She raised up on her tip toes and said what's wrong, don't I look OK? I said baby you look like a woman wanting to be fucked . She smiled and said thank you I was going for that look. She blew me a kiss and said I'll be back with a tummy full of Tim's hot cum. I said have fun. Just as she was about to leave she said oh yeah I left something on the bed go get it. I returned with the smallest chastity device we have. She said put it on right now. I started to protest but she cut me off. Do it she barked loudly. I took off my pants and underwear and out popped my semi erect dick. You are already hard she questioned. I said just seeing you look like that makes me hard. She walked over and grabbed my balls in her hand. She squeezed them hard. I raised up on my toes as I held back a scream. When she let go my cock was completely soft. Now put it on she ordered. I slipped the ring on and pushed the tiny little cage over my limp dick. She had the lock pin on the key and she slid it in and. That kept my hungry asshole full of cum any time I wanted it all the way through college. A few weeks later, when my sister was again babysitting me, I was awaken to a loud fight I heard from my sister's room. I don't know what it was about but I did hear my sister tell Jess to “get the hell out!” I jumped out of bed and went to my door and saw Jess leave my sister's room, I opened my door and motioned him to come into my room. I was nude and got a little stiffy and asked him not to leave and led him over to my bed. Without saying anything I laid face down and spread my legs. Jess got the idea and wasted no time taking off his clothes and getting on top of me. He asked me if I had any lube, which I did but before he used the Vaseline, he spread my little ass cheeks and started to lick my hole. He slowly started to tongue fuck me which I thought was the best and then changed positions, got on top of me and lubed my hole and his rock hard 7” cut cock. Slowly he started to enter.
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