by Jane Futa
“Looks like you’re missing a key component,” she said. “The fucking stripper.”
“Yeah, yeah. I seriously need your help. You’re hot. You could strip,” I said, brushing my hand against her arm.
“Fuck off.” She shook her arm away from me and I sighed.
“I’m so fucked,” I told her.
“Unless,” she started. I looked up at her with wide, hopeful eyes only to see her holding the metallic skirt up to my waist.
“No way. I already considered that.” She laughed at me again.
“Did you really?” I nodded. “Well, why not? You’d probably look cute in this thing.”
“There’s no way I could pass off for a woman even if I wanted to.”
She tilted her head and raised her eyebrow. Then she squinted at me, clearly trying to picture me as a girl. “I don’t know. You could pull it off.”
I wasn’t sure why, but I felt myself blush. “I’m almost desperate enough to try it,” I told her. Her expression became serious. “What? You’re not going to laugh at me?”
“If you really want to do it, I’ll help you, dude. I think it could be kind of fun.”
My body felt like jelly. Was Tanya really being nice to me? Because I might dress up as a woman? This is ridiculous, I told myself. I paced the floor, holding the mini skirt in my hand.
“You’re taking this way too seriously,” she told me.
“It’s just…what if the guys find out?”
“Then they’ll laugh and that’ll be that. It’s not like this is permanent. You’re a fuck up and they know that.”
“Gee, thanks.”
“You’re welcome,” she said with a sarcastic smile.
I huffed out an exhale. “Fuck it. I’m going to do it.” Tanya balled her hands into fists and shook them near her face. Then she clapped them together in excitement. Her short brown hair waved around her cheekbones as she jumped for joy. “Don’t get too excited,” I told her. “I’m sure I won’t pass for a girl in the slightest.”
“I mean. You’ll need a wig of some sort,” she said. Shit, I thought. That’s true. I saw Tanya dig around in the bag again.
“Damn,” she said, pulling a red wig from the bag, “this girl had everything. It’s almost like she left it on purpose.” I didn’t even let that thought cross my mind. That would be too surreal if it were true.
“Well?” asked Tanya. “Aren’t you going to strip so we can play dress up?”
I exhaled again and lifted my shirt above my head. What the hell am I doing?
Chapter 5
“Come on, all the way,” she said. I reached for pants and gave her a look that said stop teasing me. “I’ve seen you naked a thousand times.”
“A thousand? Really?”
“Just strip,” she commanded and my mind suddenly flashed back to the night before. I’d been so turned on by Lexi taking control and humiliating me. This was tamer but it was starting to excite me. I tried to keep my thoughts under control so Tanya wouldn’t see me get an erection and take it the wrong way. I didn’t want her to think I liked dressing as a girl or anything.
She’d never let me live that down, I thought. Unfortunately, that just led to a string of images involving her humiliating me and that aroused me more. Fuck. I decided to think of stripping in front of my buddies instead, but to my surprise that also turned me on.
So I thought of my mom. There. Boner gone. As awkward as it was to think of my dear old mom in the midst of all of that.
I slid my pants and boxers down and stood completely naked in front of my ex. She snickered a little and I had to look down to make sure I wasn’t rock hard. I wasn’t completely soft, but I was safe in her eyes.
She handed me one of the thongs after holding it to her nose. “Smells clean. Are you sure your girl didn’t plan this?”
I ripped the thong from her hands and started to slide it on. “No way. How would she even know?”
She shrugged as I pulled the thong up to my waist. It cupped my cock and balls in its silky fabric and I exhaled slowly. The thong was strangely comfortable. What was even stranger was how quickly I felt feminized. I had the sudden urge to shift on one hip and strut my stuff around the living room.
Tanya handed me a padded bra, but when I reached for it she snatched it away. “Actually, I want to put this on you,” she said with a smirk.
