Letters to Penthouse XXXVI (15 page)

His cock had shrunk considerably from the ice, but his nipples were hard and screaming out for tit clamps. After securing
the clamps to his nipples, I tugged gently on the chain attached to them and gave my slave a quick kiss.

Then I lit a candle and waited a second while the wax began to melt. The first drip landed on Lloyd’s belly button, but he
showed little reaction to the heat. I tried a few more drips around his belly, and though the candle was held closer to his
skin, I wasn’t getting the expected reaction. My eyes traveled up to his rather sensitive nipples and I smiled. The first
drip of hot wax onto his tender nipple brought Lloyd’s head off the table and he moaned. Five or six drops later, I noticed
that my slave was getting a rather nice hard-on. I had plans for that as well, but not just yet.

I removed the butt plug and walked around the table retying all the ropes, making them even tighter. Putting on rubber gloves,
I lubricated my fingers and gently inserted one into his asshole. As I moved that finger over the walls of his anus, I used
the others to stimulate the area outside his asshole. I inserted another finger and, as his gasping grew louder, I thought
he might pass out from breathing so hard. He was pushing against my hand, obviously enjoying himself very much.

Lloyd’s hard-on was throbbing and drops of come leaked from the tip. Our playing had aroused me as well—I was very wet and
my nipples were hard and pointy. I removed my fingers from his ass, disposed of the gloves, and climbed aboard my waiting
slave. Rubbing my tits across his mouth, I watched, amused, as he tried in vain to reach them with his tongue, but I always
quickly pulled away. When I rubbed my wet pussy up and down his hard shaft I could feel Lloyd straining as he tried to rise
up and penetrate me. I maintained my control, but when I impaled myself on his stiff cock I came immediately, screaming with
the force of my orgasm. Holding very still, I sat on top of Lloyd until I could catch my breath, my pussy pulsating around
his member. I forbade him to come and saw him grit his teeth with the effort.

With my knees planted firmly on either side of Lloyd, I grabbed the nipple clamps and twisted them, then began to slowly rise
and lower myself on his cock. I was so wet that I slid easily over him, feeling his whole length and width inside me. As I
moved up and down over his rigid cock, I reached between my legs to play with my clit. Bringing myself to the edge of another
orgasm, I saw that Lloyd was sweating with the effort of trying not to come. His hands clenched and unclenched and his feet
worked against the ropes that bound them. I pumped away on his cock, screaming as I came again, and Lloyd came just as hard.

I untied my slave and rewarded him with a nice glass of wine, and then we dressed and headed down to the casino. As we left
our room, our next-door neighbor stuck his head out and winked at us. Lloyd and I looked at each other and burst out laughing.
The only way I could wipe the grin off his face was to tell him that he had one hour to recuperate and then we were heading
back for another round. The grin was gone, but the erection tenting the front of his pants was unmistakable.

—Ms. E.C., California

I don’t think either my husband or I will ever forget his fiftieth birthday. Jerry has always enjoyed wearing sexy underwear,
and by that, I don’t mean silk boxers or tighty-whities. What I’m referring to is women’s undergarments, and over the years
he’s amassed quite a wardrobe of panties, bras, stockings, nightgowns, etc. However, until recently, he had never worn any
of these items out of the house other than the thong that he wears under his suit every day.

I wanted to make the celebration extra special, so I told Jerry to leave things up to me, and he’d have a birthday he would
never forget. He agreed, saying he’d do anything I told him to do.

I started by having him dress up in his French maid uniform, complete with a bobbed black wig and high heels. Then I told
him to clean the entire apartment and bake a chocolate cake inscribed with the words, “Happy Birthday Jenny,” which is his
dress-up name. While Jenny was being a good “girl” by obeying my instructions, I got out our toy box and took out the Ping-Pong
paddle and a butt plug.

When Jenny came into the bedroom to make the bed, I was waiting for her. She looked at me expectantly as I told her that she
was going to be getting fifty swats for her birthday, though not all at once. She started to playfully object, but then quickly
recanted, remembering who was in charge, so I pulled down her ruffled panties and gave her ten smacks. Then I warned her about
disobeying me, even though it was her special day. She apologized, so I had her lube up the butt plug and get on our king-size
bed.

