1. The Babysitter - Gina


    Date: 10/14/2015, Categories: First Time, Masturbation, Taboo, Author: brianbigdogsmith, Rating: 100, Source: xHamster

    She was about to have her first orgasm by fucking... and I was ready to squirt again... Then I heard it. The electric garage door motor opening up the garage. I looked at the clock, it was after mid-night. I knew it was Dad's habit to open the garage door from about a block away. "Gina, Mom and Dad are home!" I yelled. With that she kissed me one more time and quickly got off my penis. A single pop sound was made as our bodies separated. Gina grabbed her clothes and ran toward the bathroom. I put my shorts back on. Quickly straightened out the bed. I scanned the room with one last look before turning off all the lights... there in the corner next to my underwear was her panties. And next to the bed was her bra. I picked them up, and started to head for the bathroom just as Mom and Dad entered the front door... There was no way I could get closer without them seeing me, and Gina was already dressed and walking out of the bathroom. She gave me a knowing glance, smiled and walked down stairs. As Gina greeted my parents, I snuck back to my room with Gina's underwear. I quietly closed the door as I heard Mom say to Dad that Gina needed a ride home. I looked at the underwear, and decided to put them with Dad's magazines. In putting them in the drawer, I read the tag on the Bra... 36C. I slipped into bed and rolled away from the door. About 10 minutes later or so Mom peeked in. The following morning, Mom asked me if I liked my sitter. Remembering the promise I made to Gina, I said, "She is okay." "Ahem... next weekend your father and I need to attend a regional sales meeting in Kansas City. And at last night's banquet, your father was awarded an all-expenses paid vacation for us in Hawaii for a week the week after. We were wondering if it would be alright with you to have Gina come watch you?" Mom asked. And that is the story of how I lost my virginity, got a girlfriend 5 years older than me, and how women's underwear got into my desk drawer.
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