Beginnings: My First time as a crossdresser (PT 1) - Sex Stories

Beginnings: My First time as a crossdresser (PT 1)

... “Well I know how to deal with that little problem “then dropped to her knees, pulled down my black satin panties and started sucking me off. I came in seconds, nearly falling down as my legs went jelly on me and I had a hard time staying up in those heels. Mikki wiped off her lips and smirked at me, ”You may not think your gay but you sure seem to like being dressed like a girl. Now pull up your panties miss Bobbi (little did I know at that moment that would become my Gurl name) and practice walking around in those heels a bit while I get ready. It’s a couple blocks to the bar and I don’t want you spraining an ankle on the way there.” Feeling a little nervous and excited I downed a wine cooler and couple shots of tequila, admiring myself in the mirror, while walking around the room. I smoked another bowl and felt my nerves calm a lot. Realizing that there wasn’t much room to walk around in the cramped dorm room I told Mikki I was going out to walk the hallways. “Fine” she said ”I’m not going to be ready for about 20 minutes. Just don’t get picked up by some guy before we get to the bar.” “HaHa, you’re soooo funny!” I retorted and slipped out into the hallway. There was a girl letting herself into her dorm room who glanced up “Kayla, you’re looking good! Hot date tonight?” I was startled and blurted out in a breathless high pitched voice “Oh I’m not Kayla. I’m umm… her cousin Bobbi” The girl took a closer look at me and said “Oh, wow you could be s****rs. Well you look great ...

... anyways, are you going out with Michelle tonight?” I nodded “Well don’t let her get you in trouble. She can be a wild one at times. Have fun!” I mumbled thanks and walked away down the hallway. Not trusting my ability to deal with stairs in those heels yet I crossed over to the next wing of the dorm which was the guys’ side as it was a coed dorm. There were a few guys in the hall talking and they definitely took notice as I walked by whistling and making lewd comments. I didn’t say anything and walked by them without looking at them. “Stuck up Slut” one of them commented as I walked by. “Ha! If only they knew” I thought to myself. I walked around the dorm for about 10 minutes to get used to the Come Fuck Me Pumps Mikki had put me in and made my way back to her room, earning more admiring looks from the guys and a few jealous glares from some of the girls. When I got to her room she wasn’t quite ready so I loaded us another bowl and handed it to her.”So I heard some whistles out there. I told you the boys would love you” She teased. I didn’t say anything but blushed a deep red. “Oh don’t worry, we’ll have fun tonight and it will be our little secret. Come on let’s go I’m ready.” With that she threw on a jacket, grabbed her little purse and handed me Kayla’s. “Open it up and memorize Kayla’s info in case they ask you at the door.” I did this, noting that she had put the red lipstick I was wearing along with a powder compact and some blush in the purse. I also noticed there were ...