I've always had a fetish for cross-dressing. Something I've kept a secret from my wife since she's made it plain she does not like to see guys in womens clothes. I have always fantasized about being forced to cross dress and being humiliated-like scrubbing down the house, or some other 'womens 'chore like laundry.
Well my brother-in-law (who is gay) came to visit and was helping clean up the basement and found my stash of clothes and toys. He kept it secret 'til we were alone then threatened to tell if I didn't put on a show for him. Even though this was a dream of mine I wasn't into doing anything with 'family'. He insisted I show him what I did with those items or he would tell my wife .... so I started to strip my clothes off, pulled out a med. butt plug and with my cock steadily swelling and him leering at me I bent over and inserted it in my ass-just the tip until I relaxed enough to pop the rest in. With him breathing heavy and starting to strip his clothes off I continued with my pleasures, by this time my cock was fully swollen and my shaved balls were drawn up tight, I looked over at him and he had his long slim penis in his hand stroking away with a slight smile and a wink I slipped on my favorite dress-a bright pink mini skirt that stopped just below my ass cheeks, then I slipped on the white thigh high stockings with my plugged ass toward him. He kept prodding me on telling me what slut I was and making me walk around the room bending over to pick things up. Then he told me to start jacking my cock-I needed little prodding and as I stroked my cock he came over to me and suddenly pulled the plug out of my ass then popped it back in in rapid succession, causing me to blow my load all over him and the floor. My cock is throbbing right now just thinking about our little secret-I wonder what his next visit will bring!!