I swallowed hard and didn’t protest. I didn’t know why I didn’t protest besides the desire to feel her dressing me. I reached out my arms and let her slide the straps up to my shoulders. She walked around behind me and fastened it. Tanya reached for the miniskirt which had fallen to the floor and then knelt down by my feet. She held open the waist and nodded for me to step in.
I reached down and placed my hands on her shoulders while I stepped into the tiny skirt. There’s no way I can fit into something Lexi’s size, I thought. But as Tanya slid the skirt up my hips, I realized it fit perfectly.
I couldn’t help but question my sexuality at this point but I knew deep down that I liked women. I like them so much I just slept with one, I reminded myself. I scolded myself for reading too much into everything. This is just to get out of a bind. This is only temporary. I don’t actually like dressing in women’s clothing and lingerie. I’m not a little sissy or anything.
Even just thinking the word sissy gave me chills in a good way. Maybe I did want to be a little sissy and I was just in denial. I refused to let myself think about it any longer and waited for a cue from Tanya.
She stepped back and surveyed my outfit. Then she dug through the duffle bag again until she found something that satisfied her. It was a black sequin camisole. “Perfect,” she said. “Lift up your arms.”
I did as I was told and she slid it down over the bra. Feeling the shirt press the bra against my torso flipped a switch in me. I did like dressing up. It was fun and exciting. The more honest I was with myself, the more I admitted that I might even dress up on my own later on. No one would have to know.
I bit my lower lip as I waited for Tanya’s judgment. “You look fucking hot,” she said with an aroused expression. “You don’t even have a wig on yet and I want to fuck you.”
“Do you even fuck women?” I teased.
“Sometimes,” she said seriously. She knew how to put me in my place. She walked over and placed the red-headed wig on me. She adjusted it for a few minutes and stepped back again. “Yeah. You could fool them easily.”
I had to see myself in a mirror to believe her. I ran to the bathroom and my jaw dropped when I caught my reflection. Holy shit! I’m a girl!
Tanya joined me a few seconds later. “We still have to do your makeup, of course.” I nodded while stuck in a daze. Then I turned to her.
“Thanks for doing all of this,” I said.
“My pleasure,” she replied as her lips curled up into a smile. “Those boys aren’t going to know what hit them.”
I turned back to my reflection and ran my hands over my hips and thighs. Then I brushed my new red hair with my fingers. Everything was soft and feminine. I never would’ve imagined I could look so girly.
Tanya pulled her purse out and dumped its contents on the bathroom counter. “Sit,” she said. Then she grabbed tubes and palettes and started brushing strange colors on my eyes, lips, and cheeks. I couldn’t see anything yet so I had no idea if she was fucking up or making me pretty.
“Perfect,” she said, pointing to the mirror over the sink. I turned my face and nearly fell over from shock.
There was no trace of boy left in me, and I was starting to like it that way.
Chapter 6
The party had arrived before I knew it. Tanya had my back until I went in, but she wasn’t able to join the boys’ night. I have joked to her that she should also cross-dress. For me. For moral support. She punched my arm in response.
I sat in the passenger seat of her car and looked back at her nervously. “You’ll be fine,” she said. “You look great.”
“You sure?”
“Yeah. One question, though. Aren’t they expecting you to show up to the party?”
“Not anymore. I told them I couldn’t make it but that I had hooked them up with an awesome chick. He didn’t seem that disappointed when I described the girl to him. It’s still weird to think about the fact that I was describing myself.”
Tanya laughed. “That must be pretty surreal. Well, go get ‘em tiger!” For the first time since we first dated, she looked at me with admiration and a hint of love. I guess this ordeal was bringing out a new side to everyone. I wondered what it would bring out from the guys inside.
“Call you later?” I asked Tanya in a hopeful tone.
“For sure,” she said. Then she leaned across and opened the passenger side door before playfully shoving me out. “Now go strip!”
I stepped out of the car into the black night. I looked down at my metallic skirt which reflected the street lamps nearby. My sequin top sparkled above it and I smoothed out the fabric to both, letting my fingers linger a moment longer than necessary. I sighed as I enjoyed the textures. I was pulled from my daze abruptly when I heard Tanya’s car speed off behind me.
