We were taking her younger sister as a High school graduation gift. As background, I am a 28-year-old Stock Broker, my wife is a gorgeous 24-year-old Marketing researcher, and her 17-year-old sister was getting ready to go to a small Eastern College.Both my wife, Ann and her sister Dawn are blondes with great athletic bodies. They are very close despite the age difference, and I honestly had never looked at Dawn as anything more than a k** sister myself.Anyway from Florida we took a small 12 seat prop plane to this tiny resort Island looking forward to a week of snorkeling, tennis, and lots of sun. There were 6 other people on the flight, a couple in their sixties, 2 business men, and two other guys who appeared to be from the Islands themselves.As we gathered our luggage, the three of us were the last to head into the small customs area. The 8 guards that were working there were all rather large and very dark black men in Khaki uniforms with short pants. Each had a sidearm and. She wouldn’t fuck doggie-style and her asshole was totally Off Limits.”So obviously they’d never done anal … and by this point in his maudlin monologue my wife is outraged at what an uptight bitch Mark’s ex is. She shot me a look and I understood what it meant. My heart started to beat faster and my prick started to get hard.My wife asked him, “So you’ve never had anal sex?”“No,” Mark said.“Would you like to?”“Well … yeah,” He said, “But that’s not likely gonna happen anytime soon.” And then he fell back into his funk.My wife looked at me and smirked. I don’t know what Mark was thinking or if he was thinking at all. Maybe he was so far down in his funk he didn’t pick-up on the fact my wife was suggesting something. Maybe he did & chose to ignore it, fearing he’d embarrass himself if he’d misunderstood. But he dropped it and didn’t pursue the matter further.After a while, we got out of the hot tub and went inside. My wife followed Mark into the family room. I moved into the kitchen.
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