LETTER FROM PALO ALTO

Dear Shoeblossom,

 

My wife Lillian is also the keyholder to my Prince Albert piercing. Much of our time together my cock is struggling to erect against the cruel way it is locked in a bow shape against the piercing in my testicles...

 

Lillian teases me a lot, and spends hours walking around in front of me wearing very little...demibras, long T-shirts with no panties, you can imagine it.

 

After four chaste months of nearly perfect behavior on my part this time, Lillian told me she was going to give me a chance to cum!

 

Normally it's only once every six to eight months, and I have to jerk off into a condom and then drink it, but Lillian said she was going to give me a nice handjob...a teasing handjob this time.

 

"Clint, you've been such a good boy, sweetheart." Lillian said to me as she kissed my neck and rubbed my nipples through my shirt the other night. "Momma's got a big treat for you, baby."

 

I could feel the painful tugging against the piercing as my cock struggled to erect in my drawers. Lillian was casually stroking my cock through my pants, and I was going out of my frigging mind!

 

"Y-you mean it, you're not going to make me wait six months this time, honey?" I couldn't believe it, but Lillian's eyes were shining, and I could tell she wanted to do something nice for me.

 

Lillian squeezed my trapped cock in my pants and rubbed her glossed lips on my cheek. I pushed my crotch into her hand, and moaned desperately.

 

"Sugar" Lillian said huskily, "You've been so sweet and obedient, and I want you to have a good time for a change. After all, between your tongue and Zuko's dick, I've cum about thirty times in the last week!"

 

Zuko LaTieri is one of Lillian's boyfriends, and they have a torrid affair going on...often when he is fucking her, I am crouching behind him on the bed, licking his balls...it ain't fun!

 

Lillian was dressed that night in a neon pink tube top and zebra mini skirt and glitter filled platform heels. Usually she only dresses this way for Zuko and her other friends.

 

Those heels were eight inches long, and sometimes she stomps my dick with them...but tonight I knew I was going to get lucky. 

 

It had been sooo long since I got to cum. My dick had been locked in this body hardware for just so long! The Prince Albert really does prevent any unauthorized orgasms.

 

And God,it has been so bad...Constantly seeing secretaries, high school and college girls and the like...and Lillian has always encouraged me to watch pornography, as long as I don't get to cum....she knows how to push my buttons!

 

"Okay honey, strip naked" Lillian said, and after I did, she locked my hands behind my back with police handcuffs."And now we'll undo your Prince Albert piercing."

 

 I gasped as she gently unlocked the ring connecting my frenulum to my urethra. As my cock straightened under Lillian's tickling fingers, I felt like it was exercising for the first time in four months.

 

Soon my cock engorged in Lillian's teasing hands. It was wonderful watching her pink fingernails, speckled with gold, playing with my purple cockhead (helluva constrast) She tickled the frenulum where part of the piercing was, and popped her gum , smirking at me.

 

Within twenty minutes, Lillian had me shaking, crying and begging to cum. "Oh please, Princess...I can't stand it, it's been so long!" I begged.

 

Lillian brought her palm up to the tip of my cock with her fingers wrapped around the head, twisting it back and forth as if she were trying to open an Excedrin bottle.

 

My hips were bouncing and grinding as she worked her hand back and forth on the glans.

 

Finally, she slipped her hand down to my balls and grabbed them in her fingers, tugging them away from the shaft.

 

 "They are so full, huh, baby?" Lillian said, bouncing themin her palm. "Denying you gets me so hot." Lillian rolled my scrotum up the underside of my shaft.

 

Then she let go of my balls and brought her fingers together, stroking my erection running them all over my now quite sensitive shaft. Back and forth, from base to tip, again and again.

 

 My balls were aching with four months of extended denial, lemme tell you! 

 

Then Lillian used both hands, alternating stroking the penis with one, while massaging my quite leaden balls with the other.

 

 Lillian re-doused her hands with lube and then grasped my glans, pulling her hand around my cock all the way down to my balls, releasing it while grabbing the tip of my cock with her other hand.

 

She giggled as she watched my mouth gaping open.

 

Of course Lillian couldn't help but abuse me verbally as she did this teasing with the fingers.

 

 "I wish your cock was big enough to satisfy me, Clint." she said as she flicked my dick back and forth between her two hands by holding onto the loose skin of the shaft.

 

"I mean, Zuko and my other boyfriends, the black guys at my work...they can really fill a girl up."Lillian began rubbing her palms on both sides of my rock hard dick, rolling it back and forth as if it were a large joint of marijuana.

 

"It's so sad that you're just good for being my asslick, isn't it?" Lillian sighed.

 

A tear rolled down my face and I nodded, though my cock was having the time of its life.

 

Lillian smiled at me. "But don't be upset darling. I couldn't live without you!" She tightened her thumb and forefinger around the base of my shaft, pressing down on my testicles.

 

"I mean, who would shave my twat in a heart shape for my dates, if not for you, right?" Lillian tugged on my public hair gently. She then curled her fist around my cock tightly.

 

"Feels good huh, darling...like a tight little vagina." Lillian grinned.

 

"I do vagina strengthening exercises to tighten up for Zuk...he loves that. 'Course it's been a few years since your pathetic little Willy's been in there, right?"

 

Lillian took her open palm and swirled it around my glans, chuckling softly as my cock head became even bigger.

 

She made a ring with her thumb and forefinger, pumping up and down over the swelling glans.

 

"Yeah, it's good to have you at home to clean the toilet while I'm out fucking my brains out,and then having you lick me when I get home at night...

 

At least you know what to do with your tongue, as opposed to your quavering little weiner, right?"

 

Tightening the finger circle, she pressured it through my swelling member as she went on about my inadequacies.

