"Please don't tell anyone!" my best friend, whom I will call Dan (not his real name), pleaded after I had just found a gay porn magazine on the desk next to his bed.  "It's not what you think!  It's my sister's."  

I didn't believe a word he said as I flipped through the pages.  The magazine was older and had obviously been flipped through numerous times.  "You don't have to lie to me bud, your secret is safe with me," I said.  Little did he know I had my own secrets to hide.  I had been crossdressing for about five years almost daily, even shaving my legs during the summer so I could wear a bikini or one piece at the beach.  I was kind of tall (almost five eleven) very thin, had long legs and a cute round ass, little body hair and very feminine facial features.  I also had unlimited access to my sister's clothes and makeup after she caught me dressing one morning and was cool with it.  I had been fantasizing about having sex with a guy for months but wasn't really attracted to anyone I knew.  I was very flexible then and routinely sucked my own cock and learned I loved the taste of cum.  I even banged myself with a cucumber to feel what it was like to have a cock in my ass.  

I asked him to be truthful and asked him if he was gay.  He seemed to relax and said, "I understand if you don't want to hang out with me now, but please, if anyone knew, you know what would happen.  I'll be a target."  In our circle of friends, he was right.  He would be ostracized and probably a target for violence.  I faced the same danger, but I didn't tell him that.  

I let the issue drop and we went about our day.  That night, I couldn't stop thinking about my friend as a possible playmate to act out some of my fantasies.  I devised a plan to take things to a new level.  

Since we lived on opposite sides of town, we often met up somewhere before pillaging the town in whatever manner we could find.  I decided that I was going to give my friend the surprise of his life, and have fun in the process.

I called Dan to see if he was up to another Friday night of mayhem in our little town.  He said he was so I told him to meet me by the playground at the park by the high school at eight thirty.  He agreed.  My parents weren't home and my sister was working so I had the house to myself.  I shaved my legs, rubbed myself down with some sweet smelling lotion my sister had, and put on full make up just like my sister had taught me to do.  I took a wig my mom used to wear and put that on, before I dressed in white lace panties and bra, short cut off "Daisy Duke" shorts, and a tank top.  I put water balloons in the bra and was sporting a DD rack when I was done.  I wore a pair of wedges my sister had that fit me and made a pretty passable eighteen year old slut.  

I slipped out of the back of the house and exited via the back gate before walking toward the park.  As I walked down the street, I got a lot of wolf whistles and looks as the cars passed by.

I got to the park before Dan did and lingered at the front of the Administration office until I saw him walking across the park toward the playground.  I took an intercept course and walked toward him.  He started looking around and saw me walking toward him and seemed to get nervous like he always did around girls.  I walked up to him and said, "See, you aren't the only one with secrets."  He stared at me for a few moments, then realized who I was and said, "What the fuck!?"

I said, "Now we both have secrets.  I have something for you if you want it."  He just stood there as I walked up to him and put my hand on his cock.  I felt it immediately start to swell as I touched it.  I began to rub it and it magically turned into a throbbing python.  I took him by the hand and led him behind a utility building next to the playground.  

I kneeled in front of him and unzipped his jeans.  He offered no resistance.  I pulled his cock out from the hole in his boxers and was impressed with its size.  It was about eight inches long and beautifully shaped.  As I kneeled before him, I looked up into his eyes and started to noisily slurp the precum off the head of his dick.  

Dan stood motionless as I began running my mouth up and down his shaft, taking him inside my mouth and sucking his cock like a porn star.  I looked into his eyes, which were now closed, as he gently put his hands around my head.  I mimicked every cock sucking porn star I had ever seen as I sucked his cock and licked his hairy balls, moaning as if it was the most pleasurable thing I had ever done.  He also started moaning as his orgasm started to build.  It only took about three minutes until he started shooting streams of cum into my mouth, moaning and grunting as he did so.  I let him cum a little on my face and eagerly slurped up every drop of cum I could.  His cum had the same salty sweet taste as mine did, and I swallowed his juice down and wiped the cum off my face before licking it off my fingers.  

I licked him clean and stood up.  He stood there with his now limp cock sticking out of his pants.  "I thought you were a real girl when you walked up,"  he said.  "I never figured you were gay too."  

"I'm not," I said.  "I like girls too, but I wanted to be with a guy since I started wearing women's clothes so much.  I thought we could help each other out, you know?"  

Dan and I went on to meet almost daily, either at my house, his house, or somewhere in between for almost a year and a half.  He took the cherry on my ass and I continued to be his "girl" until he left for the Army.  After he left, I never saw him again.  I hope he will always remember our time together as a good thing.