I am 40 married, and have been bi-curious for 20 years. Last weekend, when my wife had taken the kids out of town, I went cock crazy.
I had my first hook-up on Friday, and wanted more.
On Sunday, after learning that my wife was extending her trip for a day, I posted a Craigslist ad entitled "Chub for cocksucking" which read:
"I am into giving and receiving oral, and want to top for the first time. I love other chubs too.
Message me with a body pic.
Discretion is a must. I am married and 'straight'."
A couple hours later I get a response:
"This sounds like we may be a perfect match, I'm also married and looking to suck for the first time. I'm 25 and in from out of town. I can host at my hotel."
He included a pic, and he had smooth skin, a nice little package, and a belly. He had a hotel room too… he was hosting! And in his second message he gave me his room number…
It took me over an hour to get to his hotel. I was messaging him regularly, to ensure he wasn't recruiting others in my place
When I got to his hotel, I chugged a beer before writing him, "I'm here. Ready?" He responded, "I think so."
I walked to his room, trying to cover up my nerve. I knocked.. and the door opened…
He was good looking! He was blonde, like me. His photo had obscured his face, and I thought he was a brunette, and was surprised. His hair was straight and spiked and he had a styled, thin blonde beard. He offered his hand for a shake, which I thought odd, I'd never shaken hands when hooking up with a girl.
We were both nervous, me more than him. He offered me a beer. We made small talk – I knew to not get too personal.
I told him "You look nice." And he thanked me. I asked him, "Am I okay?" Because I was nervous that I was 40, and chubby. He said "Yes." and smiled..
The room was nice… with a king bed! I sat on the bench at the foot of the bed, knowing we'd need to be in a position for someone to make a move.
I asked if he'd ever done stuff with guys before. He said "A guy gave me head once." Then he asked about me. I was so nervous. I could share with him something that I could not share with anyone else. I said "Two nights ago I gave head."
I asked if he had ever had hook-ups with girls, knowing he'd have had some. And he said "Just a few." I said "Me too. I'm nervous, but this has that excitement of those situations." I was drinking a beer he had offered me as we made small talk.
He had messaged me that he had showered. I told him that I'd like to shower up, and he agreed. Knowing that a move would have to be made, I pulled off my shirt, showing him my hairy body and chubby frame. And I washed up.
In the bathroom, I put my shorts on, leaving my underwear on the floor. When I left the bathroom, I saw him standing, now shirtless in his shorts.
I was not sure what to do. I approached the bed, wanting to lay down. He smiled, and shyly said "You should take those shorts off." I paused, not certain how to react. I began, then stopped. I looked to him and said "Maybe you should take them off."
He came to me, kneeled before me, and fiddled with the button and zipper, and said "I've never taken shorts off like this before.." and then he pulled them down and immediately devoured my cock.
I was in heaven. It was good. I began to touch his shoulders…
To be continued…
Source: reddit.com/r/gonewildstories/comments/3j15zs/i_will_always_remember_last_weekend_part_1_of_2