Secret Sissy Revealed
- 2 years ago
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My Secret Revealed free porn video
My life was pretty good. I had an excellent job that paid well and afforded a nice mobile home. I played baseball on the company team and had a bevy of office hotties show up to the games to cheer me on, I even dated a few of them briefly. It was the nights that I really looked forward to.
Once the day was done and I was safely behind the drawn drapes and locked doors of my trailer that I indulged myself in my new habit. Fresh from a shower I dug out the erotic lingerie that he had recently purchased on line and began to slowly don them. First, the black satin and lace garter belt was placed on my waist.
Just the contact of the silky item against my warm skin cause my cock to twitch. Then the seamed nylons were slowly drawn up my smooth legs and I began to get hard. I ran my hands from ankle to thigh to smooth out the nylons and marveled at the way my legs felt.
A black satin thong that was also trimmed with delicate lace was slowly slid up my nylon clad legs. I took a minute to arrange my throbbing manhood into a more comfortable position so I could finish dressing.
A matching bra complete with foam inserts was placed around my chest. As I ran my hands over the silk covered mounds that I now possessed my cock grew even harder at the sight and feel. Then came the newest purchase, a full length silk nightgown with lace between the breasts.
Now I had toyed with the idea of a latex mask but had decided against it. I instead opted for a long wig and a black eye mask with lace hanging down under it, now the only thing exposed was part of my lips. This look made the masturbation that followed one hundred per cent better. Like I said, my life was good and I was happy.
My life was pretty uncomplicated, then my company hired Wendy after the Christmas break. She was twenty two and fresh out of business school. Wendy was not a drop dead hottie, but she was still very attractive. She was of medium height with an athletic build and short dark hair. One of the first things I noticed was that she hardly ever wore slacks to the office, it was either a dress or a skirt.
Her shapely legs were usually covered in black pantyhose and I often fantasied on how great they would look covered in seamed nylons. We were polite to each other and she became a regular at our after work parties and always managed to sit next to me. She was hit on by almost every male employee but never left with anyone.
When Spring arrived I would forgo eating lunch and spend my hour outside limbering up my pitching arm by throwing a baseball against the side of the building. I was shocked when Wendy showed up outside with a baseball glove one day. It seems she had played baseball in college and could throw and catch as well as any of the guys.
So we tossed the ball back and forth and chatted while the other girls watched us from their place on the benches. More than once a gust of wind blew her skirt up revealing nylon covered tight thighs and though she didn't seem to mind she always pulled it down. It was not done before I had enjoyed a good long look
Wendy began showing up at all our games to cheer us on. She always looked great in her skin tight jeans and a oversized jersey. It was after one game that our friendship took a turn. I was packing my bag to head home when she approached.
"Good game," she said as she approached.
"Thanks. They made us earn this win," I responded.
"You're not going out drinking with the team?" she asked.
"No, not today. I need a hot shower and rub down more than a cold beer," I replied.
"Do you have someone to rub you down?" she inquired.
"No. I do it myself."
"If you promise to behave yourself I'd be glad to come over and rub you down. I use to do it for my college team's pitcher," she answered.
So she followed me home after I promised to behave myself. I wasn't concerned as I kept my place clean and my erotic lingerie collection was well hidden. I took a good hot shower and then clad in a pair of cut off sweatpants I headed to the living room with a bottle of massage oil.
She had me lay on the floor face down and squirted the oil between her palms. Then with her talented fingers now slick with oil she began to rub my aching shoulders, arm and back. She knew her stuff as I could feel my muscles begin to relax under her attention.
"This is not working," she said as she stopped.
"Yes, it is. My arm feels a lot better," I responded.
"No, not that. These jeans are too tight to squat in."
"So lose them," I responded.
She stared at me for a minute and I was sure she was going to bolt at my suggestion, but I was wrong. She stood up and removed her tight jeans and to my surprise, she wore black pantyhose underneath.
"Much better," she said as she straddled me and was able to use more pressure on my back, shoulders arm.
The sight of her sexy legs in their nylon sheaths caused my cock to tingle. It was the feeling of her warm silky clad legs against my sides that caused me to get hard and soon laying on my stomach began to become painful.
"Wendy, you have to stop," I said.
"But I'm not finished," she stated.
"You did great and I feel one hundred percent better, but you have to stop."
"If it's so great why are you stopping me?" she asked.
"You don't want me to go there, trust me," I answered.
"I think I deserve an answer," she protested.
"Fine," I responded as I moved forward and flipped on my back.
Wendy just stared at the sight of my hard cock pressing against the front of my shorts.
"Between your massage and the sight and feel of your legs against my body I got excited," I confessed.
To my surprise, she moved forward and tugged the waist band of my shorts down releasing my trapped manhood. She then lowered her head and placed a gentle kiss on my lips.
"You know that sex after a great massage is fantastic," she crooned.
"I wouldn't know," I replied.
"Really? Then it's time you were introduced to it." she responded as she stood up.
