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I was certainly not at my best. So when my mom suggested that our family go on a cruise for spring break during my senior year in high school, I gladl... accepted. This is where my story begins. We got on the cruise ship around noon on a Sunday in March and the first thing I did was to go find food. When I got to the buffet, I was awed by all the options for different types of food. I filled a plate and sat down on the back of the boat watching the busy port and thinking about the trip. I figured. Gawd I said I feel like I just sat on a beer bottle as I stood up on shaky legs and we all watched as a big glob of cum slid out of my gaping hole hanging on by a long string before breaking and plopping to the ground before the next lot slid out clinging to my leg as it slid its way down before stopping at my knee. John and I both started laughing before big boy giggled then pecked me on the cheek and said Thanks Maam, that was awesome and waddled off towards the carpark just like that! I was. “Quick!” She pulled up the skirt of her dress to reveal her naked, shaven cunt. I realized her purpose and quickly unzipped my fly to release my erect cock. I needed to enter her quickly without marking the dress. There was a park bench nearby and Ginny quickly bent over it to offer me her rear. I knew she liked anal play, we had talked about it in almost every cyber session to date. But we had five minutes at most and ‘anal’ and ‘quickie’ rarely go well together. I slid myself into her. I had my hand under her skirt and feeling the throbbing cock through the layers of under things. This was so unreal I was actually getting a fantasy fulfilled. Or so I thought, until Brittany moved my hand and said that she never had sex in drag. “I only make love as a boy.” Oh well, I had no real problem with that except that I hid my disappointment as best I could, something I was sure Brittany had to deal with all the time. She asked if she could take a bath and get out of the make up. “I.
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