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Ben took a liking to Five and made her his. She and I had been ‘gay together’ in high school so it was so cool finding two confident put-together dudes who were brothers and were into intense sex games, even if they did make us stop drinking. We were taking business classes, at Merrimac, we would certainly not make it as doctors. But my dad made a ton of money doing something called Commercial Paper for a bank or an investment company or someplace. He is totally clueless, so how hard could business be.Joe and Ben’s older brother Dan had already graduated and was working for Jake, their dad. They were owner-operators who ran two trucks to Texas and the Great Lakes with five drivers. With four trucks and nine drivers they could bid on and win longer, more profitable runs. We got ourselves CDLs and joined them. Now we run three trucks to the west coast each week.One has been Jake’s slave girl for thirty years. Dan, Joe and Ben are her sons, and she has been like a second mother to me.. "Come on, take me in the ass".I then proceed to guide my cock to your exposed asshole. I gently push my cock to your asshole. It's a very tight fit and it's a struggle at first. You groan as my cock gradually makes its way inside your ass. I have to pause and apply more lube along the way but I soon find that my cock is all the way in.Before commencing, "How's that, honey?" I ask to the back of your head.You struggle to find the words. "It's different" you say."Do you want me to go on?" I ask the back of your head."Yeah, take me".I do. At first I gently and tenderly start thrusting, small thrusts. The excitement is immense, the idea of being the first one to fuck you in the ass, but I keep in check as I am fearful of hurting you.Even though I can only see the back of your head, I know that you are enjoying this pleasure of losing your anal virginity, and I can hear you quietly groaning in rhythm of my gentle thrusts. After a while, I start to increase the speed. "Tell me to.
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