“This is it,” I told myself, looking at Jay’s parents’ front door. They had a large suburban home and were away on vacation. It was the perfect place to have a bachelor party considering their giant liquor cabinet. I climbed the long, cement steps through the front yard and up to the dark red door. My body shook with anticipation and it took all of my strength to lay my knuckles on the wood.
I heard rowdy shouting inside and realized no one had heard me knock. It’s not too late to turn back, I thought. But then the door swung open and Jay stood there with his mouth hanging open. Fuck! What if he recognizes me?
Thankfully, he didn’t. “Hello! You must be the…uh…”
“Stripper,” I said, rolling my eyes. “It’s ok. It doesn’t offend me.”
“Yeah. Uh. Stripper.” He opened the door wide and ushered me in. “Look who’s here, everyone!” The room erupted into loud cheering and I felt everyone’s gaze climb up and down my legs. I’d never been looked at like that before by anyone, much less a group of horny guys. It was strangely exhilarating and I wanted more.
I can’t believe I’m fooling everyone, I thought. I tried to walk as confidently as I could, which was difficult since I’d never been a woman before. I knew if I was going to be convincing, though, I had to walk like I’d been naked in front of people before. I couldn’t act like the shy girl next door.
I extended one slender leg in front of the other and felt my smooth thighs rub together as I walked. I thought about Tanya shaving my legs at the last minute and was grateful to her. I had no idea how difficult it was to shave so much skin. I had new sympathy for every girl I’d ever so much as fucked.
I entered the center of the living room. There was a long white sectional full of college boys ogling my curves. I knew I had to get into the performance if I was going to pass for a stripper.
“How’s everyone doing tonight?” I asked in a girly voice. I didn’t raise my voice too high, but just high enough to pass for a woman.
“Whoo! Yeah!” they shouted in reply. “Take it off!” cried Josh, another mutual friend. “It’s a shame Mike couldn’t be here,” I heard him whisper. “He did a damn good job finding us a hot piece of ass, though.”
He was whispering to Ben who nodded. Ben, the most organized and standup guy had the most pervy expression of anyone. I felt my legs quiver as he watched me and licked his lips. I saw him very differently now that I was dressed as a woman, and I liked what I saw.
This is ridiculous, I told myself. I can’t think of Ben like that.
Jay walked up behind me and pressed his lips to my ear. “I trust you got paid already?” I knew what he was doing. He was making sure I, Mike, did my job. I nodded while biting my tongue. I felt his hand grab my ass as he whispered, “Good. Now let’s see what you got under those clothes.”
Fuck. Jay is getting married tomorrow! I couldn’t believe he was talking to a stripper like that. Does this guy know what he’s doing? I knew if Jay got married and his wife caught him talking to a girl like that, she’d take him for everything he has. He may not be rich now, but he was in law school and his parents had connections. He would be rich soon enough.
I rolled my eyes and listened for the rhythm of the song playing. Jay had dimmed the lights and joined his buddies on the sofa. Everyone was watching me and waiting. Their patience was growing thin. It’s now or never, I thought as I started to sway my hips.
The guys cheered with every move I made. I lifted my shirt slowly above my head, careful not to slide off my wig. I could only imagine how humiliating it would be if they all saw my fiery red hair leave my scalp.
My cock hardened just thinking about them all finding out who I was while I stood in front of them. What did Lexi do to me? I had never wanted to be humiliated before.
I tossed my shirt across the room and into Jay’s face. He grabbed it quickly and spun it above his head like a lasso while hollering. He had a big, stupid grin on his face and every guy in the room eyed my chest. Their eyes looked hungry and they licked their lips. Some leaned back to relax and others leaned forward as if they were ready to pounce.
My eyes were focused on Ben. I found myself hoping that he was enjoying himself. I circled the room, shaking my hips in front of each guy, one by one. I felt several hands grab my ass and bra. Soon, they started to close in on me. I felt their hands roaming my body.
