new this week - My new life as Darlene: Part Two
As I told in my previous story< I started having men over to my place every time my wife went to
see her mother. I bought more sexy lingerie and some really sexy high heels. I started having my
new this week - My new life as Darlene
I was 60 years old when I got turned on to crossdressing. . My wife had started going up to see her elderly mother leaving me alone. I'm not sure what made me do it but I was doing some
new this week - My first transgender
I am (was) a straight guy, I had never had sex with a man before the night I met Darlene. I had gone to a sports bar to watch a playoff hockey game on the big screen. While I was there this cute
A Playful Afternoon with New Lingerie
Yesterday the courier delivered my new black bra and panties. The bra was one of those bras that are half bras, they hold up your tits but let your nipples hang out, (very Sexy). The
A Journey of Self-Discovery Through Laundry
How I became a cross dresser. I have always been bi, I like having sex with men and women. I have been married 3 times, I am in my 70's now but still sexually active. When I was married to my
A Journey of Love and Transformation
Bobbie, PART TWO: It felt beautiful when he started tongue fucking me, he reached between my legs and started stroking my cock. With him stoking me and tongue fucking me I came hard. It felt
An Unexpected Encounter After Work Hours
This happened when I worked for one of the big box stores. I am a pretty good looking man and I am always getting hit on by men. The best pick up line is can I buy you a beer after work. I am a
From Bar Encounter to Lasting Love
HOW I BECAME A WOMAN PART 2: My parents and I made a deal about my money. I would split the money 50/50 with them. I opened a bank account and put away as much money as I could. My career as a
Embracing Change: A Journey of Self-Discovery
This is a continuation of my true story about how I went from being Daniel to Darlene. He was a few inches taller and when he pulled me to him I was so turned on that I wasn't feeling like I was
A Journey of Self-Discovery and Transformation
this is a true story, My wife died of a heart attack a little over three years ago. Our marriage was pretty much a sexless one. She was always sick and I resorted to going to the spa and getting blow
A Night of Transformation and Connection
BOB TURNS INTO ROBERTA PART 2.....I started working my cock in and out and he told me I was making him feel so feminine, he said he loved to get fucked. I guess I lasted about 15 minutes before I
An Unexpected Encounter with a Beautiful Amazon
I was a lover large women, the bigger the better. Several years ago I met a beautiful amazon in a bar downtown. I didn't know she was a crossdresser. She was 6 feet tall, about 250
Unexpected Flirtation at the Big Box Store
This happened a few years ago, I worked part time at one of the big box stores after I had retired. I am considered a pretty good looking guy and I get along with most people. We had this one regular
A Night of Transformation and Connection
I am cross dresser 100% of the time. I do not have to work because of an inheritance I received when my parents were killed in a car accident. I started out slowly by reading stories about
An Intimate Night with Friends and Secrets
ME, BILLY AND DADDY PART 2.Billy went to his Daddy and kissed him passionately and asked him if Daddy would like to fuck. Daddy told Billy to bend over the side of the bed. Daddy got some lube from
A Retired Man's Secret Meetings with Johny
I am a closet cross dresser. I am newly retired, I only dress up and entertain men when my wife is away which is about 10 days a month. I am considered good looking, I am a little on the heavy side,
A Day at the Spa: Unexpected Connections
t was Thursday and I was full of anticipation. Thursday is the day that the Men's Spa invites Cross Dressers, They don't charge us a fee for that special day. I got up Thursday
Unexpected Connection at a Truck Stop Diner
When I was younger, I drove truck for a living, Mostly east and west . As I was single, I had no one to bitch about me never being home. One night I pulled into a truck stop just outside of
Anticipating a Romantic Evening Together
I am a mature CD, I dress completely, lingerie, stockings and heels, I have gorgeous legs. I have long blonde wigs and do my complete makeup. I have nice big tits with big nipples, men go crazy
An Unexpected Dinner with My Boss and His Wife
I arrived in the city to start a new job. I had been hired to manage a real estate office. I think my good looks had a lot to do with me being hired. The owners of the company were a
