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Reality By: Rachael Free Why am I compelled to continue dressing in women's clothes? I'm a man. I shouldn't be wearing sexy bras, panties or dresses but I just can't seem to stop. Sound familiar? Well let me tell you a little story of how I started and where I am now in my life. My first memory was when I was 4-5 years old. I was supposed to be taking a nap in my parent's room and I wasn't really tired. Looking at my mother's dresser I saw all sorts of things including her red lipstick. Back in the 50's red lipstick was the norm. I got up, opened the tube and rubbed it on my lips like I had seen my mother do many times before. I smiled but realized I looked a mess. Putting the tube down I tried washing it off quickly when my mother came in to check on me. I turned to her with the red lipstick still smeared over my face. She laughed and took a wash cloth to clean me up. I followed her to the kitchen where she proceeded to tell her friend she was having coffee with as they both broke out in laughter. I was crushed and humiliated as I slumped in a chair and watched TV. I wondered what she told my father that evening. The next memory was with a group of girls and guys in my friend's back yard. One girl took a box of clothes from her mother intended for donations and we all tried on dresses, tops, panties, bras, slips, skirts and even high heels. Laughing together, other guys were doing it too but I seemed to enjoy it a bit more and felt a tickle in my stomach. Being dressed in a 50's housewife dress, with all the underwear too, sent a chill down my spine. I didn't know what it meant then but do now. I got caught once in my sister's panty drawer holding up her garter belt. I had seen her with it before and was mesmerized with the unique item. I never tried it on but wanted to so bad. I then jump to middle school where my sister would put her cheerleader outfit in the clothes hamper in the bathroom. I would turn on the fan and put on her panties, tights, bra and cheerleader skirt and top and act like I was a girl. I came close to being caught several times and realized I couldn't do this much longer. I was about my sister's size and my mother's things were way too big. I next remember finding my mother's slip and panties that had fallen off the washing machine and quickly scooped them up and hid them. I was now in high school and about her size. When my parents would go out for the day I would put them on with a pair of her pantyhose, put on a bra and the sexy slip and then one of her dresses. Her heels were a bit tight but worked. My sister's things were too small for me now. I would prance around the house and made sure I put everything back before they returned. That was about it until I moved out of the house into my new job after college. My body got very big and nothing of hers fit me anymore so I purged everything. I didn't dress for many years. I met a girl and got married but she was much smaller than me. I could only steal a pair of panties now and then when she was out but that was about it. I got to travel though and would frequent porn shops and purchase magazines primarily about CD's, TV's, TS's and transsexuals. This went on for quite some time until I got the urge to buy a few things online. The internet just was at the beginning and I could order things and have them sent to a PO Box I had for my business. I bought a pair of gorky high heels, some panties, a bra and a frumpy dress. To me I was back and dressing made me feel wonderful inside. This went on for years gathering a few things, purging the old stupid stuff and adding more things to my wardrobe. JUMP TO THE PRESENT....... My kids are all out of the house, graduated college and on their own. My wife is a professional business woman and works every day. I have my own business and get to travel by car a lot a few days at a time. This gives me more time to dress and be my alter ego. I have two travel bags I take on road trips and two others stashed so no one could find them back at home. I only take them out when my wife is a way for a few days while I'm at home. Ebay is a good friend of mine and I can buy lots of things really cheap if I take the time to search out deals. I'm dressed right now in a very sexy black lace bra with my forms glued in place. I hate just putting them in the bra cups. I like how they feel attached to me as I try on bras before I dress. My silky pink panties, with a panty liner so I don't mess up my skirt or dress, go over my gaff to help smooth out my front. I love pantyhose over stockings to feel nice and secure. Not having much leg hair helps so I don't have to shave them. I'm also wearing a cincher too so I can mold my waist to give me an hourglass shape. I have a very silky full length slip on too so that my clothes feel nice and silky. Today I chose my red secretary outfit so I can do office work in my den. The skirt is mid thigh length and the jacket has shoulder pads, a narrowed middle section and then flares out a bit to accentuate my curves. I chose a short blonde wig today. It gets warm in my den and long hair makes me sweat a bit so a cute shoulder length wedge works. I have a 4" pair of red heels on too. After many years I can walk like a natural girl in heels and with a little wiggle, feel like a real lady. Knowing that I'm alone all day and won't answer the door I go all out and put on my makeup. I have gotten very good at putting on foundation, powder, blush, eye shadow, eye liner, mascara, and of course lipstick. I sprayed myself with and of course sexy perfume. Finger and toenail polish would take too much time so I leave that for weekends I'm alone. I am wearing pearl clip on dangly earrings, a pearl necklace, pearl bracelet, a woman's watch and some fancy elastic band rings. There, I feel sexy and very feminine right now. Today Rachael will do all the office paperwork including typing a report, filing and playing with other girls on-line. Many of you in my same position probably have thought about telling your spouse. After many, many years of dressing, my wife would either kick me out of the house and divorce me immediately, expose me and humiliate me to my family and friends, or do a "Bobbitt" and cut my man bits off at night. She would never accept my little hobby even though I'm totally harmless. So here I am. Totally closeted but relish the opportunity to make myself feel pretty and feminine whenever I get a chance. I hope you liked my little rant.

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For those who care about that sort of thing, this story is set when there were just 8 people left – Jerri, Nick, Rodger, Elisabeth, Amber, Colby, Keith, Tina. This story is essentially a parody because none of the contestants (well, maybe Jerri) would have/probably didn’t acted like this while they were ‘stranded’ for those 42 days. That said, enjoy. * * Standard Disclaimer: You must be 18 to read this story, be able to read erotica in your community, not be offended by the contents of...

