Letters to Penthouse XXXII (14 page)

“Wow, you’re quite the teacher,” I said to Rob, slipping him my phone number. “I definitely want to take
you up on that private play date, sooner rather than later,” I told him, giving him a deep, sensual kiss.

—Ms. Selma D., San Francisco, California
     

Recently, I was totally bored and began reading my local paper from cover to cover. I soon found myself at the back, looking
over the classified ads. My eyes were skimming the personals when I found one woman’s ad that caused me to pause and my cock
to stir in my pants. It read:

Mistress seeks quality slave. Must be able to spend two weeks, possibly longer, serving me in every capacity. 24/7 training
course required. Think you have what it takes? Send resume and photo.

I found myself utterly intrigued by this mystery mistress. Would she be blonde or brunette? Tall and slim, or short and curvy?
What did she mean by every capacity? It had been a long time since I’d had a girlfriend, and even longer since I’d submitted
to a commanding woman. However, I’d never before completely surrendered in the way this ad demanded.

I knew I had to write to her, and carefully composed an e-mail detailing my best qualities, good looks, and willingness to
do anything and everything.

I was pleasantly surprised to get a phone call from
her a few hours later. “Jason? This is Mistress Helen. You answered my ad and I want to meet you tonight at seven.”

Her voice was brisk and commanding, and my body immediately responded. I had no plans for the evening and while I’d have been
loath to admit that to a regular girl, being available for my new mistress was something to be proud of.

“Seven is perfect,” I told her. She gave me directions to her home, telling me she had everything she could possibly need
for my training, and that I could dress however I wanted because I’d be spending most of my time in her house naked.

“You’re okay with nudity and submitting to me sexually, aren’t you, Jason?” she asked, saying my name in a way that told me
she knew exactly how much the idea of being her slave-in-training turned me on.

“Yes, Mistress,” I said deferentially. We hung up, and I spent the next few hours pacing with my cock rock-hard, but not wanting
to jerk off in case she forbade such activity.

When I arrived at her house, I had to tell myself to calm down. My palms were sweating and my breathing shallow from my excitement.
I walked up the stairs and rang her doorbell; the loud chime startled me. Mistress Helen quickly answered the door. She was
tall, towering over me in high black heels. She wore a skintight latex dress with strategically cut holes. “Welcome, slave,”
she said, stepping aside to let me in. The
minute I got inside, she said, “Now take off your clothes.”

Even though she’d warned me about what my training would entail, the bluntness of her order still surprised me. I had no reason
to be embarrassed, but my face still reddened as I removed my shirt, pants, and boxers to reveal my hard-on. Mistress Helen
held out a grocery bag for me to place my clothes in, then stowed it near the door.

“Get on your hands and knees; you will stand only when I order it. This is an advanced training course, so everything will
be a bit accelerated. My last slave left under unfortunate circumstances, after he decided he could not obey my rules about
refraining from masturbating and being available to me at all times. So I want to make sure my next slave knows exactly what
he’s getting into.” I happily absorbed her words, thinking that nothing could be more pleasing than being at her beck and
call.

“My pussy needs shaving, and you’re going to do it. This is an extremely delicate job, and I’ll trust you to treat my cunt
with the tenderness and respect it deserves, otherwise you won’t be touching it again,” she said, marching down the hallway.
Her house was large, yet I felt instantly at ease as I crawled across the wood floor. Watching her latex-clad ass was the
perfect lure to get me moving as quickly as she was.

We arrived in her elegantly appointed bathroom, and she instructed me on how hot to run the water and
which bubble bath to add. Before I shaved her, she had me wash her entire body with a sponge. When I seemed to be spending
too much time soaping up her breasts, she not-so-gently pushed my hand away. “Hurry up,” she said, and I made sure to lather
and rinse the rest of her, before offering her a towel to dry off. Then I very carefully covered her pubic area with shaving
cream and used the brand-new razor she’d given me to delicately scrape away all the hair along her pussy lips. I watched as
her pink flesh emerged: sleek, smooth, and beautiful. I had to hold her labia taut to make sure I got off all the hairs, and
as I did my cock danced in front of me, but I tried to concentrate on doing my job.

Mistress Helen didn’t seem like the type who’d appreciate my commentary about what a pretty cunt she had, so I remained quiet.
Finally, when I was done, she pushed me away and stroked her fingers along her tender pussy lips. Then she barked at me. “Jason,
get over here!” I was only a few feet away, but I crawled toward her, looking contrite even before I knew what I’d done wrong.
She thrust her pussy into my face. “What is that?” she asked, her loud question ringing in my ears.

“A hair, Mistress?” I asked, cautiously awaiting her exquisite wrath, especially because part of me was getting off on her
impending anger.

“Yes, it is. I don’t know how dedicated you really are to being my slave. If you can’t do it, I’d be happy to dismiss you
and find someone who can. I want you
to make it up to me—with your tongue!” she said, grabbing me by the hair and shoving my face between her legs. I immediately
began lapping at her sex, thrilled to find her cunt warm and tangy. She was clearly aroused, and despite the fact that I’d
messed up my task, knowing that my actions had turned her on made me proud.

My dick was sticking straight out, and despite the fact that I wanted to touch myself, I resisted, focusing all my energy
on making her come. I nuzzled deep into her hole, my nose batting her clit as my tongue burrowed inside her.

