At 16 I was your average kid in high school. Decent grades played sports. I was on the volleyball and swim teams. I was about 5'7" 130 lbs and in good shape. My girlfriend was 19 and used to be the head cheerleader at our school. She was gorgeous. Her names Donna and she was a freak when it came to sex.
She loved just about anything. She told me some stories of her and another cheerleader when she was still in high school. She also liked it when I would wear her panties when we had sex. I acted like I didn't like it but secretly I loved it. You see I loved trying on my mothers panties when I was alone at home. The feel of the material made me hard as a rock.
Well, about a month ago she was alone at home and she gave me a call. She told me she had the house to herself for the weekend and wanted me to come over. So I told my parents I was going over a friends house and wouldn't be home til morning. They said no problem.
When I got there there was Donna, dressed in her old cheerleader outfit. Man she looked so fucking hot. I was hard in seconds. She said she had a surprise for me. She brought me to her room and opened her closet. Here's your surprise Mick. Holy shit it was another cheerleader outfit.
I asked her who the outfit was for, and with a big smile on her face she said its for you Mikki! Wow this girl is a freak. Well I put up a fight not to wear it just to let her know I'm not that way. But secretly I couldn't wait to put it on.
Then she said Mikki I'm gonna make you into a hot little cheer slut. All I could say was "ok I guess we could do that" So off to the shower with you Mikki we gotta make you smell pretty too.
So off to the shower we went. She spent the next 15 min. shaving all the hair off my body. Wow what a feeling. Then she dries me off and sprayed me with perfume. It smelled so yummy. She then did something I wasn't expecting. She started to paint my nails. I tried to stop her but she told me all the hotties paint their nails. When she said that I turned beet red. I realized then how much I was enjoying this. She preceded to finish my nails and then it was time for make up. She made me look away from the mirror til she was done. The last thing she did was going into her mothers room and coming back with a beautiful red haired wig. She put it on me and messed with it for a minute and then she let me look.
What I saw was amazing. From the neck up I was a smoking hot girl. With just enough sluttiness. I was hard as a rock. She told me to calm down, it's gonna be a long night. So we went back to her room and she handed me the sexiest pink bra and panties. She helped me with them. When I had them on she reached under her bed and pulled out some breast forms. In my mind I'm thinking I get to have tits. That aroused me even more. She the gave me some pink stay up stockings. The feel of them on my legs was mind blowing.
I started thinking, why am I so aroused. Is it the fact that she is making me into her female lover. What ever it was I loved it.
I was finally dressed as a very cute cheerleader if I do say so myself. I was admiring myself in the mirror when I heard a click. I looked over to see her with her camera. I told her to stop but she said no one would ever guess its you in that outfit. She was right. I didn't even recognize myself. So I said ok. She had me stand in sexy poses like you see models do. I was really enjoying it. We took a couple of us together. We were 2 hot bitches.
She said to me she wanted to have sex with me like she did with her ex cheerleader lover. Well I'm thinking what the hell. I'm loving the way I'm dressed and I'm willing to do anything for her. So I told her I'm opened for anything. She told me to just look pretty and listen and do everything I tell you. I told her that I would.
Well she threw my on her bed and started tung kissing me like she was my crazed lesbian lover. She was all over me playing with my fake titties and trying to stick her finger in my ass. Man this girl knows what she is doing. She then reached under my skirt and pulled off my panties. She then told my to turn over and stick that cute bubble butt out for her to see.
There I was doggie style with my ass in the air. She started playing with my hole. I told her to stop. I don't know if we should be going any further. At least there. Donna said, hey Hun your my femme lover and I want to make love to that sweet ass of yours. Besides you promised. I thought about it and thought maybe I might enjoy it.
So the first thing she did was to start licking my ass. It felt kinda good but when she stuck her tongue in me I went nuts. Wow does that feel good, mmmmm she asked me if I liked it. I just stammered out the word yes. She then pulled out her tongue and pushed in one of her fingers. At first it hurt but then I just started loving it. I was pushing my but towards her to get every bit of her finger in me. She knew I loved this. She then said do I want to go further.
What could I say, there I was a cute cheerleader with a hard on having my girl finger my ass. So I said yeah let's go further. Was I in for a surprise. She told me to stay on the bed and get ready for something wild. So off she went to the bathroom.
When she returned you should of seen her. There she was standing there with 5" black leather heels, black stockings and garter belt a black Lacey corset. But the most amazing thing was she had on what looked like an 8or9 inch strap on. My mouth was hanging open and my face said it all.
