bother with money to get a video started, I just pulled down his shorts and squatted down and took him right into my mouth. His semi hard cock sprang to life immediately, and when it was fully hard, it was 6 inches and thick. I bobbed on that cock for only a couple of minutes before he came in my mouth, and I swallowed it all down. He pulled up his shorts before I had a chance to clean him up and walked out of the booth leaving the door wide open.

I hadn’t gotten out of my squat yet when the young man from earlier came into the booth and locked the door, and his young cock was ready for some more fun. He had his pants down in a flash, and I once again was bobbing up and down on that tasty cock. He seemed harder now than he was before, and I wasn’t going to let that go to waste. I stopped sucking him for a minute, looking up at him and whispering that I wanted him to fuck my ass. If it was at all possible, he seemed to get even harder. I started sucking him to get him nice and wet, and then got up and pulled down my Jeggings and panties exposing my ass for him. He wasted no time in bringing his cock to my opening, but was gentle and slow in penetrating me.

He put slow and steady pressure on my hole, and when he felt that distinctive “pop”, he knew he was in and could start pumping in and out in earnest. He started slow and steady, just like he entered, but soon was pumping like a buck in the rut and banging away hard and fast. He felt so good inside of me, I started to cum myself into my panty tube and dripping out into my panties. We banged away for close to 20 minutes before he came deep inside of me. He felt so good as he filled my ass full of his cum, I didn’t want it to end. Unfortunately, all good things come to an end and I felt him softening in me before he pulled out and pulled up his pants. I pulled my panties and Jeggings up also, and I thanked him for such a good fuck and said I hoped we could do it again sometime. His only answer was the word, “Definitely” and he made his way out.

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