She responded well and but my cock not even went inside. I spit a lot over her ass hole and tried to lubricate it but no improvement. She asked me to ...apply some oil or Vaseline over there. I applied Vaseline on her ass hole. I applied more Vaseline over my condom. It gave me some lubrication. My tip entered into her ass. She screamed loudly due to pain. I did it with more pressure. Half of my penis entered in it. I started to fuck her ass. It was superb feeling. I did it for few times. She was. "Jeremy, I know we went through the Leaks, but do you think there's anyone here who might have accidentally found out about what you were doing? Anyone you asked for help with the program?" No Mistress, I worked on the code here, but I did not ask anyone to help out. There isn't anyone here who would know about it who wasn't captured." Anyone who expressed an unusual interest, wanted to know what you were doing? Someone who might have had access to your computer, a lab partner, girlfriend?" No. After pulling the tab off the can she looked at it close and then took a drink from it. She made a face and passed the can to me, turning back and opening a cola for herself.She sat back where she had moved from and I saw her wince and shift position when she sat."How is your behind," I asked fumbling for the correct word, not wanting to say ass.Gay looked at me almost like she wanted to reply with one of her smart remarks however just before she spoke, her face softened and said, "It's very. The lad was fascinated by that asking “why she had allowed that” and questioning “did she enjoy it too?” That stopped her for a moment; she thought about the whole question then slowly answered “truthfully in the case of the nailing, I hated the thought that he was going to do it to me, the anticipation was terrible, but exciting and the act so clinical, me having to submit each breast one at a time to his will, but it was a truly submissive act, and it proved to him I would do anything for him.