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CD cabin part four
When I asked Steve if he had any bi experiences I expected him to deny any he may have had. But he stood there for a minute, I'm sure he was debating telling me or not. As we eat dinner he finally starts to talk, telling me about one business trip he was on. It was a sales meeting in Chicago and he was representing the company he works for. He sometimes travels as a team with other sales people but he was alone on this trip. It was the last day of a three day event when he was at the hotel bar that night, most of the others at the meeting had left the hotel. He was having a few drinks talking to one of the salesmen from another company and having a good time. After a few too many drinks he tells the other guy he was headed to his room, with that the other guys said it was still early yet and they were having fun. He made up and excuse that he was about out of drinking money so it was time to stop. The other guy tells him he has a few beers left in his room and to come help his drink them. Steve figures that he will go for one beer but didn't really want to spend the entire night there.
They pay their tab and head to the other guys room. They start talking about one of the female sales reps that was at the meeting and how hot she was. Steve couldn't deny that, she was definitely a hottie. The other guys says that he thinks he was hard the entire meeting and they both laugh. Steve agrees that she could get any man hard just looking at her. Just thinking about her now he can feel himself getting hard, the more he thought the harder he got until he finally had to adjust himself. This did not go unnoticed, and the other guy asks if he is getting hard. Steve admits that yes he was and the other guy says 'Show me'. Steve doesn't know what to say now, this guy is asking to see his cock? Feeling the beers and giving into pressure he stands up and unbuttons his pants thinking the guy will laugh and say he was only kidding, but he doesn't. So he keeps going until pants are open and he starts to pull them down. Now he is in his underwear with his pants at his knees he puts his thumbs in the waistband and asks 'Are you sure you want to see it' The guy responds 'You don't have the balls to do it'. Always up for a challenge Steve lowers his boxers and out springs his cock, standing at full attention.
The guys smiles and says' I never thought you would do it'. They both laugh and Steve starts to pull his boxers back up when the guy tells him to stop, he wants to compare cocks. With that he stands and pull down his own pants but he isn't wearing underwear and his cock jumps out as soon as it clears him pants. Now they are both standing there with their cocks in full display of each other. This is new territory for Steve, not since he was a teenager was he alone with a guy looking at each others cocks. The guy tells him he is almost 7 inches and asks how big he was, Steve responds that he didn't know even though he knew damn well he was a shade over 7. The other guy walks over and puts his cock right next to Steves, holding both to get a good measurement. Steve admits to me now that he was extremely turned on at this point and harder than he has been in years as they guy starts stocking both of their cocks together. The other guy drops to his knees and starts kissing Steves hard cock and soon takes it in his mouth. Steve stops telling me the play by play action but admits they both sucked each others cocks that night.
He then tells me how he started having fantasies of gay sex but never acted on it. At times it is all he can think of and I tell him I knew exactly what he meant, that I have thought about it for over 20 years and how common it is for older guys to at least think about it. He asks me to tell him details about the times I was with other guys, what I did and how long ago. Now I have been with quite a few guys over the 20 years or so since I first began sucking cock as an adult, not counting the time as a teenager. I'm not sure how much I want to tell him so I tell him about my first time. I was mid forties and had been thinking about cock for a year or two. I went on a gay website and was chatting with a local guy, I told him I was looking to suck cock and we set up a time and place to meet. It was at a park and we walked into the tree area and he pulled down his pants. I had told him I wanted him to use a condom and he was ok with that so I got on my knees and took his cock in my hands and unrolled the condom on it. I took him in my mouth and tried my best but I couldn't make him cum. He ended up jerking off as I watched and offered me a BJ but I told him that I just wanted to suck him. We parted ways with me now classified as a cocksucker.
He asked if that was the only cock I had in my mouth and I admitted to him that it was not. It was the first of many but I didn't tell Steve just how many. He then wanted to know the times I was with other CD's. I told him about the time I as chatting with a CD about 20 miles from me and we set up a date at her place. She ran an Air B N B in this old house. She lived in a small section of it and we set up a lunch date. It was in a fairly small city and I planned on driving over there dressed, which I did. I parked my car and walked to her back door as she told me to. I was wearing a miniskirt with either stockings or pantyhose, I don't remember. I also had on a blouse with a bra with water balloons as boobs, this was very early on in the whole cross dressing process. I also had on my first pair of high heels and the first wig I had just purchased recently. It felt so hot walking for my first time in a public place in broad daylight. She askers the door and lets me in.
We sat and talked for hours and never even ate lunch. She posed for some pictures throughout the house but didn't take any of me. We talked about our clothes and she asked what I put in my bra for boobs. She laughed when I told her and said she had bought a pair of silicone boobs that were too big for her and would give them to me. I offered to pay her but she insisted I take them, I still have them and use them regularly. The closest we can to sex was when I showed her my panties and I remember her on the floor looking like she wanted to suck my cock. We had a good time that day and promised to do it again but never did. We eventually lost contact with each other.
We clean up our dinner mess and roll the grill back into the shed to keep the bears away. It's a beautiful evening and we plan a fire in my fire pit and gather wood from the wood shed and load it in the back of his truck. I offer to split some for kindling and he laughs at me doing it in my miniskirt and heels. I didn't think it was a site but he sure did, but he must have been enjoying the show since he didn't offer to help. It is still light out so we take a walk in the forest, again he laughs at me in my heels as a stumble around, half hoping I will fall into his arms.
Stay tuned there is yet still more to CUM!
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