Author: caseyhart9

The Business Trip, Night 2 [MFF]

I’ve said this before and I’ll say it again – nerds fuck.

I don’t know why the idea of the sexless nerd still exists. Because every now and then I find someone like Miss E (name changed for privacy), who wrote this on a profile about herself:

The way I have decided to live my life is similar to the Harry Potter world. The wizarding world knows about the muggle world but only a few muggles know about the wizarding world. So Miss E is part of the wizarding world. If we meet in the muggle world, refer to me as E (I can explain it is a special nicknames for special friends) but don’t out me as a witch.

I sent her a quick message – “I love the Muggle Clause. Which makes me have to ask – which house?”

Now, she knew on her profile there were some amazing pics of her tits and dick-sucking lips, along with a fun list of kinks that she likes to do. Instead I opened with Hogwarts.

“Haha it’s my favorite thing – my friend came up with it! :) Ravenclaw,” Miss E wrote. Read more »

The Business Trip, Night One [MF]

Four nights

Night 1:
My road trip didn’t get off to a great start. In the space of 15 minutes, I got a speeding ticket and two messages from girls I was wanting to play with.

The first girl wanted to wrestle. She was 5’11, only three inches shorter than me. The thought of taking her on was thrilling, because I wouldn’t have an easy win. She also had a pretty face and great tits. But she was also hosting a friend from out of town, and felt guilty being a bad host. Ultimately, she had to say no.

The second girl, was one I found a few weeks earlier, and she was at the time in no shape to be a play partner. She was going through the stages of a break-up and didn’t really notice it when she first started chatting with me. The week before she had been to her first dungeon, and she allowed a Dom to play with her with a shock baton. She really loved it, but she didn’t tell her then-boyfriend about it. I could see the start of a bad pattern, so she got some hard questions from me. Read more »

A Hot and Steamy Blowjob [MF]

I have to admit, I can’t remember if this is a dirtyr4r or RAOBJ success. All I know is that I sent her a message, got my cock sucked, made her cum, came on her face, then sent pics of the mess I made to her boyfriend.

Really, a typical Friday night.

The ad was fairly straight-forward, and it asked that I provide certain details like my age, location, and when I’d be able to play. It also said that face pics were a bonus, but like an idiot, I replied from my computer. If I had used my phone, I would have had no problems sending a face pic. So I waited for her to reply (she did), and made sure I sent a face pic that time.

After a few quick, literate message back and forth, we switched over to a chat app for verification. Right away I noticed her profile pic – I love a good pair of lips. We flirted a bit more, and I asked her about what she was wanting in terms of a scene. It was more than likely going to be an oral-only night, which I didn’t mind. Read more »

The Assistant/Fucktoy and her Itinerary [MF] [BDSM] [Rough]

I love a good power negotiation in BDSM – setting up limits, designing a “scene,” making it seem completely insane, then actually committing to it.

That’s why when I found a cute little kitten type in a city I was flying into, I floated this idea to her – she would pick me up from the airport and serve as my “Assistant” for the weekend. She’d drive me around, be my fucktoy as needed, and run basic errands. I didn’t know it at the time, but this young woman was perfect for my needs.

She was slightly taller than I was used to, but small enough that I knew I could throw her around a lot. Her nipples were pierced and she had no problems with exhibitionism or rough play. And the thought of her giving over COMPLETE control to me was enjoyable for both of us.

As part of the foreplay, I also broke one of my main rules for meet-ups. Normally, when planning a scene, I limit the amount of plans to three points guaranteed. I’ve learned that if you make a wish list for 10 items on it and you only get to eight, you regret the two you didn’t do. But if you make a wish list for three things and you get to those same eight things, it feels like you went above and beyond those wants. Read more »

My Brat needed to be punished in front of a stranger [MFM]

My Brat was being incredibly sassy. We’d gone a few weeks between me putting her in her place. I’d blame myself, but that would mean I was wrong. So clearly that can’t be the right answer.

So to snap her in line, I started counting. I got up to 11 before she realized I was counting how many times I was going to spank her. And every time she protested or tried to claim the number was too high, I moved the number up higher.

Just a spanking felt like too easy of a punishment. So when we both had an open night, I made arrangements. I found a stranger on the internet that was willing to let us borrow his hotel room, so that he could watch and enjoy her punishment. I let him know that he was welcome to jerk off to it, and he had permission to grope her tits. Also, when I was done using her, I let him know she’d be sucking his cock. Read more »

[MF] Bondage, spanking, choking and using Mr. Scarecrow on a woman that loves to be called slut and can cum over and over and over again

This story has a bit of a build-up to it. If you’d like to skip forward to the sex, hit CTRL-F and search for BUSINESS TIME.

