This story takes place in real life. These events and narrations are my personal memories.
I've always been into hairy guys since I was young. I loved being around my dad's "bearish" friends. I liked how they looked, mostly. Then, I managed to feel it for the first time, sexually, when I was 18. It was amazing. So soft, and so warm. And not to mention adding to the butch look of the guys that have it. I consider myself a cub, by my definition. I'm a small guy, 5'5" and 215 pounds. I had just lost a job as a technician at a computer company and I was desperate to find something to make ends meet, if not temporarily. I applied for a cleaning company that was starting up at this particular location, as they were from out of state. The first night in the building, everyone was there, even three bearish guys. One in particular caught my eye. He was in his 40s, my height, and a little chubbier, with salt and pepper hair that was balding and a salt and pepper gotee. He looked positively furry, and I know what a sucker I am for big Daddy types.
Eventually, through appropriate circumstances, I came out to him. I figured, why not, maybe he's gay too. Wrong. He had a couple kids, an ex-wife and a girlfriend. Oops. I still didn't give up. I talked with him some more, and found out he's into leather and is a dom top. Not to mention ex-trucker and biker. WOOF. I managed to proposition him once, and that was met only with a laugh, and me being rather red in the face. At least he took it well. :-) The second time, I was wearing a bear related shirt, and joked that if he was looking for a cub to play with, why not me. Of course, since we worked together, it was against work ethics. I've recently lost the job (I had another one in the day) and I finally got the balls to email him, since we exchanged emails on the night of my firing. We are still 'friends' I guess. I prop him again through the email, and I get this reply...
"Send me a full frontal nude pic of yourself...hard cock of course...and I'll think about it. And you will call me Sir...understood? Do as your told and I may allow you to suck My cock after I've tied you up and spanked your ass to a rosy red glow."
Yikes. He actually wants to try it. I send him a couple shots that he asked for, and called him Sir when 'speaking' to him. I apologized for sending two pics, but I wanted "Sir" to get a better view of me so he could consider playing with me. (And me bagging another str8 guy. Woohoo!) I then got this reply shortly after.
"Very good boy!
I was pleased with your photos. you have a nice body. I like your titties and your purple cock. Did I see something glistening on the end of that cock in one of the pics? I think you must have been excited about showing off your body to me...were you? Did you masturbate afterwards? I think I'm going to enjoy playing with you. What is your availability on weekdays? I have plans for this weekend, but I'm available, (as you know), on weekday mornings. Let me know this weekend and we'll plan something for this coming week. Until then, send me an email detailing what you would like done to you...what you would like to do for me...whatever excites you, and if there's anything that you've always wanted to try but never have. And if you want to include any more pics of you like these last ones, I would again be pleased.
Be safe boy,
Sir"
Wow. He actually likes my body. He would enjoy playing with me (ANOTHER MAN!) being as straight as he is. Go figure. :) I was thinking about what to write to him but I was so shocked, I haven't thought of anything yet. Mmm, I can imagine it now, that big furry belly rubbing my ass and back while he slams into my virginal cubbyhole. (Yes, virginal. I've tried it three times, with a few sizes, dry and lubed. Note to self: Dry anal bad! LoL.) The feel of his cock rubbing my prostate, milking it with every shove, sending me over the edge. "Don't cum yet boy, save it for later. I've never tasted another man's cum and I think yours would be especially delicious." I wish he would say that. That would be so hot. We have yet to hook up. I will continue in a future post.