Donna asked me, Mikki do you like my cock. I was silent. She asked again, Mikki do you like my cock. I was dumbfounded and all I can say was yes. Well Mikki if you like it so much ask me if you can kiss it. So I asked, Donna can I kiss your cock. Well Mikki you are gonna have to ask better than that. Ok, Donna can I please kiss your beautiful cock. She smiled and cane towards me. She then place the tip by my mouth and told me to kiss it.
In my mind in thinking that if you told me yesterday I would be dressed as a girl getting to kiss my girls strap on I would of called you crazy. But this feels so natural. I am loving letting loose of my girly side. I guess all those years wearing my moms panties should of giving me a clue that I'm a freak too.
So I started kissing her cock first little pecks then I started licking it and then I started sucking on her wonderful fleshy cock. The whole time I was sucking her I was thinking of what it would be like to have a real cock in my mouth. I was so into sucking her that I didn't care that she was taking pics of me deep throating her lovely cock. She could tell I was loving this.
She asked me, Mikki are you enjoying sucking my little boy part. I told her yes, I am loving it. She then asked me what can we do next. I told her I don't want you to think I'm gay or anything. No hun I don't this is just pretend. And if you liked boys too, I would be fine with that.
So I asked her, if it's what you want I would love for you to make love to me with your cock. A big smile came over her face and she said of course we can make love together. She then asked me if she could video our lovemaking. No one will see it but us. I told her it would be fine. She then told me to go to the bathroom and dress in the outfit thats in there while I set up the camera.
I was so excited. I went into the bathroom and what I saw was beautiful. She must of been planing this for awhile. On hangers were a lacy white corset with lace panties. Lacey white stockings and a garter belt and long white gloves. I was in love with them. After I put them on I checked myself in the mirror like a girl about to loose her virginity to her boyfriend. I was feeling so girly.
As I came into the room the camera was pointed right at me. Donna then asked me, hey Mikki are you ready for me to make you a woman. I just gave her a big smile and said. Yes I want you to make love to me. She took me by the hand and led me towards the bed.
We started to kiss right away. She was on top of me kissing me feeling my tits and grinding her cock into me. I was in heaven. We continued this foreplay for awhile and then Donna said its time sweety. She had me lay on my back and she slowly removed my panties. She looked at my cock and she said I just love your cute little clitty. She started kissing and sucking it. She stopped and said I don't want you to come if you are still a virgin. So she moistened my bum with her tongue and then it was time. She lifted my legs up to her shoulders and placed the tip of her cock in me.
Donna said, Mikki can I fuck your pussy? I said yes please fuck my pussy. She started pushing. At first I thought I was gonna be ripped In half. But little by little she kept fucking away. It started to go from pain to pleasure. I was starting to enjoy this cock buried in my pussy. I was in heaven. She was starting to pump me hard I was loosing it. I know I'm gonna cum any minute. She is fucking the shit out of me. Then I went nuts, I was yelling fuck me, fuck me, I want you to cum in my pussy. Fuck me harder, I'm your whore use me like one. After about ten minutes of her fucking me I started cumming all over myself. It shot so hard some hit my face. I licked it up. Just like a slut would do. She loving watching me getting off like a slut.
After she knew I got off she slowly took her cock out of me. Then with an evil smile on her face she said. Lick my cock clean slut. In my condition I would of done anything. So I started licking my ass juices and my cum off of her strap on. And yes I enjoyed every minute of it.
When I was totally exhausted from loosing my virginity I asked her how can I please you. She said, Mikki I got off twice while I was fucking your sweet pussy. I smiled and said well I hope I don't get pregnant. We both started laughing. She then asked me if I liked being a girl. I said yeah I guess I do. Does that make me gay. Hell no she said it might make you bisexual. Cause you know how to make me scream.
She then asked me if I ever thought about being with a guy. I started to blush. Well I can see the answer is yes isn't it Mick. I asked her to call me Mikki when I'm dressed femme. Ok Mikki so I guess you want to dress again. I told her yes. And you want to be with a guy. I'm not sure I want to be with a guy. But when we were making love I thought about doing this with a boy. But Donna that would be cheating on you. Then Donna smiled and said it wouldn't be cheating if I was there with you Mikki.
To be continued!!
If you would like my to continue email me. Mikkiluv60@yahoo.com