My first experience with an strap-on occurred when I was in the military. I was 18 years old and attending an electronics school as part of my training. One of the classes I was required to take was taught by an forty-ish woman who was attractive and seemingly non-chalant. Part of our class required us to be continually tested on the information we were receiving, and the instructors were required to give us the codes before we proceeded to the testing area.
 
One day I was ready to take an test, so I took my test sheet up to the instructor who filled out the test code portion and I then returned to my seat. Looking down I realized the instructor had put too many numbers in the test code area, so I returned to the instructor. When asked about the error, she said those were the digits for her phone number and that I should use them. I called her later that night, and after some hot phone sex we set an date for the following evening.
 
The next night, the instructor picked me up at the base, and proceeded to take me to her house for some "dinner". Upon arriving, we had a few glasses of wine and started some heavy petting. The instructor, Sarah, started to undress me as we were heavily petting. Since it had been awhile since I had had this kind of fun, I was rock hard and ready to go. I noticed I was completely undressed and Sarah had yet to take off one piece of her clothing. When I commented, Sarah said she was going to go slip into something more comfortable.
 
Sitting on her floor with an huge erection, I heard her call my name and went into her room where she was attired in an black corset, garters, stockings and high heeled pumps. The room was now dark except for a few glowing candles. Sarah told me to lay down and started to give me some great head. She had positioned her hot pussy over my mouth and was grinding herself on my ever too eager tongue. I didn't notice that she had secured my hands to the headboard while she was riding my face to orgasm. After she had come down i asked her about my situation, and she said she really gets turned on when she is in control. I was so horny I couldn't have cared less, since I still needed some relief.
 
Sarah left the bed and returned with some padded cuffs for my ankles, which she immediately buckled. The anklets had pieces of rope attached to the buckles, and she pulled the pieces of rope thru the headboard, slowly drawing my legs back to the position my hands were in. This action exposed my ass, and got me very concerned. Sarah secured the ropes and started to give me some great head once again. Just as I was about to come, Sarah stopped and once again got off the bed and left the room.
 
When she returned she was sporting an six inch cock strapped around her waist. I immediately voiced my objection but she again got on the bed and started in giving me head, telling me how great it would be and how it would make her cum. While sucking my cock, she started putting first one and then two fingers in my ass, and I had to admit it was going to make me cum. All the time she was telling me how much she wanted to fuck me with the cock and how good it would feel. Still stroking my cock, she got between my legs and positioned the dildo at the opening of my ass, and started to slowly slip the end inside while watching my eyes. Seeing no hesitation on my face, she started to push her hips forward and the cock into my ass. After some vigorous fucking, and her telling me how I was "her bitch", Sarah sunk the cock deep inside me and had an huge orgasm. This was just the beginning of an highly erotic relationship and way of sex for me.