Mistress Helen was pressing down against me, and then at one point she let up. I drove in and focused on her clit, sucking
it between my lips and flicking my tongue hard against her. She backed toward me and I felt her body trembling as she came,
her nectar coating my grateful tongue. When she was done, instead of praising me, Mistress Helen immediately turned around
and said, “Now lick my ass.”

She thrust her perfect butt cheeks toward me, and I ran my lips over every cool inch of her skin. Then, at her insistent urging,
I bathed her crack with my tongue, starting with little licks, then moving up and down her asscrack’s entire length.

I went all out and began rimming her asshole. It was obvious she enjoyed the sensations of my tongue, and at one point I noticed
that she had begun playing with her pussy. Her fingers were working overtime, thrusting
into her aroused cunt while her other hand toyed with her clit. At the same time, my pointy tongue continued to dart in and
out of her hole. My cock throbbed from her intense shaking. Finally, after about fifteen minutes of vigorous ass-licking,
she came again.

She turned around, her face flushed and her hair slightly mussed, looking even more beautiful than she had earlier. I couldn’t
believe we’d done so much, and it was only the first night of my training. “Well, slave, you’ve made up for your earlier transgression.
I didn’t think you had it in you. That’s a promising sign, though there will be many more advanced tests of your worth over
the next two weeks. You are not allowed to come until tomorrow morning when I enter your room. If you’re good, you may get
the chance to fuck me, but we’ll see about that. Your bedroom is right next door,” she said, pointing to the left before scooping
up her clothing and exiting the room.

I’m happy to say that I spent the next two fulfilling weeks serving in Mistress Helen’s household, of which I’ve now become
a permanent member. I know that I’ll have many more stories about my servitude, but right now my mistress is summoning me,
and I must heed her call.

—Mr. Jason R., Seattle, Washington
     

A few weeks ago, I was sitting in the living room while my girlfriend, Monica, did some homework for her graduate school classes.
Our nights often wind up like this—me watching porn as I wait for her to get ready for bed. This time, I popped in a tape
that my best friend had given me. I wasn’t really sure what I was about to see, and was expecting the usual sucking and fucking,
but instead found a pretty, slim blonde girl being spread out on a bed facedown by a man about twice her size. She moaned
in arousal as he bound her wrists behind her back with a roll of bondage tape. She continued to moan and squirm while he gave
the same treatment to her ankles.

My cock was instantly hard from watching this spectacle. I figured the guy in the video had to be, too, but he didn’t whip
out his dick. Instead, he just reveled in watching the girl testing her bonds. As much as I tried to understand his mind-set,
I knew if I had a sexy bound girl in front of me, I’d want to ravage her. Well, Monica wound up walking into the room just
as this girl was really going wild, writhing and moaning against her tape gag. “What’s this?” she asked, looking from me to
the TV and back. I couldn’t quite read her reaction, but I hoped that she’d be as enthralled as I was. Monica knows I watch
XXX videos, but we rarely watch them together.

“Come check it out,” I said, and she slid onto the couch, curling up next to me. We watched in silence for a few minutes,
my hand tracing her hip as my cock got harder and harder.

Suddenly, Monica said, “You’re really into this, aren’t you?”

“I think it’s pretty hot,” I said, understating my interest. “What about you, Mon? How would you like it if I tied you up
like that?” I asked, pointing toward the screen, where another pretty girl was tied to a chair, her legs spread wide, her
hands shackled behind her. I turned my full attention to Monica, hearing her breath catch and seeing her cheeks redden. I
leaned closer, whispering directly into her ear as my fingers wandered down to her pussy. When I touched her crotch through
her jeans, she felt warm, and I pressed against her, kneading the denim against her cunt.

I quickly took advantage of her arousal and positioned her on her hands and knees. “Put your hands behind your back,” I said,
and when she did, I held them there, her wrists in one hand while I undid her zipper with the other and slipped my fingers
inside. When I finally touched her pussy, she was wetter than I could ever remember her being. I tightened my grip on her
and said, “I’m going to tie you up like the guy did to that girl in the video, and then I’ll do whatever I want with you.
How do you feel about that?” As I talked she moaned in pleasure and I slammed my fingers in and out of her cunt, my cock throbbing
the whole time.
When I couldn’t stand it any longer, I whipped out my dick and pulled down her jeans to fuck her. “Put your hands above your
head, and keep them there,” I said as I rammed my penis deep into her hole, holding her hips tight for balance. The whole
scenario had me so turned on, pretty soon I was pumping a hot load of come into her pretty cunt. A few flicks of my fingers
against her engorged nub and Monica was trembling in ecstasy.

I didn’t waste any time, and the next day after work I stopped at an adult store and bought several rolls of bondage tape.
Knowing she’d be pleased with several colors, I got black, red, and pink. Just holding the rolls in my hand gave me an instant
hard-on, and I raced home, eager to share my purchase with my favorite girl. When I walked in, she was bent over, looking
in the refrigerator, with her cute ass sticking up in the air. I smiled, then gave her upturned butt a nice little slap. She
moaned, and I brought my hand between her legs. “Are you ready?” I asked her, taking out the red roll of tape and showing
it to her. She practically jumped on top of me, she was so eager to get tied up.