I had to work hard to keep anyone from sliding a hand between my legs. Several of them tried and my panic grew stronger. I was terrified of getting caught, and the more terrified I was the easier it would be to catch me, because my dick was rock hard.
The entire experience was confusing. These were my guy friends. We trashed women together and partied like animals. Now their hands were all over me and I was more turned on than ever. I secretly wanted them to all take turns fucking me right there. But I had a job to do, so I kept dancing as much as possible.
“Guys!” I shouted while reaching for the zipper of my skirt. “I’m not a whore, okay?”
They chuckled at that but backed off. I took a few steps backward and slid my skirt down to my ankles. I was now standing in black lingerie in front of them, hoping they couldn’t see my hard cock. No one seemed to have anything to say, but the adrenaline rushed through me still. I could hear my blood pounding in my ears as I danced. I was waiting for someone to figure out who I really was.
After a few minutes, when I realized the guys were more focused on their dicks than grabbing me, I relaxed. I lost myself in the music and danced for them. I felt so sexy giving them a show. I approached them again, one by one, and gave each of them a lap dance. If they tried to touch me, I slapped their hands away. Until I got to Ben.
Ben rested his hands on my hips and I moaned. Something about his touch was hot and electric. I couldn’t push him away even if I had wanted. He saw some of the guys get jealous so he pulled them away quickly to my disappointment. I gave him the longest lap dance.
Before I knew it, the hour I was hired for had passed. I couldn’t believe I had gotten away with it. What do you have to say, now, Jay? I couldn’t wait to hear him thank me for the hot stripper. I knew I’d get a good chuckle out of knowing it was me the whole time.
When my hour was up, Jay invited me to stay with my clothes on and party with them. Since I knew I’d miss the party as Mike, I took them up on it. I also wasn’t sure I was done flirting with Ben, yet.
What am I thinking? I can’t flirt with another guy. Especially not one of our friends.
Chapter 7
I couldn’t help myself. I squeezed my tight little body in next to Ben on the sofa. The other guys had seemed to give up on me enough and spent the next few minutes chatting with each other. Ben and I were pressed together tightly and his eyes roamed up and down my body.
“I’m Lexi,” I said, stealing the
girl’s name from the night before.
“Ben,” he said, extending his hand out like a gentlemen. I took his hand in mine and that same jolt of electricity rushed through me. I suddenly wanted him to do the nastiest things to me. I imagined him bending me over right there in front of everyone and fucking me like the little sissy that I was.
“So, how did you get into stripping?” he asked, pulling a bottle of beer to his lips. His brown hair fell over his eyes in the sexiest way. He smile curled up onto half of his face. I knew he didn’t smile like that when he wasn’t flirting.
“You know. Through friends.” I thought of Tanya and how much help she had given me in getting ready. It really was a lot to accomplish on such short notice. I reminded myself to thank her later.
I loved being the object of Ben’s flirting. I felt my heart flutter and I had trouble looking directly into his eyes. Being around his new charisma made me act more like a girl. I was suddenly timid and shy. I suddenly wanted him to be in control.
His hand reached down for the top of my thigh and he stroked it softly. I bit my lower lip and looked up at him. I felt like melting to the floor in a puddle when his blue eyes stared back.
“Do you want anything to drink?” he asked. I nodded and told him something girly. He stood up reluctantly and headed to the kitchen. It wasn’t long before the other guys saw their chance to move in.
I surrounded by the group. They eyed me sexually and asked me a lot of crude questions. I felt slightly uncomfortable without Ben around, but I mostly enjoyed being the center of attention. I flipped the hair of my wig back and tried to bullshit as best as I could.
“Hey, Lexi,” said Josh after I had told everyone my new name. “Why don’t you come upstairs with me and I can show you something?” The guys started to laugh, and I knew exactly what show me something meant. I would’ve used that line too if I wasn’t such a smoother talker with the ladies. That was the last line you delivered if you actually wanted to hook up with a woman.