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"With that mom pressed the head into my asshole; I felt a pain like no other. Mom tried licking my balls and my ass to get my mind of the pain but nothing worked. "Ma oh my god ma it really burns." Mom just didn't care she jammed another two inches up my ass and started pumping hard. I kicked one foot back and it landed right on moms chest; sending her tumbling on the floor. I stood up still with the dildo jammed up my ass, and as I reached behind me to grab it I could not hold back the tears. I threw the dildo in mom's direction, got under my sheets and tried to stop crying in front of my mom. Mom jumped on top of me in the bed,"My baby, I am so sorry my baby." Mom started rambling apologies into my ear. She held my head tight against her chest and kissed my forehead repeatedly. "I never ever wanted to hurt you Phil, I swear!" I still could not muster words; my tears stopped but I was still very choked up. Mom grabbed my dick from its base; she held it straight in the air. Mom. She have a tiny little waist and a perky pair of 32B size tits. Anyway back to 2 nights ago after my assistant left at 5pm we continue working and at some stage I complained that I had a sore back and Caitlin jokingly offer to give me a massage. I told her I would take up the offer but did not expect anything to happen as I though she was only joking around. But to my surprise I felt Caitlin hands on my shoulder giving me a massage, I turned around and told her that I was only k**ding but she told me that she wanted to as she bit down on her lower lip and giving me a seductive look. At that point I knew where this will lead and I told her that we should lock the office main door and put down the blinds. As I got back from locking the door and putting down the blind, Caitlin literally jump on me and gave me a passionate kiss. As we were kissing my right hand snake it way under her skirt and started rubbing her shave pussy over her g-string and my left hand were busy unbutton her.
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