2 years ago
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Goodbye Virginity

Things will never be the same again. Life has changed forever for me. It will never be the way it used to be before. No, not any more. It’s a new, completely unknown, but an alluring and charming path of life. But wait! I forgot to tell you what all this big fuss about change and newness is all about. The thing is, yesterday, I had sex with my sister. Yes, with my sister. My cute, innocent, lovely, little sister. It well could have remained our little secret, but we felt it would be...

Incest
3 years ago
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AshleyChapter 6

Traffic on the perimeter highway that circled the city was slow, as there had been a serious accident and it had traffic backed up. We finally hit the major north/south highway that went through the area and turned south on it. The plant was a hour’s drive south of the city. The area was pretty rural and the location map we had downloaded didn’t indicate that there were many adjacent roads in the area. When we neared the area, we slowed down and proceeded at a pace well below the speed...

4 years ago
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Teach Me To Dance Mom

Copyright© 2004 A newly-wed man of Peru Found himself in a terrible stew: His wife was in bed Much deader than dead, And so he had no one to screw. Mom took my right hand and placed it upon the indentation of her waist, trying hard all the while not to laugh at my obvious discomfort. I pulled my hand away and whined, "Mom please!" She forced her near-laugh into a gentle smile and spoke while looking up at me, "Sorry honey - lets try again?" Again she guided my hand to her small...

3 years ago
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Sorting Out The Smiths Ch 05

Tales From Sechs City — welcome to Sechs City, a wealthy, middle-class costal area of Western America in the state of California. A gorgeous, quiet largely uneventful place, people move to the city to follow their dreams, to live their day-to-day lives. It’s almost too perfect to be true… * ‘Honey? Lianne?’ Lewis was full of excitement as he charged through the front door. He dumped his briefcase and jacket right in the middle of the hallway, focussing himself entirely on finding his...

2 years ago
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Yes i did it

Hi everyone. This is sanjay from mumbai. It’s already known to you that since my very young age i am very sexy and like beautiful females in bed. Well here’s the story of my sex encounter or rather encounters with my next door neighbor. Let me first introduce myself to all of you. This is the incident took place when i was just finishing my engineering. I was 22 years old with an athletic body, 5 feet 7inch tall and quite a handsome guy. I have been blessed with sexual encounters with many gals...

4 years ago
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Hard WinterChapter 17 Summer A Face From the Past

It was the last day of our track building marathon, everyone had packed up and I had decided that on the final evening we would bring everyone down to Newsham for a fish and chip supper. We loaded all the workers, their bikes and tents onto our train and took them back. Everyone had worked hard, even the captives, and I asked Sid if we could give them a fish supper as well. "Fine by me," he said, "they're showing signs of being trustworthy. Chain them in pairs." I asked about Vin, the...

3 years ago
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Memory Of A Friend 2

The next day we went shopping down to Swansea all day in Aunt Megs car. On the way home she suggested we stop for a drink. We walked in the pub and from the greeting it was obvious she knew the Landlady well. We got the drinks and sat on bar stools at the bar while Meg chatted intimately to the Landlady, obviously a close friend. While we sat there the pub’s big Alsatian dog came around the bar to us, jumping up and making a huge fuss of both of us, but mainly Aunt Meg, who he obviously knew...

3 years ago
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Stacys Mom

Stacy’s Mom: After 20 years in the Air Force, I finally retired to what I hoped would be a nice quiet retirement. I'd decided to settle down back home in Oklahoma City. One reason was the cost of living was cheap. The other was I'd missed being where I'd left so many years ago. I guess you have to have been born and raised there to appreciate it. Sure, the weather was a bitch most of the time. Still, you get used to the never-ending wind, occasional tornadoes, Ice storms, unbearable heat,...

2 years ago
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Cumslut in Training

When Kirsten came around that night with a casserole she’d prepared for Rodney, he’d just finished showering and was lazing around in shorts and a well-worn t-shirt. No point in dressing up – Kirsten and his wife had been inseparable since they’d first met 5 years ago, and the two couples were equally laid-back and comfortable around each other. Kirsten’s husband was a bit of a geek in Rodney’s book, and he could never quite figure out how Kirsten’s huge personality didn’t completely eclipse...

2 years ago
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Ma Ki Anokhi Chudai Part 3

Umeed karta aap sabhi logoko is story ke dono part pasand aye hoge.To ab timepass na karte huye direct seema yani meri mom ke chudai pe ate hai.Phone ane ke bad mom ne kaha ki khana banati hai aur tab tak mai fresh ho jau.Mai jaldi hi fresh ho gaya .Aur kya hua ye apne laptop me dekhane laga.To maine dekha mere jane ke bad pandu gharpe aa gaya . Jo ki hamara servant tha.Wo kuchh 35 sal ka hoga.Uski height mom jaisi hi kareeb 5 inch thi .Uski halat bhi kuchh khas nhi thi .Wo bahut hi patla...

4 years ago
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My Wife and Her Next Big Cock

East_TN_GentlemanAgain I had been chatting with a gentleman online, his name was Bob and he stated he would like to fuck My Wife.Bob and I chatted a few times and exchanged some photos which I shared with My 49 Year Old Wife, she agreed we would meet Bob for a couple of drinks and go to his house afterwards. At this point I knew My Wife of 14 years was hooked on having other men fuck her while I watched.My Wife dressed to meet Bob, wearing a very tight red blouse that showed off her rounds...

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