Letters to Penthouse XXXII (26 page)

Helen looked at the clock, then gave Beth the okay to start. Now, with a serious, determined look on her face, Beth began
by lightly massaging me from head to toe. I wasn’t writhing too much, but when she began blowing warm air against my most
ticklish spots, like along the side of my neck and under my arms, I started to squirm. Her fingernails trailed along my skin,
searching for weak spots. She kept looking from her hands to my face, checking my expression to see if she could sense where
she should pounce. If I twitched even a little, she giggled, as if hoping her laugh would be contagious. She pinched my cheeks
and tweaked my nose, hoping for a sudden fit of laughs, but I held my own. My cock, though, was as hard as a rock, standing
upright as Beth tried every trick she could think of to get me to crack up.

I held out fairly well through the first half hour as
Beth began repeating “kitchy-kitchy-koo” as she used a combination of her fingers, breasts, and the duster to get me to laugh.
Helen joined her side, too, taunting me by saying, “Well, I guess he’s just not that ticklish.” Little did I know that they
were about to gang up on my biggest weakness—my foot fetish!

Helen walked toward me, the timer in her hand and a stern look on her face. “Let’s get serious,” she said, before running
her fingers from my inner thigh, right near my cock, all the way down my legs. I twitched and squirmed as if trying to escape,
even though the tickling was making me more and more aroused.

Then, in a way that seemed choreographed, they each pulled up a chair on either side of me. Crossing their legs, the women
slowly dangled their high-heeled pumps by their toes, right in front of me. I felt my face turn bright red with embarrassment;
there was no way I was going to be able to resist their gorgeous feet lined up so temptingly before my eyes!

I stared at the images of the soles of their shoes, and behind that, their delicately arched feet. They smiled as my cock
began to twitch and bulge, and there was nothing I could do to relieve my arousal. “What do we have here?” Beth asked as she
fondled my cock. Then Helen made a stealth attack, raising her foot to rub it under my armpit, while also giving me a view
of her thong straining against her pussy lips. I was so caught up in Beth’s stroking of my cock and the beautiful image in
front of me that I let a little giggle escape my
lips, hoping they wouldn’t notice, but that was quite a futile wish.

“Did you hear something, Beth?” Helen asked, revving up her actions, her hands roaming under my neck and her fingertips teasing
my armpit at once. Beth immediately stopped stroking my cock, leaving it bobbing in my lap.

“I think that was a laugh. And after only thirty minutes. That’s all you could hold out, Chuckie?” she asked, her mouth curving
into a smile. Then both women began to fiendishly tickle me, one at my feet, one at my ribs and underarms. I was so weak from
the foot tease, I was completely lost and my laughter echoed loudly through the room as they proceeded to tease my whole body,
every touch of theirs setting off a new round of giggles until I was guffawing hysterically. I could hardly stop, though I
was hoping that soon they’d pause in their tickle torture to pay some attention to my cock.

But those gals had something else in mind. Beth took a deep breath, trying to stave off her own laughter, then pulled away
and sat back in the chair. “Helen, come over here for a minute, I need your help with something,” she said, her voice trailing
off breathlessly, and when Helen looked up, Beth was naked in her seat, her legs spread as her fingers stroked her pussy lips.
Helen’s eyes went wide, and she immediately stopped tickling me and crawled straight on over to her friend’s delicious offering,
our tickle game forgotten
as she dived between Beth’s legs to lap at her cunt. The lusty sounds of her oral attentions made me moan, and I writhed against
my bonds, to no avail. This was a new level of temptation, and I thought I might come without anyone touching me at all. I
watched Beth’s eyes shut and her hands clamp down on Helen’s head as she ground her pussy against her friend’s mouth until
she came.

