Dear Shoeblossom:
Kenyon and I walk along the beach as we vacation in California. It is not really a nude beach, just a clothing optional beach, and Keni has optioned that I walk naked, except for my chastity piercing, and she is wearing a pale blue bikini, to which her curves are magnificently displayed.
I am in a bit of pain. I put regular milk in her coffee instead of soy, and she caned me and has forbidden me to watch the NCAA playoffs this year as punishment. She is cruel, my wife...but beautiful!
Following her, watching her hips undulate in her skimpy bikini bottom, my cock stiffens against the Prince Albert piercing, and people laugh and point at it, as it struggles to harden, basically wiggling in its struggle, hanging from my groin.
"Hey lady, let him outta that thing." One guy points as we stride past. "You're killin' him with that bikini there."
Kenyon stops and smiles at him and looks at my pierced cock, struggling in its curved state against the piercing. "Not at all. I just need to calm it down," she says.
Leaning down, she picks up a foot long twiggy branch and WHACKS my poor locked dick four or five times as I stand there, hands behind my back, tears coming out of my eyes...and indeed, the piercing struggle ends, as my cock is tiny and limp again.
"Thank you for voicing your concern, sir." Kenyon says warmly to the dumbfounded man and his wife. And we continue our stroll.
Now my poor penis is in pain and of course it is getting hard again, after all it's been 123 days since my last release and my wife is just gorgeous. Finally Kenyon stops and points a long red nail at the men playing volleyball.
"Look, Sweyn, at their big dicks bouncing up and down, darling." I look, and indeed they are bouncing around. "So much bigger than your puny little penis. I want you to tap the shoulder of the one with the long platinum blonde hair, the young guy, and tell him I want to see him in my cabana at six."
I look at her with pained eyes. "But-but Keni, you said it would be different while we were on vacation, it would be just us, dear. You promised—"
Kenyon's icy tone interrupts me. "Why should it be different? Are you different? What good do you do me? I don't need to have my pussy licked to death. I need a little push down there, and your push is too little." She laughs at her wit.
Tears streaming down my face, I blow my nose and approach the volleyball team. I stop the young man and point to my beloved wife and explain. But he laughs. "Dude, she's attractive, but way too old for me. Tell her I'm flattered."
When I return, I know that telling Kenyon this will result in a horrible whipping back at the cabana. But she is my Queen, and I have to take what's coming to me!
Yes, Shoeblossom, my wife Kenyon is the most amazing woman, though quite a severe one. Yet, I credit her for keeping my sanity...or at least restoring it! Her cane and her driving whip's caresses have kept me from many of the pitfalls that have leveled my friends, such as drugs, gambling, and womanizing.
Some years ago, I got a note that my brother had passed away, and went home for his funeral
Returning home, I was absolutely captivated by the beautiful woman with the swirling dark bun, who welcomed me at the memorial service..."My husband spoke of you often, Sweyn, as his favorite youngest brother...perhaps you can stay a while."
As I'd just sold a financially beneficent computer program, I was well fixed, and at loose ends. Also, I had something in common with Farley, we'd kept up through e-mail and Facebook we were both interested in BDSM and both owned chastity belts.
I had had a relationship with an African American dominatrix/keyholder named Ms. Teale, who had happily locked the chastity device I'd purchased on me...for $265 an hour, she'd see me three times a week.
It had been command performance. I'd come into her apartment, and see her staring at me, usually attired in a tight striped shirt with low cleavage. "What have you been up to today, Sweyn, you little faggot?" Just the way Mom and Dad talked to me.
Teale would order me to strip and then toy with my chastity device, eventually cuffing my wrists behind my neck before releasing my desperate erection. She'd tease it a bit with her long French nails, licking her lips and smiling at me...a sort of cat's smile like something from Alice in Wonderland...
And then she'd kick me in the balls! While I was lying on the floor, crying, Teale would fetch a cane and begin whaling away at my bare ass, and I would struggle to arise, but of course my balance was impeded by my hands being locked behind my neck.
Some visits would be all about Teale—she'd strip and I'd kiss and lick her glorious body, suckling her perfect cantaloupe shaped breasts and licking her pussy. I'd of course hint broadly that I could do a better job if she'd unlock my hands but Teale always knew better.
