So my friend Cheryl and I are shopping she really wants to get dressed up for a big date with garath. We check out all the really pretty girlie shops we pick some things and she goes to try them on and IM so jealous, eventually we've picked out lots of sexy lingerie, a lovely looking black skirt and a matching top not to mention a pair of sexy little shoes. Then we go to a coffee house and my ragging hard on subsides a little. Now she knows about my sexuality but not my gender problems. You see I have crossdressed since I was about 9 and at the age of 24 I am slowly getting good at it. I came out as bisexual to Cheryl about 2 years ago shortly after we moved in together.
So that night in the bath I decide to shave me legs chest buttocks armpits and my cock. As I dried myself, my legs felt so fantastic, and I had to whack myself off I then go back to my room. I look in the mirror I reach into my special underwear drawer and pull out my black Basque and step into it, I pull on the pair of stockings and roll them up my legs, which feels so erotic, and snap them onto the Basque I stuff the cups of the bra with tissue paper, and step into my black pencil skirt. Then I slipped into the white blouse shirt. And step into my black heels. Once again I look into the mirror. Holy shit I think my hand dropping to my once again straining dick, I stop myself and walk out of my room into Cheryl's room. She's out on her date and won't be back for hours. I sit myself down at her dressing table and start to put on make up, blusher eye linear, mascara, foundation and lipstick then I paint my nails bright red to match my lips. I lift up her perfume and give myself a spray. At last done. I stand admiring myself in the long mirror in the hall way when I hear the key in the door my heart stops only Cheryl and I live there but I didn't want her to find out like this. I hear the door open and slam closed at least she's alone no garath then I hear her keys drop. As she takes notice of the blonde girl looking in the mirror, neversouly she says "Steven" I look round and force a smile now white as a sheet. "Wow" she says "Surprise" I mumble "You look fantastic, when, what, why didn't you tell me before" she walked over to me and took a closer look she motioned for me to spin around I do I felt her pat my bottom. "I can't believe it," she said walking into her room. Still shocked stunned I stood there "I mean you look better than me... bastard" she said coming back out of her room. Then she flicked her long blonde hair I didn't even notice that she was now wearing only her black leather heels and black French knickers and cameo top she bought earlier that day, she walked behind me and gently kissed my neck making me tingle all over, taking my hand she lead me into her room toward the bed she kissed me again this time on my lips and not so gently the taste of our lipsticks send me wild with desire for my best friend her tongue entered my mouth and we stood there for a few seconds and I felt her hand slip down to my boy clit. She dropped to her knees and her head disappeared under my skirt and I could feel her hot breath on my rock hard cock. She freed my clitty from its silken prison and swallowed it, I was in heaven she bobbed her head up and down my shaft. One of her fingers slipped past my rose bud and into my bottom she was sucking my clit and finger fucking my ass one finger then two followed by another I was about to blow when she stopped she looked out from my skirt and said "I want to fuck you hard, rite now" I smiled and nodded she pulled her fingers out of my ass and licked them she stood up and told me to lie down on the bed on my back and she gave me some ky jelly. I rolled up my skirt and lubbed up my ass ready for this beautiful woman to fuck me. She turned round and I noticed that she had stripped off except her jewellery and those spikes I loved so much and was wearing a big massive dildo strapped on to her cunt. She lay on top of me and we kissed. I reached round and felt her bare ass so soft and perfect. Her massive tits pressed against my chest. I spread my legs around her waist, she lifted my butt up and I felt the rubber shaft against my crack. I reached down and spread both my eager cheeks ready for this welcomed intrusion. She ran the dildo down and forward the head slipped past my opening and, and hit my full nut sac, this time she ran the fake cock up and I reached round and guided it to my boy pussy. She saw this as a sign that I was gagging to be fucked. She stopped and said "Beg me to fuck you slut... beg me to fuck you sissy pussy" still holding the cock against my opening trying to pull it into me I gave in and begged for what I truly wanted. "Please.... Please fuck me... please fuck me hard" Slowly she entered me until the whole ten or so inches were in. "Fuck yes" I screamed she slipped back and in again slowly building up some rhythm "You like that slut" she said "Fuck yea" biting my bottom lip in ecstasy I continued "Harder please fuck me harder" I answered and she obliged pounding into me harder and harder she lifted my leg up a little and grabbed hold of the spikes of my heels and lifted them higher my knees brushing my ears. She pounded my ass my insides being fucked hard. "Fuck yea harder make me cum" I screamed my legs now over my lovers shoulders. She slammed into me again and out again. She stopped my heart broke "Please don't stop fuck me" I begged she spanked my ass cheek she said "Why da fuck should I do all the work" she pulled the cock all the way out of me and lay down beside me and said "If you want fucked then sit on my cock." So I sat up and straddled her, lifting my skirt up and looked down at the most beautiful woman I had ever saw, she was caressing her breasts with her long red fingernails. I lifted myself up again and found my entrance against the head of her strap on. I parted my cheeks (as if I needed to I was so well greased up with lube and my pussy juice that I didn't need any help.). I lowered myself down onto her cock, until my ass sat on her. I held it there for a second it felt so right my hole full of my lover's cock. I leaned over feeling my insides move around the cock sent shivers up and down my spine. I kissed her deeply and passionately savouring the taste of her lipstick again I started to raise and drop around her dick. Loving every single sensation as I did it, gyrating my hips to give me more feeling. Eventually I felt her slam into my prostate and I focused on her pick tip hitting my gland over and over I guided my pussy so that she was rubbing my cum gland. She saw how intense I was biting my bottom lip gasping in my own little world. She reached forward and rubbed my fully erect cock. I was shooting my load in no time.