You might think that after all that waiting, strung up in my chair, they would have untied me, but they weren’t done having
fun with me yet. They did, however, finally take note of my cock, and Beth rewarded me with a smile. “Well, Chuck, you failed
to live up to your promised goal, but you’ve been a very good boy otherwise, so I think you deserve a blowjob. But there’s
a catch—I’m going to suck your cock while Helen continues to tickle you.” I opened my mouth, not sure what I would say or
if I should pretend to protest. But the minute her sweet lips parted and took my cockhead between them, I knew that I’d be
more than happy to “suffer” any amount of tickling for this exquisite sensation. I laughed and moaned as Helen used her nails
and fingertips to get at my most sensitive spots, scooting around Beth, who had swallowed my entire cock between her gleaming
wet lips. Both women were doing such an excellent job at their respective tasks, I felt like I’d died and gone to some special
kind of kinky heaven.

As Beth began to speed up, sensing that I was about
to come, Helen put an end to her tickling and instead offered me a nipple to suck on. I flicked her nub, watching as she slipped
a hand between her legs to play with her pussy, and my mouth got more animated as Beth kept up the pressure until I simply
had to come. “Yes, I’m coming!” I screamed as I pumped a load of hot come into Beth’s mouth. I could feel her swallow once,
then again, making sure she got every last drop, while Helen also sighed with pleasure as she reached her climax.

When the girls finally unleashed me, we were all grinning. “Well, you two proved to have better tactics, but I think I still
came out a winner. But the most important thing is that we all came!” They laughed with me, and I pulled Beth close for a
kiss. When I’d pegged Beth as the type who’d be up for anything, I hadn’t really been expecting things between us to get quite
so wild, but with Beth, you never know what’s in store. I can’t wait to see what our sexual future holds.

—Mr. Chuck H., Portland, Oregon
     

When I was twenty-five, I discovered the one thing that turns me on the most: getting spanked. As a successful football player
in college and then a budding investment banker, it had never occurred to me that instead
of being the one in charge in the bedroom, I could bend over and receive the most glorious sensations from a dominant woman.
When one particularly feisty girlfriend, Carla, encouraged me to see what being smacked on the ass felt like, I discovered
a whole new world of pleasure. I still sometimes jerk off thinking about the way she hit me, her palm landing in the perfect
spot and sending shivers of excitement rippling through my body. She was into it, too, and not only knew where to strike for
maximum impact, but told me what a greedy boy I was for wanting to be spanked so hard.

But ever since Carla and I split up, I’ve never been able to duplicate that same spanking magic with another woman. Some have
made halfhearted attempts, but I knew they weren’t really into it, which made it harder to lose myself in the moment. Plus,
my job had gotten busier, meaning heavier travel and less time to meet women. So when I was browsing online and saw a Web
site advertising a spanking machine, I knew I had to have it. My job is such that I have more money than time, so instead
of wasting my rare free evenings searching for the perfect domme to spank me into submission, I would buy a machine to do
it for me! It cost many hundreds of dollars, but I could well afford it, and I knew it would be worth every penny for the
chance to get spanked heartily whenever I desired.

When the large box arrived on my doorstep, I felt my face turn red as I signed for it. Lugging it into the
house, I could already feel my cock responding to the impending promise of as much ass-smacking as I could take. I opened
the box and immediately set up my new “workout” machine in my gym—this would be one exercise I’d never complain about! The
instructions were simple, and I soon had the machine assembled. It featured a large paddle that I could activate to automatically
keep on spanking. I undressed in a flash, momentarily stroking my hard cock before climbing aboard.

I turned the toy to its lowest setting at first, finding that even those simple smacks made me whimper out loud. It had been
so long since I’d gotten properly spanked that everything felt good. The paddle was stiff and strong, delivering powerful
smacks. I wiggled around, positioning my ass so the wood hit me flat across both cheeks. Knowing that it could go on as long
as I desired made me even more relaxed—I didn’t have to worry about anyone’s arm getting tired. Instead, I indulged in the
sheer hedonism of hearing the loud slaps and feeling them reverberate throughout my body.

