Dear Shoeblossom
I am a partner at Prescott & Briggs, and I suppose I should be looked up to, but most of the men employed under me, from junior brokers to mail clerks and elevator operators laugh at me behind my back.
I have a "hotwife" as they say in BDSM and cuckold literature; and she demands that I find her attractive young men (loves, LOVES blacks and Hispanics) to satisfy her peculiar needs.
And, when I bring a guy home for her, many of whom I find at the brokerage, it's not one of these open marriage things. In front of my employee, whoever the lucky bastard is, I must strip and kneel, my chastity cage bulging with the evidence of my desire to serve my wife in whatever way she wants.
Once, Dylane actually met a guy who used to bully me as a kid-I came in the house, and Dylie made me take down my britches and let Pontez whip me with a cut off piece of garden hose that used to belong to her mother.
"Oh why?" I begged, tears rolling down my face as Pontez held me by the scalp and lashed away at my reddening bottom. And then, because Pontie is a bisexual, he also enjoyed sodomizing me before fucking my wife right in front of me.
But I know I must please her in any way I can!
I cower before her mirthful gaze as she stands over me in her turquoise camisole, laughing as I beg for the key to the chastity device.
Sometimes she will pull and tickle my penis, locked in the unforgiving cage for hours and hours...
One of Dylane's latest ideas is to have me do enough sit-ups or "crunches" that I can jack my hips over my head and suck my own cock.
She thinks that if I'm not allowed to orgasm until I can bring myself off this way, it will be motivation for me to get into shape.
And watch her go! Whenever our kids are out of the house, Dylane will lash me with a Cat O' Nine Tails while I am doing jumping jacks naked, or encourage me to run on the treadmill using my old fraternity paddle to urge me on.
She gets a real kick out of this, Dylie does, sometimes she will turn the damn treadmill up to seven or eight miles an hour and if she whacks me hard enough, I keep up, and of course if I falter, she will be there with the paddle to make sure I don't fall off!
"You're not getting any younger, Spiggy." This being her refrain. She loves to toy with my penis as it swells in the cage, reminding me of the sweet joy I'll get if I'm in shape enough to suck my own cock.
"Autofellatio? You should be a master at it, Spig. I've taught you all the tricks to sucking my lovers' cocks, and more than one tell me your tricks with the tongue are more inventive than mine!"
And she loves the good work I do with my tongue on her clit, cleaning out other men's messes and then bringing her to screaming typhoons of ecstasy.
At work, my personal assistant, Miss Lippincott, a torrid honey blonde, knows of my awful secrets. Sometimes during lunch hour, she'll escort me across the street to a motel and tie me to the bed and sit on my face for a good forty-five minutes...
Or she'll stay fully dressed and play with my naked cock until I am crying in desire and pain, since of course I can't cum in the cage, and Miss Lippincott doesn't have the key, right?
And of course I asked for all this...when I met a dominant woman.
Twenty years ago I was a dissipated forty-two year old heir who had never worked much in his life...
See, my grandfather's nickname was "Sponge" because he soaked up all the money that made our family fortune, and my appellation (perhaps given resentfully) is "Spigot" or "Spiggy" for short because I tend to piss it all away, and of course I make reckless decisions, which perhaps is how I got in the situation I am in now.
I met Dylane at the Newport Bermuda Race; she was a cute little number and I'm afraid she quickly subtracted me from my wife and family.
Part of the intense attraction to Dylane was, we were both from the same little town back home, Grimalkin Canals. I guess coincidences happen on holiday happens, but this wasn't really chance, I discovered later.
My accountant, Drapes Arbuckle, is Dylane's brother, and he knew the missus and I were having difficulties, and were separated on and off. Drapes also saw a rich husband in the offing for his gold-digger sister...
And of course there was no chance for me to resist, for Dylane was a babe!
We don't have a whole lot in common. I enjoy wintering in France at the Chamonix resort, and I have box seats at the Grimalkin opera, Dylane prefers car shows and although she's great swinging a bullwhip (ouch) which I'll elaborate on later...she had a weak backhand when I tried to enlist her in a mixed doubles match at the country club.
As for horses; Dylane prefers betting to riding. Most of my friend's wives do the horseback thing quite a bit, foxhunts and the like. But after Dylane was caught using her crop on my bare ass at the stables, I stopped being invited to hunts as well.
I wasn't really interested in kinky sex before I met Dylane, and she didn't technically bring it up. I was the first to ask her to enslave me after I'd been exposed to her peculiar relatives.
