Being Passable

by Zoe Carlyle

  

I held the corset in my hands for a second and then placed it down on the bag, before turning to look at Brent. He had bought me lingerie. In all my years of crossdressing, I had never brought myself to buy lingerie because I'd never felt sexy enough for it. Now Brent had bought me a corset and fishnet stockings. I ran over to him and threw my arms around him, tackling him on the bed and kissing him.

"That is the sweetest thing you have ever done for me," I said before kissing him again.

"Hey, it's not just for your benefit, I get to see you wearing it." He smirked before kissing me back. "Why don't you go put it on and model it for me.

I went into the other room and started getting the clothes on. It took a while because I'd never done it before. The Corset wasn't a real authentic one with strings, it was more of a bustier, with hooks in the back which I attached before putting on and sort of stepped into it. What took longer was attaching the garter belts on the back side to the fishnet stockings. I wondered if Brent would come in and ask me if I needed help. I hoped not because I was worried it would spoil the effect. Finally though, I got them attached, and pulled a pair of black panties on over the garter straps.

I took a deep breath and looked myself in the mirror. Wow. What amazing things Lingerie does. I don't think I ever felt sexy before but looking at myself in the mirror in that stuff for the first time, I felt hot. Very hot. I couldn't stand looking at myself in the mirror any more, I had to go in to see Brent.

When I stepped into the room, he had taken off his shirt and was laying in the bed. I didn't give him a chance to speak. I made my way to the bed, putting a finger to my lips when he began to speak. I found myself straddling him in the bed, on top of the blanket, and again our lips met.

As we massaged each other's tongues, I could feel his cock growing under the blankets, pressing against mine. I knew neither of us wanted to keep kissing. Slowly I pulled the blanket away from him and found him completely naked under it. I felt my mouth leave his lips and start working my way down his neck, and then the top of his chest, stopping briefly to nibble on his nipples. I couldn't keep myself there though, and I kissed my way down, licking the occasional spot here and there, pressing my lips tightly against his belly button, as he stretched his arms a bit to caress my thighs, where the garters met the tops of my stockings.

Soon he couldn't reach though, for I had scooted down the bed and found the waistband of his boxer shorts with my mouth and I gripped it in my teeth. I had done this trick once before and he seemed to like it, so I did it again, I slowly pulled down his underwear, letting the fabric caress his cock as it was revealed. His hands helped slide the boxers off a bit too, and once he was revealed, I began flicking the head with my tongue.

He oohed a bit, he liked that sensation. I started licking it more, like a lollipop or a Popsicle, slowly massaging around it with just my tongue, until finally, I met it with my lips. I reached out my hand to him and he handed me a condom, already unwrapped, and I slowly let my mouth slide up and down his shaft a few times, giving it a quick pop of my tongue here and there. I felt the head pressing against my cheek, and I slowly pulled myself away from it, and slipped the condom into my mouth, and against my tongue before going back down on him, this time letting the condom unroll on him as I went. I wanted to make sure it was there before he came. One time, the first time, he'd come in my mouth and I had pulled away so fast it kept shooting and ruined my blouse. Since then I always rolled the condom on him when I felt like he was about to cum.

"oooooooh," he screamed as I felt the condom get a little hotter on the other side of my tongue and Knew it had begun to fill with him. I pulled off of him and sat up on the bed, as he smiled. "You suck cock so much better than any girl I've ever been with," he said, as he leaned his head back. I moved off of him and curled up next to him, as he held me in his arms. He kissed my neck a few times and I giggled.

We lay there quietly for a few more minutes and he eventually fell asleep. I looked down at my lingerie and felt so sexy, and then, something caught my attention. Sitting in my panties was my dick, pressing against the fabric, still semi erect. Brent had come, but I, had not.

Getting out of the bed, I shed my girly clothes and looked into the mirror. There I was, a naked boy with an erection, and a lover, asleep in his bed. I made my way to the bathroom and kneeled down in front of the toilet and started stroking myself. It occurred to me as I started that I couldn't remember the last time I had come without jacking myself off. I hated giving Brent head because it was all about his pleasure and not about mine, I had just lost my mind for a bit with his purchase of the lingerie. But as I thought about it, I hadn't come while he fucked me in a long time either. Sure, I liked it when he was inside of me, but I wasn't getting off on it anymore. What I had been getting off on before wasn't so much being fucked, it was Brent making me feel like I was his girl.

I kept stroking and thinking of Brent, of his body, his shoulders and ass, but I wasn't getting any results. I kept stroking as I let my mind wander and I finally I started to feel that familiar spasm in my legs and my hands felt that bit of my semen before it shot out completely into the toilet. I licked the little bit off my fingers, and Realized I hadn't been thinking of Brent when I came.

It was Chloe.

