When I was fifteen years old my Mom caught me wearing her lingerie. I was so embarrassed I almost passed out from fear. She didn't get angry and told me to take off her things and to meet her downstairs in the family room. I trembled as I struggled out of her bra and panties. When I got downstairs she invited me to sit down. Calmly she asked me point blank if I thought I might be gay. I shook my head no and told her I liked girls. She then told me she had known about my forays into her lingerie drawer for quite some time. She said that she was happy to finally discuss her concerns about me dressing like a girl. I was astonished when she said that everything was okay and that it would be our secret. Then she positively floored me when she suggested she could help me develop a girl persona.

All through high school every few weeks, and whenever my Father was traveling we would play dress-up. I grew my hair long and she taught me how to apply make-up. By the time I was a senior in high school I had several outfits and with my slight build I was quite passable. My Mom and I would take day trips and I would be dressed as a girl the whole time. She loved it when guys would look at us. She did encourage me to explore all my desires. I had a girlfriend and a fairly normal existence aside from "our secret". I told my Mom everything. She seemed very happy I told her when I got laid for the first time. I went away to college and opportunities to dress as a girl were very limited.

On one visit home from school my Dad was away on business so we got dressed and drove down to the casinos in Atlantic City. That night I was dressed to the nines. Heels, hose, and garters, sexy stretch lace panties and bra, tight little black dress, and sultry make-up. My Mom flirted with a couple of guys we met a the bar in The Borgata. I couldn't believe it when we were following them up to their suite. She said to just follow her lead and do exactly what she did. We had a couple more drinks and all of a sudden my Mom is lip-locked with one of the guys. I was shocked when she slid down his body to her knees and began undoing his pants. She smiled at me and told me to join in the fun. The other guy stood in front of me with his cock already out. I took it in my hand and played with him, eventually bringing his cock to my lips. I looked at my lovely Mother for a moment with a strangers cook halfway down her throat. I parted my own lips and took his hard dick into my mouth. Sucking his cock came naturally and I began to relish his musky meat on my face. I licked his balls and then held his ass checks firmly as he fucked my face. With little warning he grabbed my head and I gagged as he unloaded a torrent of hot cum into my mouth. I swallowed what I could as he shot subsequent loads all over my face. When I could breathe normally and through tear stained eyes I watched as Mom took her partners load all over her tits.

She grabbed me by the hand and led me into the bathroom where she had me lick the cum off of her. We quickly repaired our makeup and got ourselves out of there. No telling what might have happened if they found out I was a guy, she said. We giggled all the back to our room. My mom and I had sex for the first time that night and again in the morning. That was twelve years ago. I have sucked a few more cocks since then, usually with her. We still fuck, but only when I am dressed as a girl.