i used to have a FWB like that, she was totally awesome and used dildos on me with skill, she could stroke and pound me with perfect rythym. It was mainly one sided, and we did kiss and i did go down on her for 3-4 minutes at time. She didnt go down on me but it was still so enjoyable, i would or she would stroke me off at the end. She was my sexy makeshift tranny!
I went out on a surprise date in the early 80s and met this sexy chick at a bar grabbed me by the balls and started stroking my cock at the bar telling me that she wanted to fuck me telling me she wanted to take me home to her place. To make a long story short, I went to her place. We ended up in the shower and she meticulously washed my asshole. Grabbing my erection, she led me to bed and asked me if I had ever been fucked in the ass? Truthfully, I told her I’ve had my asshole played with, and licked, but never fucked since I was straight. She started attaching a leather harness to her waist and pulled out a drawer and pushed an 8 inch dildo into the harness, making sure that it pressed against her clitoral region. Seeing her transform into a shemale it was definitely a turn on. Like a naïve little boy, she put me on all fours over pillows and slowly treated me to the experience of getting fucked in the ass for the very first time losing my virginity to this beautiful lady. I definitely got fucked in a way I never imagined, and I never did get a chance to fuck her and she invited me back many more times with the same results.