Note: The names and locations have been changed, but the story is real, it happened to me, and it was the best time of my life.
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Every day Carol and I worked together, interacted on a regular basis, and it was always professional. She was like a sister to me. We got along well, we both came from similar families that were very close and we began to share the intimate details of our childhood, lives, and eventually our sex lives (or lack thereof).
Never in a million years did I expect anything to materialize between us, but I had occasionally fantasized about her sucking my cock...she had such beautiful, full lips. So how did it happen? Here it goes...
One night I had a business appointment and Carol had always said she wanted to see how the sales force presented the product that her marketing team supported. I told her that it would be a late night, but she was welcome to come with me to this customer's office, and I would put on the whole dog & pony show for her. She agreed and said she'd even drive so I could review the documents before the presentation.
We had about an hour and a half drive, and as usual, we talked the whole time. About 20 min into it we began discussing our sex lives, and she was complaining that her boyfriend was not into sex as much as her and she was frustrated. She said she wished he would be more vocal, or just be more into the whole thing. They had only been dating for 6 months and it had already become routine.
My story was very similar. My girlfriend and I had been together for over 4 years, and it was vanilla sex...plain and boring. Both Carol and I were horny and longing to have something more.
She started getting more specific...saying that she thought something was wrong with her boyfriend; because he didn't even like getting blowjobs, and she thought that every guy loved that. He was always too tired, or he would lose his erection and blame it on his long hours of work, etc. She went on to tell me that she stayed a virgin through high school and college by giving great blowjobs to keep her boyfriends happy, and because of that she became quite skilled at it.
My head was spinning because my girlfriend had stopped giving me blowjobs about 2 years earlier. She said my cock was too big, it took too long; her jaw would get sore, etc. I am not huge, but I am above average at 8.5 inches and thick. I have had several girlfriends that said I was too big for anal, and my present girlfriend even had to stop me from fucking her pussy deep because it hurt too much.
I told this to Carol and we both said nothing for a while...letting the information we had exchanged sink in. We soon pulled up to the office complex, and the conversation turned to work, and we went into the appointment. The whole time I was presenting to the CEO, CFO and immediate support staff, I kept stealing glances at Carol. I was noticing how full her lips were, and how wet and shiny they were with her bright red lipstick & gloss. I kept thinking about her sucking all those cocks during high school and college, about how many loads of cum she must have had either on her on in her. At one point, during a short discussion by the customers amongst themselves, my thoughts of her milking my cock with her mouth caused a slight hard-on to begin. When I looked over at Carol, I caught her staring at my crotch, and when she saw me looking at her, she got flushed and looked away. That's when it hit me - she was thinking about my cock like I was thinking about her blowing me. Oh man...our relationship was about to change...or so I hoped.
We got a verbal commitment on the contract, and I was to go back in two days to deliver the contracts and get signatures, so we left there very happy. I suggested we stop for dinner, because the appointment didn't end until 6:45, and we deserved a little celebration on the company's dime.
We forced down some bland Italian fare and two beers each. We both had someone waiting for us at home, so we decided to head out before we had our third beer. As we headed to her car, I was thinking about how I could bring up her oral skills again, but she did it for me. As we pulled out, she joked that after three beers, she loses her inhibitions, and it was a good thing we stopped when we did. I joked and said lets go back for number three and she said, "If I have one more I will end up saying what I am thinking and that would be wrong". I told her that we were close enough that she could tell me anything.
"Promise this won't be weird between us if I tell you?"
"Not a chance" I said, anxious to hear her next words.