 

I pressed her up against the wall, the same wall I had the day before, as our lips continued to find each other. I felt a sort of charge when I made out with Chloe that I hadn't had with Brent in a long time. It was kind of fun to be the one pressing her against a wall, having had it done to me so many times. I still had that little twinge of guilt in the back of my head though, as I thought about Brent. I hadn't slept with Chloe, but I was still cheating on him, even if he was treating me like dirt.

"This is a mistake" I said, pulling away from her.

"God, damn it Steve..." She said, rolling her eyes and placing her feet back on the ground.

"I'm sorry it's just…"

"I know what it is, you feel guilty, cause of your boyfriend."

"Yeah… It's weird though… I don't know what the deal is between him and I."

"Well, since we're obviously not going to go any further today, I'm going to go back to work, but I get off at 5, do you want to meet me for coffee and maybe we can talk about it?" She said, opening a compact to fix her makeup, before giving me a kiss on the cheek and turning to walk away.

So I did. I met her after her shift ended and we went to a small coffee shop on campus and found a quiet corner where we could talk. Eventually we went from there to her dorm, the whole time, I was telling her the story of my affair with Brent. Starting with my fear of dressing when he was around, to the night he caught me in my clothes and we made love for the first time. I took her through the awkward first week after we'd done it, and through the next 6 months, leading up to where we are now.

"funny," was all she said at the end of it.

"Funny? What's funny about it?"

"You're so cute, you know that?" She shook her head.

"What do you mean by that?"

"Well, it just is kind of sweet to me that someone like you Steve, who has become so deeply involved in this alternative lifestyle, can still be so naïve about stuff," she said. "You really make a better girl than you give yourself credit for. "

"How so?"

"Using words like 'making love' and 'affair' to talk about what this really is. You're like some typical weak willed teenage girl letting some asshole use you as some cheap sex toy, by convincing yourself that he really loves and cares about you."

"He does care about me, I'm his girlfriend!"

"Really? How long have you been together?"

"Six months," I said, smiling.

"And what did his friends say when he told them about you? How did they treat you when they found out that this girl who he'd fallen head over heels over was you, his male roommate, Steve?" She asked.

"His friends don't know," I said, not liking where this was heading.

"Really? And Where have you guys gone on dates together? What movies have you see, holding hands and laying your head on his shoulder? What restaurants has he taken you to for a nice romantic candlelight dinner?"

"We don't go out, I'm not passable, remember?"

"Oh. So then, You haven't met his friends, and you don't go out on dates, you just hang out in the apartment and he fucks you? Sounds like you're just his fuck buddy. Or his bitch."

"I'm not his bitch!" Offended at the accusation, I got up to leave.

"Wait, Steve, don't go. I didn't mean to make you mad. Here, I'll tell you what, I'll help you."

"Help me how?"

"You don't think you're passable, but I bet you just haven't tried hard enough. And you haven't had the careful touch of a real woman to help you. Sit down," she said, patting the space on the bed next to her. I paused for just a moment but decided, 'what the hell' and sat down.

Chloe scooted onto her rolling desk chair and scooted up really close to me, spreading my legs open. She leaned into me, pressing her knees up against my inner thighs. She cupped my chin in her left hand and tilted my head to the right, then back again to the left, and straight ahead again, staring at my eyes for a bit. Leaning in, she gave me a quick kiss on the lips before saying "I can do this."

She scooted the chair away and stood up. "Strip," she said.

"What?" I started to get up to leave again.

"I said, strip." She walked over to her small bathroom and opened the door. "Jesus Steve, I'm not trying to seduce you, now get out of those clothes, we've got a girl to create."

I was still a little unsure, but I decided to humor her, I unbuttoned my pants and took off my shirt, so that I was standing there in her dorm room in nothing but my satin angel's panties, the ones Claire had actually sold me the day we met.

"I told you that you should have bought a matching bra," She said, looking at my panties and apparently recognizing them as well. "Now take those off too and meet me in here." She said, sitting down on the edge of the bathtub that she had begun filing with water. I slipped off my skivvies and walked naked into the bathroom.

Chloe was holding a bottle of 'Skintimate' shave-gel and a one of those Venus razors. It didn't take me long to figure out that Chloe intended for me to shave my legs. I stepped into the bathroom and soaked in the water a bit before lathering up. I had shaved my legs before, but not in a while. Still, I think Chloe was surprised at how well I was able to do it, I'm sure she expected me to cut myself up a few times, which I had done the first time I shaved them back in 9^th grade. She gave me a couple pointers along the way as to how to do it easier, but in general she could tell I knew how to do it.

After I was clean shaven, Chloe lent me some lotions from bath and body works to soften my skin up, but again, this was something I wasn't a stranger to. This was the point where my experience ended, however. After drying off and slipping my underwear back on, Chloe took me back into the main room and sat across from me. A quick glance at the small basket she had prepared told me what she was planning next. Foundation, eye shadow, blush, and eyeliner. For the first time in my life, I was going to have my face made up.

  

  

  

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