Dylane's father, a quiet dentist, Dr. Arbuckle is called Bucky, for "Bucky the Cucky" by his wife and step-daughters; and his two boys who still live at home in their mid thirties, Harlan and Farley are also medicos and chastity belted submissive slaves.
I don't know Harlan that well-he's a true pain slut, and not allowed to speak at all at home.
Apparently when he returns home from his medical practice, he strips at the door, does extensive chores and then goes to his room and locks on heavily weighted nipple clamps, kneeling in the corner, writing punishment lines in true sub space until his eight o'clock bedtime.
Sometimes Mrs. Arbuckle, mother of the brood, brings Harlan out and thrashes him with a straightened coat hanger or shocks his cock by use of a sparky card that she plugs in the wall, but we don't see too much of Harlan on visits.
Farley, the next boy was much more visible on my first visit. He has basic freedom, and dates quite a bit, but was still locked in a chastity device. I was horrified when I first saw it.
Farley had been given the duty of managing Mama Arbuckle's vinyl collection and she'd discovered his error of filing John Fogarty, a Classic Rock record under Rhythm and Blues...and did she go off!
And was I startled when I first saw his penis cage-Mama had ordered Farley to strip down and was giving him what for with a bamboo cane.
Musical carelessness can really be hell on a mom, I suppose.
And Farley was screaming and howling something terrible.
"You're such a bitch, a little crybaby, and you're musically illiterate!" Mama Arbuckle said to him as she landed the bamboo again and again on Farley's welted, flabby ass.
"What the fuck is on his junk?" I remember whispering to Dylane. It was our first visit together as a couple AFTER we were finally married, I guess when Mama A. decided the trap had been set and I couldn't escape, right?
Watching the matron of the Arbuckle home ordering her pudgy son to undress and take a punishment was incredibly strange, and Farley already bore welts from yesterday's caning when he'd been late for dinner.
And Farley screamed. What I learned later about Harlan was, he took his punishments in silence, kind of wimpy looking, that brother, but tough as nails.
"Again, what is that cage on his dick, Dylane?"
"That's Farley's little penis prison." Dylane had turned to look at me challengingly. She was a tall, chesty girl with long legs and very close-cropped black hair.
I've heard of matriarchal women who immediately rule their men, but for the nine months I dated Dylane before we married and at least six months afterwards, she was a normal, loving, almost worshipful partner.
She was beautiful and smart, and had a wicked sense of humor. An animal in bed, Dylane could suck the chrome off a trailer hitch. After I became her submissive, of course, the blowjob days were over for me, but I watch her suck a lot of other men now...
And she's taught me how to do it as well (sigh).
But that first night, I was still what you might call a civilian. Farley had been sent screaming and weeping to bed without his supper, and although Harlan came down, naked of course, he ate oatmeal out of a dog bowl and went back upstairs immediately.
Dylane's sister Nora was fair and freckled and had red hair and throughout the meal, sitting across from me, kept giving me the eye and somewhere before dessert I felt her toes stroking my crotch.
I began getting aroused and then suddenly I felt a sharp pain in my penis, and Slayton, Dylane's other sister, had taken her fork and pounded it into my dick through my pants...
"Stop having a dirty mind about my sister." Slayton had said. "She's only twenty-two!"
Nora was the youngest member of the family, but God was she a depraved one.
After dinner, Dylane went to talk with her mom in the kitchen and Slayton sat next to me on the couch. I was a little discombobulated after Nora's toe massage of my member throughout the meal, and of course the stabbing aftermath.
I kept looking at Slayton nervously, wondering if the fork was still about.
"So Dylane tells us you're not in the lifestyle. It's nice that we don't have to pretend anymore when you come over here, now that you are married." Slayton giggled and her bazooms, huge and simultaneously perky, shook.
"Oh, no, I'm not into that master-slave shit." I said uneasily. "Why is your dad standing in the corner with his pants down? He has a very hairy ass."
"Mom is trying to teach Bucky humility. Whenever we have a guest she makes him take down his pants, stand in a corner and shame himself. I hope you aren't-"
Here Slayton trailed a long violet nail up my chest. "-Uncomfortable about it. As you know, I was out of town for most of the courtship and I couldn't be in the wedding, and so I have been reading about you, dude."
"Really?"
"You're a spoiled playboy, right, a mid-life boulevardier, a Lothario of sorts?"
"Um, I don't really like labels." God, she was hot, though. And she was still playing with my shirt with those nails!
"But you have your own polo ponies and got a biplane from Pops for your last birthday and all that happy horseshit, right?"
She had me there.
"I read all about you in "Grimalkin Today" They're always goin' on about Altemus Van Degan III, called "Spigot" because he, like, hemorrhages the family money."