I was treated to the sight of her slowly removing her pantyhose and her looking me straight in the eyes and smiling as she did it. The white area that the sun couldn't tan on her bottom was tiny and I imagined so was her bikini.
"I don't have any condoms," I said as I stared at the tiny triangle of hair between her legs.
"I do," she responded as she reached for her carry all and extracted a gold circle condom.
Wendy expertly placed it on my shaft and then lowered her hot and wet pussy onto my rigid cock. That was how it started. Soon we were having sex almost every weekend after games. She would come over on Saturday afternoon and not leave until Sunday morning. I kept my desire to see her in more erotic lingerie to myself as I didn't want to scare her off.
I remember it was a Friday and I had just arrived home from work. I showered after laying out the outfit I would wear afterward and had just started dressing when there came a knocking at the door. I peeked through the blinds and saw Wendy standing there.
In a panic I quickly removed by lingerie and hid the ensemble in the dirty clothes hamper in the bathroom. I donned a robe before answering the door and admitting her inside. We greeted each other warmly and bade her take a seat at the kitchen table while I brought out some bottles of Coke.
"I thought you had plans," I stated.
"They fell through. I hope my showing up here is OK?" she responded as she reached for her Coke.
She was still clad in her work clothes and the sight of her legs appearing under her short skirt began to have their effect on me. I quickly sat down to hide my growing erection. Well chatted for awhile until she excused herself to use the bathroom. When she returned her face was full of anger and she stared at me.
"I thought you were different from most of the guys I dated, but I could see I was wrong," she growled.
"What the matter?" I asked.
"These are the matter. Now which office whore do these belong to? Is she here? Do you have her stashed in the spare room?" she asked as she produced the satin thong I had dumped in the hamper.
Apparently in my haste to answer the door I didn't check to make sure all the articles of clothing were well hidden. She saw the silky garment sticking out from under the lid and investigated.
"There is no one else here," I responded calmly.
"Oh really. Then who do these belong to?" she asked.
"Those are mine."
A stunned look crossed Wendy's pretty face at my confession.
"Yours?" she asked slowly.
I had been caught so I told her everything and she just stood there listening. When I finished she turned tail and left without comment. It was a risk that I lived with and accepted the consequences. I didn't feel like dressing after that so I moved to the couch and switched my beverage to something stronger that Coke.
I must dozed off as I was awaken by someone knocking at my door. To my surprise there standing in the cool Summer night air was Wendy, so I let her in. Once inside she removed her topcoat and there to my delight and surprise I discovered that she was clad only in lingerie. It was one of most stunning ensembles I had ever seen.
Wendy kissed me deeply and hard as she held me tightly.
"Now I've dressed up for you, so it's your turn to dress up for me," she said softy when she released me.
I left the living room and returned a little while later clad in my sexiest outfit. Wend smiled as I approached and she bade me to join her on the couch.
"Very pretty," she said as she ran her hands through my dark wig and down my arms that were clad in opera gloves.
She once again placed her soft lips on mine as her hand continued to move across my body moving downwards. They glided over my bra and across my hard flat midsection. Her fingers trailed across the silk and lace garter belt before they ran up and down each nylon clad leg.
Her tiny hand ended up circling my cock that was pushing against the fabric of my silky thong where she began to gently jack me off through the panties.Then came the questions about my dressing up and how it started..
"No, I have no desire to appear in public as a girl," I responded.
"What about men?" she queried.
"I don't want to be fucked in the ass or give head," I answered.
Each answer I gave caused her to smile and increase her hands movement on my silk covered manhood.
"Do you remember me telling you that sex after a good massage was a wonderful thing?" she stated.
"Yes."
"Do you also remember me telling you that I use to rub down the pitcher on my college team?"
"Yes."
She mover her face closer to mine and looked me in the eyes.
"It was an all girl team and there was a lot of sex afterwards," she informed me.
Between Wendy's hand movement and the mental image of her with another female I lost my load in short order.
"Now don't get me wrong, I Iove having sex with you. This is a reminder of those wonderful college days," Wendy admitted.
I pulled her in to me and placed my lips on hers as I allowed my hand to slip under the waistband of her silky panties. She gave a slight moan as my fingers slid into her dripping sex. Wendy ran a free hand all over my silk clad body as I rubbed her clit and was rewarded with a contented moan as she enjoyed an orgasm.
"I need a shower," she informed me after a long time of holding and gently kissing her.
"Me too," I answered.
"Do you have a nightie? she asked.
"Yes. Do you?"
"I brought one with me," she responded.
We showered together but she allowed me to dress in my room while she dressed in the guest room. She marveled at how I looked in my full length nightie when I finally appeared in the living room. I could only stare open mouthed at how great she looked in her baby doll ensemble complete with seamed nylons.
That was how it started. Even though Wendy dresses the way I like she encourages me to dress for her. She has even surprised with the gift of erotic lingerie. Now I have the best of both worlds.
Cayleigh
- 04.04.2021
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- Category:
- Crossdressing
