| I was 20 years old, single and working at a small factory in Iowa making industrial tanks. I was asked to accompany the sexy 44 year old sales manager lady to Chicago for a trade show because the engineer who normally went with to demonstrate equipment had just had shoulder surgery. I was flattered to be asked, it was a chance make an impression with the bosses at the company. I had seen Elaine around the plant a few times. Very pretty and always dressed sharp. Her DD perfectly shaped tits were impossible to miss. Elaine was old enough to be my mom, but my mom didn’t have a body like that. I got to know her a little on the plane ride and later that night we had dinner at the hotel. She was a good listener and knew her shit about the equipment we made. It was a 3-day trade show and Elaine and I became good friends and she started getting flirty and touchy with me. On the second night we had another fancy dinner at the hotel all charged to her American Express card. We drank a bottle of wine with dinner and talked about all kind of things including her bad marriage. Elaine asked me if I wanted her to order another bottle of wine and take it back to her room and watch a movie. Fuck yeah! We never opened that wine and we never watched a movie, but we had hot steamy sex for hours. The next and final night in Chicago we ordered room service and I spent the night in her room. We continued the affair for three years after we got back to Iowa. Elaine got me a job in sales and groomed me for a successful career in sales. The company was sold in 2005 and I ended up taking a sales job in Indiana. I run into Elaine a couple times a year at various trade shows. She’s in her mid 50s now and just as hot and fuckable as ever. I’m married now and have been totally faithful except for those times I get to see Elaine when we fuck like a couple of horny teenagers. |
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