I reached beneath myself to hold my cock, letting the spanking machine do its work. Then I decided to crank it up, having
gotten used to the intensity of the smacks it was delivering. I rested my head against the leather bench, inhaling the pungent
scent of the upholstery as the whacks came harder and more frequently. My butt was getting pleasantly warm, and with each
round of blows, my ass acclimated to the sweet pain of the paddle. I began talking out loud to the imaginary mistress overseeing
my necessary punishment.

“Yes, I’ve been a bad boy. I deserve everything you’re doling out. Please, don’t stop. I haven’t learned my lesson yet,” I
babbled as I submitted to the machine’s thwacks. I was stroking my cock, clutching my hardness in my fist as my ass turned
pink. I wanted to wait a while before climaxing, so I turned the machine off and went to admire my behind in the mirror. The
machine is truly a miraculous invention—there’d be no way I could ever properly spank myself, and it did a better job than
any person ever could. I suddenly realized why women love their vibrators as much as they say.

My buttocks were warm to the touch, and my normally white skin was streaked with shades of pink. When I squeezed my ass cheeks,
I gasped at the pleasurable feeling that coursed through me. Clearly, it was time for more spanking. I climbed back on top
of the machine, settling in for an even more intense session. This time around, I cranked it up to maximum capacity. I was
immediately struck with unrelenting blows from the paddle. It showed no mercy, but gave me exactly what I wanted—to be spanked
long and hard. I’m tough, and once I’ve been warmed up, my ass can take a lot, so letting the mechanical paddle wallop my
hungry buttocks again and again was like a dream come
true, harking back to those heady, halcyon days under Carla’s powerful hand.

With my ass raised in the air and my cock throbbing, I felt totally submissive and surrendered to the machine. I looked behind
me, almost expecting to find Carla standing over me to make sure I took my punishment. Each whack stung, but was followed
by those ripples of pleasure that are unlike any other erotic sensation, including sliding my cock into a woman’s tight, wet
pussy. Getting spanked gives me something no other activity can, and it doesn’t matter who’s doing it—a woman or a machine.
I let the paddle strike both my ass cheeks at once, my cock responding to each blow. The more I took of the paddle’s vigorous
hits, the closer I got to my orgasm.

I shut my eyes and, with my hand jerking my dick, I reveled in the machine’s blows, enjoying them after such a long hiatus
from my favorite activity. In fact, the more I got spanked, the better it felt, with the wood landing in the same spot over
and over again. The machine was bringing me to incredible heights of uncontrollable arousal.

“Yes, make my ass red!” I cried out to the air, wishing that I had an audience to see the paddle slapping against my ass.
Instead, I had the sound of each whack ringing in my ears and the excitement of feeling my butt literally taking a beating.
I shifted once again so the paddle landed on my upper thighs. I braced one
hand on the bench—holding tightly—and used the other to frantically stroke my desperate dick.

I knew the machine was configured so that someone could be strapped down to it, and I could see why—as much as I enjoyed the
blows, my natural instinct was to squirm around when the feeling became intense. Instead, I told myself to count to ten, and
that I’d have to come within that time frame or else the machine would be turned off. I squeezed my fist tighter around my
length, while the machine kept right on spanking me.

I met my self-imposed deadline with two seconds to spare, spurting a load of hot white come all over the seat. Fortunately,
the manufacturers must have assumed people would be prone to ejaculating on their furniture. When I turned the machine off
and got up, I found it easy to clean. I left my new toy set up in the middle of the gym and headed out to take a shower, before
sinking back against my cool sheets, which were the perfect balm to quickly soothe my tender butt cheeks.

I hope that someday I’ll find a woman whom I can share the excitement of spanking with; maybe we could even take turns submitting
to the machine’s strokes. For now, though, I’m more than content to indulge in my love of spanking all by myself, with a little
help from my mechanical friend.