The start of something new
Caring leather dom 46M looking for younger submissive bottom to take care of
I kept going back to the same profile. Ask me why and I couldn't tell you. Truth is, I'm as straight as they come, I just love anal play. I blame my ex to be honest. I had brought up wanting to try anal and the only way she agreed was if she got to peg me first. We fought about it because at first there's no way I was putting anything up there to which she pointed out the hypocrisy of that statement. Long story short I fucking loved it. I think a bit to much for my ex because a couple weeks later she dumped me.
Turns out not a lot of women seemed interested in the idea of topping me. I casually dated a couple girls but every time I brought up pegging or a strap on they seemed to peace out of the relationship. I couldn't get the feeling of being filled like that out of my mind though. So after a while I made a faceless Grindr account "just to see". And that's how I eventually ended up on this 'caring' Dom's profile. My eyes kept going back to his package. I decided to close the app and just keep it moving.
Later that day I saw I got a notification from Grindr.
I've noticed you've checked my profile a couple times. Hello!
Hi! Yeah, sorry! I'm just intrigued I guess! Sorry if that was weird haha
No need to be so apologetic boy. I just wanted to let you know that I don't bite ;) What are you looking for?
Him calling me boy made me feel weird but I didn't have anything to lose and I also didn't really think there was any harm in responding.
Well I'm in a bit of a pickle as they say. I'm straight but turns out I love anal play and I haven't really been able to find a girl willing to scratch that specific itch so to speak.
So you did a bit of mental word association with anal play and ended up on a gay app?
Well, If you want your ass filled I might be willing to oblige. Depends on a couple things though.
1. If I'm attracted to you 2. Your willingness to wear leather and/or rubber during playtime. If my profile didn't make it clear already I've got a bit of a kink you see 3. If I'm fucking you, no one else is.
To be honest. I was getting hornier and hornier the longer this conversation kept going on. In my horniness I decided to sent a picture.
Well this is me. I'm fine with the leather/rubber, though I don't have any. And I'm also fine with just you doing that.
You'll do just fine. Some of my old gear will probably fit you. My name is Derrick by the way. You want to set a date?
Nice to meet you Derrick, I'm Steve. And how about next Saturday?
Saturday works. Here's my address. I expect you around 5pm.
And just like that I had set a time and place to get fucked in the ass by a man.
As I rang Derrick's doorbell I suddenly got hit by a wave of anxiety. What the fuck was I doing? I'm not gay. But right when I decided to turn back around and go home the door opened. Derrick was dressed like his picture. Decked out in full leather head to toe. He said hi and welcomed me inside. He offered me a beer which I eagerly accepted. I needed to take the edge off.
Turns out Derrick was a cool dude. We chatted about his work, my work, life etc. When I finished my third beer Derrick asked if I wanted to get down to business. Feeling a bit braver thanks to the alcohol I agreed.
First he took me to his bedroom where he had laid out two outfits he wanted me to wear. One was a leather vest, a leather jockstrap and leather chaps. The other was a rubber catsuit, a leather dog mask and leather mitts. I decided on the full leather look first. When I finished changing he took me in front of a full length mirror. We looked like a kinky gay couple. While I was mesmerized by my leather clad self Derrick stepped up flush against my back pushing his leather bulge between my cheeks.
"You're looking even more fuckable."
Truly at this point I didn't know what the fuck to feel. I clearly liked Derrick as a person and I definitely liked the current pressure on my hole.
"Why don't you try on the rubber option too, so you can make an educated decision."
To be honest I was quite intrigued so I threw caution to the wind and changed again. This time I needed his help to get everything on and when I was all dressed he told me to kneel so he could put on 'my collar' and take a picture. I felt safe behind the mask so I did as he asked.
"Good puppy. Now close those cute eyes for me I want to surprise you with the finishing touches."
Not going to lie I was horny as hell at this point so I just did as told. I heard Derrick open and close a drawer, walk back over to me and fiddle with my collar, cuffs and the back of my rubber suit. A couple of clicking sounds later he told me to open my eyes.
At first I didn't realise what had changed until I saw the locks dangling from my leather mitts. I was effectively locked in this outfit.
Before I could think to much about it Derrick asked me if I'd ever sucked a cock before. I told him that I hadn't. He proceeded to get a suction cup dildo out one of the closets in his bedroom and sticking it to the mirror 'so I could keep track of what I was doing'. He also unbuckled the dogmask and told me to start sucking it like I'd want my own cock to be sucked.
Since sucking another man's dick, real or otherwise, had never crossed my mind I hesitated. Derrick sensing my hesitation told me to close my eyes and start kissing it like I would kiss a girlfriend. I asked him if oral was really necessary to which he replied that he doesn't like using lube so the only way to lubricate his cock is with my own saliva.
So I started kissing the tip, the shaft, the balls and eventually took it in my mouth. Before long I felt Derrick's hand pushing my head further and further on the fake cock.
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