Dear Shoeblossom
So the strangest thing happened to me recently. I am kind of a nerd, and I fix the bikes for friends of mine in a motorcycle club and I ride one myself, though possibly not as fast as they do!
Recently I found out that one of my very tough, muscular friends had another interest in common with me...Scruffy was in chastity, and had a long-distance key holder!
"Seriously, Scruff?" I asked in amazement. "But don't you miss getting laid? All these girls really like you. I know at least four..."
"Enzo, I got to tell you, man, Miss Tartlett is the bomb. I'd rather see her three times a year to get my rocks off, than fuck any of these dumb bitches."
True, I fantasize about chastity sometimes, but I'm switchable, and I've had some submissive girlfriends. Although when I fantasize, I don't really want to do the real thing and be locked in a belt, but I can really give a thrashing!
I told Scruffy all this. He was quite interested, his big, bronzed face grinning.
"Yeah, well, I really will do anything that Tarti wants me to" He showed me some pictures of his key holder. "Remember how everyone bitched and moaned when I shaved off my handlebar moustache?"
"Yeah, I thought you loved that moustache."
"I did, but Tartlett ordered me to, as a sign of devotion, and Enzo, I did it!" He paused. "What's a drag is, sometimes she wants me to punish myself, and it's mighty awkward, giving myself a paddling or an enema, you know what I mean?"
"You mean, actually self-spanking?" I tried to picture this, attempting to hit yourself on the butt with a paddle. "I've heard of people doing it, I think I've seen it on porn stuff before."
This of course was a difference between many kinksters and me. I was happier fantasizing about being spanked than actually being spanked-it hurt, and I was kind of a wuss.
On the other hand, I'd had girlfriends, usually big fat girls from OK Cupid who were true pain sluts and I had been happy, even gratified to hit them as hard as they liked.
I had told Scruffy about these experiences, being a dominant Master of sorts, me with my Coke-bottle glasses and skinny exterior, and he'd laughed.
One night I got a call, late from Scruffy. I work as a video editor for the nightly news in Courtfield Common, just local, and sometimes we work late. I was still at the station, and there went my cell.
"Enzo?" Scruffy's voice sounded a little anxious. "You there, man?"
"Oh, sure, what's going on, Scruff?" I thought Scruffy sounded a little weird and hoped he wasn't dong X again.
"I was telling Miss Tartlett, my key holder how weird and award it is to discipline myself?"
"Say again?"
"You know, to hit myself, I'm real clumsy at it."
"Yes, that's right, we talked about that, didn't we?"
I was so thankful no one could hear this conversation as I worked in the cutting room.
"Um yeah sure, Scruf, you have an interesting personal life-" Fuck this was getting weird.
"Well, Miss Tart had a-a suggestion, it's kind of a big favor to ask of you."
Oh, how the fuck have I gotten involved with this. A favor?
But I sat down carefully, and discarded my videotape footage of the Greater Courtfield Plum Blossom Festival.
"It's a little perverted, maybe, Enzo-"
I should have followed my sister's lead and become a born-again Christian.
"What do you need, Scruffy?"
"I know you're not gay or nothing-" Now Scruffy's voice was starting to sound a little strained.
"No, at all."
"But you are broad minded, right?"
This would be a doozie.
"I really should discuss this with you in person."
I took the cell phone from my ear and looked at it. Then, warily, I returned it to my ear. "Hey, tell me over the phone, big fella."
"Uh-"
"You can tell me anything, Scruf-over-the phone."
"Well Miss Tartlett suggested that I ask you if you would paddle me. She has sentenced me from her webcam to twenty with my Spencer paddle. The one with the holes?"
"Yeah, I was with you when you got it at the leather fair."
"Yeah. I would try to punish myself, but I can't seem to maneuver it."
Suddenly, I was intrigued. "Yeah, sure, that's cool. I'll be right over."
"I hate askin' you to do this, it's a little embarrassing."
"No, I'm broad minded. I get off in forty minutes."
"We could do it tomorrow, Enzo." Now he was backtracking.
Hey dude, if Ms. Tartlett said you need to be punishmed, that's what you need. Do you really think she wants you to put it off?"
I was grinning into the phone. "We can get it out of the way, and I can bring some brews and we can watch Stephen Colbert or the midnight Monster Truck show."
On the way to Scruffy's house I was all aflutter in my mind. I'm kind of a weedy little bastard, and occasionally I've gotten into hassles with bigger guys...
See, I have a big mouth for being such a little Italian, especially in sports bars?
And more than once Scruffy had to bail me out and kick the guy, or several guy's asses, which he could do, because he was tough and mean.
Yup, Scruf's a big, strong guy. A patched biker. Did a year with the Pagans. I wondered if he got mad in the middle of this thing, he might decide to take a poke at me.
It had happened before. I was whipping a stoner chick with a wooden dowel, or something, and she decided she didn't want to be in the scene anymore, and she punched me.
And like I said, I'm a big wimp, right?
So, I really hoped Scruf wouldn't do that, no reconsidering.
Also, was I a fag? Why was I hot to do this?
When I got to Scruffy's house, I knocked with some trepidation.
Scruffy let me in. Scruffy is at least a head taller than I am, nearly six foot five. He was grinning nervously.
"I have Miss Tartlett on the webcam now." Scruffy whispered, gently punching me on the shoulder.
It was now or never, I thought. But I remembered when I got out from under my Catholic mother's thumb, I had resolved to enjoy every minute of life and do whatever excited me and by George...
We went into Scruffy's living room. He had a fairly nice place, he'd recently upgraded from a mobile home after getting a good gig on an oil drilling boat.
Still, he never had a lot of spending cash and I was about to find out why.
"Okay, Miss Tartlett, this is my buddy Enzo." There was a Mac computer with a huge screen and on the screen was a cute girl, about twenty-eight with swirling hair in a pixie cut.
Miss Tartlett must have been some kind of punk rocker because her hair was blue, green, and purple and she had more piercings than...well, she would have killed a metal detector putting her pretty little metal engulfed face in it.
But she had a formidable figure and was wearing a leather bustier thing, and a leopard skin miniskirt.
Ms.Tartlett had her legs in these hot fishnet stockings, a little torn up, and her legs were crossed and she was sitting on a couch, I presume in her own living room.
"Hey there, Tiger." Miss Tartlett said. "You must be Enzo." She was actually smoking a corn cob pipe, like Popeye.
"Uh, how's it going, Miss Tartlett?" I smiled at the attractive freak show on the webcam. I'm always damned optimistic.
"Enzo, you can call me Tart. I am one, you know." She winked. "Scruffy has to call me Miss Tartlett, right, idiot-boy?"
"Yes ma'am." Scruf was staring at the floor.
"So you have some experience using a paddle, Enzo?" She was probably surprised such a geeky guy would be into this scene, but in this part of the country, often it was the best way a nerd could get some action with someone attractive...
After all, finding someone strange enough for whips and chains could be difficult.
I looked at Scruf doubtfully. He bit my cousin's Barbie doll head off and swallowed it on a dare in kindergarten...
A decade later, when Scruffy and I got six months with adult criminals in County lockup, it was Scruf who kept me from being corn-holed...
And look at him now...