"Sweyn, you little homo, if I take the cuffs off you'll jack off in a moment. I haven't let you squirt in 2 months, and I know what your devious mind is up to. Lick me and make me explode, or I'll use my two foot strap-on on your ass."
And generally I would do good work on Teale, and she'd lock me up and send me home, unrelieved, but confirmed in my belief that I had at least brought my Domme pleasure. Imagine what a good deal that was for her...$265 paid to you AND you get an orgasm or three!
Other visits would be Teale's time to tease...she wouldn't take off a stitch of clothing, just lie me down on the bed and stroke my dick with her long nails until I was begging and crying to release. Sometimes she would light a Newport and put it out on my dick while I howled in misery...
The circumstances for my chances to orgasm visiting Teale were strict, and I had drawn them up myself. Virtually every night I was locked up after a long tease, or after a compelling hour and a half worshipping Teale's gorgeous body, and I went home with no orgasm, hornier than when I'd arrived at the house...and this was what I wanted.
But even the most hardened masochist wants a brief chance at pleasure, and so I drew up a contract and purchased a gumball machine (Teale loved gumballs) and installed it in Teale's living room.
And, once a month or so, unless otherwise stipulated by the contract, Teale would drop a dime in the machine and take out a gumball and survey its color, and determine my orgasmic fate. Did I get to cum once a month? No, that would have been too lucky.
These were the terms of the Gumball Orgasm Lottery
Gumball domination
Green—I will be allowed half an hour to masturbate to as many orgasms as I can get with my right hand, in the presence of Mistress Teale, who will wear lingerie and give me alluring shots of her bare breasts to stimulate me. I will also, only with this gumball be allowed the additional stimulation of lubricant and to lie in any position that assists my pleasure. All other gumball masturbation drawings will be with me on my knees, using only one hand determined by the gumball color.
White—I will be permitted to masturbate for up to twenty minutes to up to one orgasm with my right hand while nude and in the presence of Mistress Teale, and am eligible for another gumball drawing in one month. Teale will be fully clothed and present to observe, but will not assist in my gratification in any way.
Pink—I will be permitted to masturbate for up to ten minutes for one orgasm, but if I can't get one, I must stop. I can still use my right hand, in the presence of Mistress Teale, and am eligible for another gumball drawing in one month. Teale will be fully clothed and present to observe, but will not assist in my gratification in any way.
Blue-- I will be permitted to masturbate for up to ten minutes for one orgasm, but if I can't get one, I must stop. I must use my left hand. in the presence of Mistress Teale, and am eligible for another gumball drawing in two months. Teale will be fully clothed and present to observe, but will not assist in my gratification in any way.
With the Blue drawing, I often would not be able to finish, as Teale required me to kneel on my knees with my dominant hand behind my back. My left hand was weak...but sometimes after 3 months of failure, I would be so horny that it would bring me off, if I was quite lucky.
Purple (grape flavor)-- I will be permitted to masturbate for up to five minutes for one orgasm, but if I can't get one, I must stop. I must use my left hand. in the presence of Mistress Teale, and am eligible for another gumball drawing in three months. Teale will be fully clothed and present to observe, but will not assist in my gratification in any way. (I never, never was able to cum after five minutes, and being locked back up only caused me to feel frustrated and be in bitter tears...especially after the brief sexual stimulation).
Yellow (lemon flavor)—I am not permitted masturbation. Teale will lock my hands behind my back, stimulate my penis to full attention and then give it a twenty lash cock caning. I am eligible for another gumball drawing in 3 months.
At some point, Teale also began inserting other candies in the Gumball machine, to make things more interesting....
If she got a Hershey's Kiss instead of a Gumball, I would have my hands manacled behind my back and be permitted to attempt a masturbation by rubbing my penis against her cat's scratching post, although this would incite Princess to attack my bare cock with drawn claws...
But I was allocated ten minutes for this attempt, and awkwardly rubbing my penis against the post, (even with the scratches from Princess) sometimes get to cum. But after a Hershey's Kiss drawing, I wouldn't be allowed to draw for 4 months, and would suffer chastity for that time.
If she drew a Hershey's Miniature Mr. Goodbar, I was given a choice between 3 months of chastity before a future drawing, or to use my credit card to hire a male prostitute to come in, and I would be forced to suck his penis. I hated giving heterosexual blowjobs, but the 3 months of chastity was so onerous, I quite often chose it...