I was rummaging through my closet when I spied my old football helmet. It brought back memories. Though not what you might think. I was never on the football team, never a large strong guy, never talented in that way.
It was maybe five years ago, on Halloween, that I'd dressed up in a costume that included the helmet.
I'd worn women's clothes: jeans, flats, wig, gloves, and halter top. On top of that, a football jersey, mask, shoulderpads, and the helmet. The effect was that I appeared to be a girl dressed as a football player. You see I couldn't just dress as a woman: my shoulders were too broad, my hands too manly; I would not be passable.
But the first layer was me being dressed as a woman, then the second layer would hide the faults: a costume in a costume.
I did it because I was curious to try sucking a cock but had no other way to do it. With the costume, and some alcohol in a bar, the unsuspecting men were quite willing to plunge their cocks into my mouth.
I liked it. It was surprisingly fun to trick them as well - they all thought they were enjoying the mouth of a woman. While I enjoyed sucking cocks, the thrill from them being unwittingly fooled excited me to no end. Additionally, I liked being thought of as a girl.
Halloween was only a month away. Maybe I would resurrect the woman dressed as a linebacker.
A couple weeks later I was leaving the sporting goods store, as I was walking around the corner into the mall, there was one of those temporary Halloween stores that pops up.
The sexy mannequin in the window caught my eye. She was hot considering she was plastic. She was dressed in a furry cat outfit: lots of fur everywhere. She wore a crop top hooded fur jacket with built in cat ears. Then a fur skirt with matching fur around her ankles and fur paws on the back of her hands.
I was shocked at my own lusty reaction to a plastic mannequin. Looking closely I could see it would be better than my sports costume from so many years ago. My old costume had been crude and hobbled together like the costumes of cheerleaders I'd seen in college who borrowed their boyfriend's football gear. In contrast, this was very professional and exploded with sex appeal.
The fur ankle things could be worn with any shoes and would hide the size of my feet which were a little big for women's feet.
The fur paws would hide the size of my hands unless someone looked directly at the palms. They would also allow me free use of my hands.
Because the jacket was fur and had a hood it would hide the broadness of my shoulders.
She wore a bodysuit underneath, but I could easily see a lace bra working as well. Then my waist would be the only part of my skin showing. This was, coincidentally, the most feminine part of me.
On impulse, I bought it on the spot. I knew I would need to solve the problem of my face showing later. I arrived home while my wife was out and stashed it in the garage.
The cat outfit came with a tiny plastic catwoman mask large enough only to cover my eyes. With some searching online I found a soft furry whole-face mask that would allow a man to fuck my mouth without scraping on sharp edges.
I found time on several occasions to try it on and admire myself before Halloween. I even practiced putting my wife's sex toys in my mouth to test it out. This was definitely going to work.
For the next part of my plan I sent myself an email, which appeared to be from 'corporate', requiring me to choose a date to go out of town - either on Halloween or our anniversary. It was easy enough to leave my computer screen open so she would accidentally see it. When she did, she demanded that I attend on Halloween.
Of course, I didn't go out of town. I just booked a room in a hotel where the bar was having a large Halloween party.
Halloween afternoon, my wife, Aimee, dropped me off at the airport where I did not board a plane, but quickly caught a cab to my hotel thirty minutes away.
I laid out my outfit thinking about tonight. I got dinner in the hotel restaurant, and happened to see a bottle of perfume at the gift shop I thought would help solidify the illusion - so I got it. Then I got the bright idea to get hand lotion to soften my hands too.
I consider myself to be an occasional crossdresser, having done it that one time before five years ago, and not a tranny. Though I had read a guide for transvestites once since then, which had the most helpful tip: a man's voice only sounds that way when he speaks out loud, a whisper sounds the same whether it comes from a man or a woman.
So unlike that time so long ago I would be able to have a conversation tonight.
Later I sat at the bar sipping a pink daiquiri through a straw. I just knew it wouldn't be long until an unsuspecting dupe got the night of his life when the girl he picked up let him lead her into the bathroom for an 'impromptu' blowjob in a stall.
So, I was tricking guys, it wasn't malicious.
I was so excited my hands trembled. I decided that my name for the night would be Treena.
Half an hour later the bar was half filled, disappointingly, no action yet. Scanning the room I saw a lot of couples but no singles so far. No groups of men either.
With my peripheral vision I saw the body of the woman ordering drinks next to me. She was tall and pleasantly plump, really long red flowing hair, with an ample set of breasts I could tell were real by the natural way they bounced under her jersey. She wore a feminine little ankle bracelet my mom would have disapproved of, saying only loose women wore them. But I thought it was cute with a little unicorn charm on it.
I leaned close to practice my whispering, the coincidence naturally led to me striking up a conversation: "I wore the same costume a few years ago." I didn't mention that mine included the secret underlayer. Noticing her ring I added, "I bet your husband loaned you his shirt?" She didn't have a helmet, just eye-black under her eyes.
The bar was a little loud so she put her sexy lips right up next to my ear, "So we're doing a whispering thing, I can play along." She continued whispering, "I like your costume too. Very sensual! And yes It's my husband's. Not pro, but he played in his first year of college. I'm Alicia."