 

"I can't believe you ever got laid in your life before you met me...you do insist you had two girlfriends, right? Or one was a one night stand when you were in college...sad."

 

Lillian turned the head of my penis as if she was trying to open a grease coated door knob.

"I mean...

 

I fucked thirty guys before I was sixteen and by the time I met you, I'd been with well over a hundred, as you know, as well as all your friends...your ex-friends, of course, since I don't let you play darts or bowl anymore...

 

You're just my little Sissy Maid now."

 

Lillian ran her finger up the underside of my cock. When she got to the frenum, she pinched it a bit, and I squealed.

 

"You squeal like a little girl...so sad...you are definitely testosterone impoverished." Lillian ran a tongue across her glossed lips, and I looked down in embarrassment and humiliation.

 

"Aaw..don't be upset that you're a failure in the bedroom,honey." Lillian caressed my shaft, gently brushing the fingertips of her other hand lightly across the now shiny purple glans.

 

"Zuko laughs when I tell him how you beg and cry to get released...and the girls at work think it's hilarious also."

 

 Lillian's feathery touch made me quake inside, and my cock began bouncing around like a joystick in the back of a moving truck.

 

I began gasping, and felt the semen shooting to my tip and suddenly I was about to cum. "Are you excited, baby?" Lillian asked, giggling. "Are you ready to spurt?"

 

I began bouncing up and down on the couch, my wrists attempting to break free of the manacles. "Yes...I'm about to cum!" Lillian laughed, brushing and flicking my cock excitedly.

 

As my hips trembled, and I moaned aloud, Lillian suddenly pulled her hand away, slapping me lightly in the face with the other hand. "I don't think so."

 

The heavy semen shot to the end of my cock, but then sat there, and weeping softly, I felt it seeping back into my now agony filled testicles.

 

I was humping air, and  Lillian snorted with delight as my frustrated member spasmed uselessly.

 

Lillian then resumed rubbing her long fingers up and down my suffering shaft for another hour and a half, telling me that I had to wait for great things to happen!

 

I guess I began pestering her a bit too much at one point. "Goddamnit, Clint!" Lillian screamed. "I told you that I'd let you cum in my own good time!"

 

She pulled me off the couch by the hair and turned me over her knee, whipping me with a thick wooden Spencer paddle (the kind with the holes in it?)  for about five minutes until I was sobbing and my butt was a heavy red.

 

And did the paddle come down hard! Lillian has the habit of pushing my cock and balls behind my legs  when she whips me so not only do my asscheeks get punished, but my penis and testicles get slammed as well by  the heavy paddle.

 

Feeling the whacks against my cock and balls made me forget about cumming, really, and I just began to wish that I had never brought up the subject at all with  Lillian!

 

As she whipped me I looked over in the full length mirror in our sitting room and watched Lillian's teeth grit as she slapped my ass again and again with the heavy paddle. It was incredibly painful!

 

WHACK! "I have told you--"THWAP!"That this is a treat--"SWACK!"And I will let you cum--"WHACK SMACK! CRASH!"--When I am ready! Do you want to cum? Or do you just want to piss me off, and maybe not cum until 20012?"

 

Lillian pulled me off her lap by my hair and shoved me on my knees, where my heels pressed into my welted nearly bleeding bottom.

"I-(sob) I'm sorry Miss (sob) Luh-lillian...I do-duh-do want to cum and I'll-not nag you." I was absolutely hysterical with pain and fear that I wouldn't be allowed to cum today.

 

Pulling me up by my ear, Lillian sat me back on the couch again. My hands were of course tightly cuffed behind my back or I would have been rubbing my quite sore buttocks at this point.

 

Lillian licked her lips, and then put a fresh coat of lip gloss on. "Honey, Momma knows that you're hot to cum." she said softly as her long nails stroked and poked my limp wee-wee back into hardness.

 

"But you have to let me give you a little pleasure first!" Lillian cocked her head and looked at me. "What do you think it's like for me, having you imply my dickie massage is too long....what an attitude!"

 

"I-I'm so sorry, ma'am." I said, my eyes and nose running snot. "I know you must feel that I'm terribly ungrateful, it's just that you are so good at making me feel really good, you know? And so the pressure is building up and I want to cum a lot...but I don't want to tell you what to do."

 

SLAP! Lillian gave me a roundhouse slap right across the jaw, so it was numb. "How dare you even imply you COULD tell me what to do?"

 

Finally, she began rubbing and pulling my cock again, and again I began becoming quite aroused...

 

Lillian rubbed faster and then slower, stroking me almost to the edge a number of times and then suddenly pulling her hand away at the last moment and laughing hysterically at my bobbing, throbbing, frustrated member,and the look of paralyzed misery I had on my silly face.

 

At one point, Lillian stopped her stroking of my tumescent cock and pulled up her crop top and began massaging her breasts and telling me how much she wished I was sucking them. Of course I couldn't move, and just pulled against the handcuffs...then she resumed the cruel stroking of my inflamed organ.

 

Shoeblossom, this is after months and MONTHS of my going down on her every night, servicing her illiterate black lovers, scrubbing the house, cooking her meals and turning over all the profits from my software testing business...

 

Lillian just kept making me beg and beg, and finally she said she was going to lock me back up again, that I didn't deserve it after all. "You're just a whining little fag" she said to me, her husband. So I burst into tears, what do you expect?

 

And Lillian lost her temper and she PUNCHED me in the balls so hard that three  hours later, with ice on them, they're still purple and swollen, not to mention backed up with all that cum that I didn't get to spooge!

 

Is this fair?

 

Clint, El Paso Texas

 

Dear Clint,

Giving a woman the key to your balls is profoundly stupid, and expecting ANYTHING...as my AA sponsor says to me time and again

"Expectations are a resentment in waiting"

So there!

Happy Chastity,

Shoeblossom