Technically, this is a SoCalr4r success, even though things didn’t go as planned.

I was looking for someone to play with me and my good friend, Mr. Scarecrow – a nasty piece of wood, chain links, a dog collar and some wrist straps. When Mr. Scarecrow is strapped to you, you have only one choice: Keep your arms straight out and let me do whatever I want to you.

I was very clear in what I wanted from a play partner, and I was very honest about who I am (but not self-deprecating).

And then I got this one response from a redditor we’ll call Miss Kay. It really stood out, with the subject line, “Any chance you’re in LA longer?”

*Hi! I saw your post and it turns out I’ve read some of your stories before in the past. I’m definitely really interested, but am out of town right now unfortunately.* Read more »

The Best Way to Spend Father’s Day is with a Cute Little Slut That Calls You Daddy [MF]

It’s never fun to be on the road for Father’s Day. So if you do find yourself waking up in a hotel room alone, I suggest doing what I did – finding an 18-year-old virgin to face-fuck.

I’ll be honest, when I first started chatting with her, I didn’t know she was a virgin. I knew she was young, deep in that “old enough to be my daughter” range (I’m 40). But she posted some cute nudes, and I wanted to use her.

Her main limit is that she did not want to fuck. And I’m happy that she trusted me to not fuck her. We had plenty of things to do instead.

She was naturally nervous when I found her in the lobby, both tense and slightly shaking. I gave her a hug. On the way to the elevators, I was annoyed when I realized another older man was going to be in the same car as us. And worse, he was going to the exact same floor. So now we had an awkward silence to deal with as we waiting for him to go down a different hall. Read more »

[MF] My Friend the Exhibitionist and My Fucktoy the Slut

About a week ago I hit up a friend of mine to hang out. Being completely honest, I absolutely want to fuck her. To be fair, she’s short, cute, sexy, and when I first met her, she was completely naked.

That was over a year ago. We talked a bit, we almost set up a scene to play together, and ultimately things didn’t work out. This isn’t a story about me fucking her. In fact, we made it clear to each other that right now we just need some platonic hanging out and catching up. We batted around a few options on text, and then she let me know that she’d be heading to a dungeon for an open party.

It was actually the same party that I had originally met her. Being that I missed my friend, I let her know that I’d do my best to show up. We joked a bit about how I still want to fuck her, and I started building up a plan to make sure my more primal desires didn’t fuck up our friendship. She, on the other hand, built up a plan to tease me knowing full well we’d be in an environment where I couldn’t even touch her. Read more »

[MF] Never let a brat tell you no [kink][rough]

We nearly met four months ago.

I was in her city for a couple nights, with a nice hotel room and some free time. I was browsing profiles on a kink community, and noticed her lips – give me a nice pair of dick-sucking lips and I’ll make an effort.

Only the problem was she noted she didn’t want to play with married men. I’m guessing it was a recent bad experience. As it was, I’d been having my share of bad experiences in her city – it’s in a region where the male-to-female ratio is a little out of whack. So I sent her a message complimenting her lips and noting that we probably wouldn’t work out, because hey, married, and not changing that any time soon.

My profile makes it very clear what my wife’s rules for me are in dating. It also makes it clear that I shoot foot-long ropes of cum. She zeroed in on those pics, and we started flirting.

By the end of the day, I was in a bar and she was driving to me. She got a call – a family emergency. I’ll take her at her word here. Read more »

[MF] Teaching a brat that she should never tell me no. No is not a safeword.

She wasn’t going to make me wait this time. After another failed booty call – she sent a last-minute text to me when I was on a date with my wife – my new little fucktoy was a smart enough girl to book a hotel room near me and give me a couple days advance notice.

I made a quick little stop by a drugstore to pick up some essentials – condoms, rope, scissors, and a surprise. It’s always fun to see a clerk slowly piece together what I was about to do with my night.

But I doubt that clerk had any guesses what was behind a hotel room door – a model in a pair of frilled panties and a smile, waiting for Daddy to make her cum.

She tried to stay out of view from the hall. As soon as the door was cracked open, she was already running towards the bed. I had to grin – her butt in motion was fun to watch. The Sadist in me wanted to leave the door open wide as I made her moan, to force to her confront her fears of exhibitionism. But that was one of the kinks clearly off the table in our power exchange, so I locked the door and walked after her. Read more »