After talking to him for over a week on Squirt, I knew he was the right guy to break me in. Ken was in his mid-50’s, had a nice body over 6 foot. He...knew I was new to crossdressing. The agreement was I would follow his instructions and never question him. He told me what to wear before his arrival. Black wig, black & pink high heels, black tube dress that tightly covers my butt and black thigh-high nylons. I was to be fully shaven, not a speck of hair, full make-up, and red nails. He said he. They laid me back on the seat and each took a stocking covered leg in hand. They both started sucking my toes and stroking my legs and I just loved it. One of them grabbed my cock and the other started pumping the plug in and out. After a few minutes of that I started cumming again and it felt like I would never stop. I decided it was their turn so I had Friendly go around to the other side of the truck and I started sucking on his hard cock. While I was working on him with my mouth I reached. More

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