Waiting alone in the August sun, I had to ask myself if I’d learnt anything at all from my first experience of using an adult dating site seven months earlier. Sure, I’d asked for his age and more face pics this time, so I doubted “Ed” would turn out to be fifteen years older than me instead of one year younger as he claimed, so that was an improvement on Dave. On the other hand, the car park side of a rural Warwickshire...

"Wakey, wakey, sleepyhead!" Alice said, tapping her hand on the dog crate I was sleeping in. "It's time to get you to the store and 'in costume'!" She cheerily opened the dog crate and placed a bowl of food in front of me. "Come on, eat up!" Alice said, a mischievous grin appearing on her face. "Or else I'll just have to take you back to the store for walkies." Knowing Alice meant business, I wasted no more time and quick...

Cheryl and Liam were already seated together on the couch again by the time I got myself back together and made my way upstairs. As I smiled at them, already laughing at their first toast to the new project, I could feel his cum oozing over me and drying against me. My underwear felt like it was sticking to me, and I was grateful that my dark pants would at least make visible staining less likely. I tried to take part in...

As 'Michelle' outings go, It had been quite an evening. A milestone achievement in the life of a 'hanging on in there' cross-dresser. After fifty years of sporadic sessions, of pretending to be a female, and not since Michelle and Linda sauntered through the red-light district of Amsterdam, had I felt closer to my fem-side. It was just after nine-thirty when I drove into the Old Coach-House Inn car park. It would appear t...

Sir Elizabeth woke with her arm draped across the width of the luxuriously oversized bed she had been assigned at Heartgarden castle. Registering the empty space beside her, she pushed herself upright, hoping to catch Gabriel, her new trial consort, in the act of performing his morning routine like an earthly human being. As always, she was too late, and he responded to the sound of her movement by stepping out of the att...

It was the first day of college orientation, and I wandered around the dorms more than just a little confused looking for my room when I heard a familiar voice shout, "Hey, Martin!" It was Henry. It was because of Henry that I'd gotten into this school — a school well-known for its technology programs but better known for its football program. Well, Henry and Ms. Callahan; they had both written extremely persuasive letter...

One thing was for sure... there was no way on God's earth, that Bob's monster cock would slide inside my tight little man-pussy. But I could give him the best blow-job he's ever had, on that, I could be sure. In my time I've been on the receiving end of many, and feel well-qualified in the art. I blew Bob a kiss and prepared to leave the house. The car was in the driveway and I hoped there would be enough fuel for the sho...

I changed into my schoolgirl outfit in the boys' locker room at school. I had been doing this for years, so I knew there was nobody in the building. I knew I'd have plenty of free time to indulge myself — I had started slowly, just panties under my pants, since I had been a sophomore; but now I was a senior and really knew the school and its rhythms well. As I pulled my wig on and prepared to roam the halls, I looked forw...

"There's a small matter that requires your attention, Mr. Wilson," the airport screener said in heavily accented English. My stomach churned. These were never good words to hear while clearing customs. "It shouldn't take long to clear up. Right this way, please." He directed me to an unmarked door with a security keypad on the wall. My travel habits had changed considerably since 9-11. Knowing how closely all luggage was...

It had been over a year since my last dressing. As I enter my mid-60s, the phrase "mutton dressed as lamb" has extinguished any urges that I've had to dress en-femme. My legs were always my best feature, and I loved to show them off with a mini-skirt or dress. Alas, not befitting for a woman of my age these days. My face when made up, was passable back in the day, but now there are a few more wrinkles to conceal. Any hoot...

I rolled the silk stockings up my freshly shaved legs, luxuriating in the feel of the silk against my smooth skin. I had just finished a nice hot perfumed bath and was still coming down from the total relaxation the long steamy soak had given me. I attached the stockings to the garter belt I was wearing and proceeded to slip into the matching bra. The whole outfit matched, as a matter of fact--embroidered red lace bra, th...

Matt sank into the park bench, heaving a large sigh as the reality of his situation hit him. It was a beautiful day and happy shoppers and couples whirled around him, oblivious to his dour mood. Matt had been fired, and he knew he deserved it. Just the thought of what had happened sent a fresh wave of embarrassment washing over him and he shoved his chin below the collar of his denim jacket. Matt was five years out of col...

I won't deny it. I've been into feminization as a part of the femdom kink for a long time. At this point, I can't even pinpoint when it started anymore. There's just something hot about it. In a way, I suppose it's like rebelling against a force of nature. Similar to how people rebel against authorities and break rules, purely for the thrill of it. Knowing that conventional biology states that I'm a man, yet doing everyth...