The next real "break through" for me and anal happened not more than a few months later. I had a thing for phone sex as a teenager and from a friends...dad's supply of porn mags I hit gold. I stumbled across a phone sex line that did call backs. It was about 1995 and you could phone their operator up and agree to pay by postal order. How cool was that for a horny boy! Then within ten minutes a phone sex girl would call. This was my parents house, but it was a weekend, they were at some function. We took a shower and re-dressed for the evening out on the town.Upon entering the club we noticed two images right behind us as we were waiting for a table. It was Kenny and Sherry. We all talked for a few minutes and then asked to be seated together. After a few laughs and some light talk with them we decided to head back to the hotel for another quickie and told them we would be right back after we had something to eat. We got to the room and neither of us could wait, the excitement was build. At this point, I suggested we change the game. Joy asked what I had in Mind, I said “lets play Truth or Dare.” Surprisingly enough everyone agreed. Joy started the game with a truth question for Mandy. She asked if she had ever swallowed before. Mandy answered yes. Mandy dared me to take my crank out. Once I had it out it was my turn and I had what I wanted. I dared Mandy and Joy to 69. Mandy pretty much said hell no, so I asked, “Why not?” Joy said,” Why should we do that, none of you would. Wait here, just like you are, while I get one from the basement.”It felt nice having Mrs. Vance touch his penis as she guided it into the plastic cage. Tommy was certain he could tolerate this for the month between now and prom. Denise was worth a little pain and embarrassment.“Now that you are properly caged, there are some other lessons that you will need to learn before you can spend any time alone with Denise.”“I’m ready ma’am”“The first two that you need to learn are house cleaning and.
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