It hurt like crazy as it tried to split my cheeks and I let out asqueal. She pulled back a bit and tried again with not much more success.I let out another squeal a bit louder this time. I felt her pull thatthing away and not a second later a bottle of lube landed next to me onthe bed."Go ahead Jill, get my cock wet for you," she said as she held me inposition.With that I popped open the bottle and poured a generous amount in myhand. I reached between my legs stroking her cock a few times making sureit would slide freely and without causing me such pain. And then I wipedmy hand and the rest on my sissy pussy. It seemed as soon as I did and Ireturned my hand in front of me she pushed it deeply into my void. I letout a very loud moan as she had no trouble this time. She buried it allthe way in me and wiggled her hips as she ground hard against me. I feltlike she was going to tear me apart and was reaching halve way up in mewith that thing. It always did feel good though or I would be. It really did hurt and by the end, I was teary-eyed and sniffling. Now are you ready to do what I asked? ?I cant. I’ll get in trouble with Brian and Lucas.? Do you want me to double your punishment to 40 more lashes? ?No, Sir I don’t. But what if I get in trouble?? What’s the worst that could happen? They tease you more than they already do? They will tell mommy and daddy who don’t give a shit what happens around here? You get grounded and cant talk to your friends? What friends do you have? Now, just do it and show all those people the submissive whore you are. He was right. What did I have to lose? It was something that would excite me. Still, I was extremely nervous. I gathered all my courage, took a deep breath and opened the door. I felt the breeze brush against my half-naked body and the music and voices seemed a lot louder than it should have. I took a quick look in the full-length mirror and saw the stain in the.
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