When Jenny was on her hands and knees with her ass high up in the air, I gave her the first of many thrills. She moaned and
groaned as I worked the plug into her tight hole with one strong push. When her ass had swallowed the entire toy I thought
she was going to lose her load, so I warned her not to come yet because we had much more fun ahead of us. She managed to hold
back and then, with the plug firmly in place, went back to cleaning.

I read a book while Jenny finished her chores, including baking the cake. As we waited for it to cool so that she could decorate
it, I told her to put on her men’s clothes over her panties, thigh-highs, and bra. It was time to go shopping for her gift.

At the mall, I picked out outfits for us both. I bought panties, silk stockings with fancy garter belts, matching bras, and
even a new wig for Jenny. To complete the look, we got pumps with three-inch heels and matching handbags. It was especially
fun to see Jerry turn beet-red when I told the salesgirl that my girlfriend and I were planning a big night out!

I had a few surprises planned for my cross-dressing husband, so I told him to wait in the car while I finished shopping. It
was getting late by the time we got home, so I had Jenny strip to her bra and panties and get the bubble bath ready. When
I joined her in the bathroom I gave her another ten birthday smacks with the paddle before pulling the butt plug from her
ass. I could tell that she was getting hot because she was sporting an impressive erection. She asked if she could slip it
into my pussy, but even though I was wet, I reminded her that I was in charge, and we’d fuck when I said so.

Jenny and I took a long bath together and shaved each other’s legs. Next, I helped her with her makeup and nails, and then
we both got dressed. I even gave her some of my jewelry to wear, including a pair of clip-on pearl earrings. Standing together
in front of the mirror, we agreed that we both looked great. That’s when I told Jenny that we were going out to dinner dressed
as we were. She didn’t think that she could pass, but I insisted that she would and gave her ten more whacks with the paddle
as a reminder that I was the one giving the party.

I had already made reservations at a popular restaurant and had picked out a corner booth. We arrived early and were asked
to wait at the bar. As Jenny ordered our drinks, a customer bumped into me, spilling his martini on my new shoes. He apologized
and paid for our drinks. His name was Derek, and after some small talk, I invited him and his friend, Adam, to join us.

When I said that, I thought my husband was going to faint. I excused us to go to the ladies’ room, where I told Jenny to calm
down and follow my lead. I explained that this is how women get free dinners, and then handed her my lipstick so that she
could freshen up. Then we headed back out to our new friends.

We ordered dinner and more drinks, and as the evening wore on, Jenny grew more relaxed. She even danced with Adam, and their
bodies were so close that watching them together made my pussy throb.

We ended up inviting the guys back to our apartment for a nightcap and birthday cake. I drove us home, with Derek sitting
up front with me while Adam and Jenny fooled around in the backseat. To my great surprise, my husband pulled out Adam’s hard-on
and began giving him a blowjob. Jerry had always wondered what it would be like to go down on another man, and he was finally
finding out! I had trouble keeping my eyes on the road because the sounds from behind me were so sexy, and by the time we
got home, I was ready for more steamy action.

I told Jenny to go into the kitchen and fix us drinks and cake while I explained to Derek and Adam that she was really my
husband. They said that they’d known all along, and that’s what had drawn them to us. Boy, was I pleased to hear that, because
it meant my husband was about to get the fucking of his life, and not from the strap-on we usually used but from a strapping
hunk named Adam!

When Jenny came back into the living room with the refreshments, I told her what was going on. I could see the look of excitement
on her face as she put down her tray and turned to Adam. He took her hand, kissed it, and wished her a happy birthday, and—the
cake forgotten—we all went into the bedroom where the fun really began.

First, I told Jenny to strip for our new lovers. Slowly, she unbuttoned her dress and peeled it off her body. Both men leered
at her sexy lingerie, and I think I even saw Adam lick his lips at the sight of her form-filled bra. I know for a fact that
his eyes widened at the bulge in her pretty pink panties. Watching my husband strip was extremely arousing, and I couldn’t
wait to get a nice, hard cock in my sopping-wet pussy.

When Jenny was naked I told both guys to strip. They quickly complied, and my mouth watered at seeing two more raging hard-ons.
But as anxious as I was to get fucked, I was more excited to see my husband experience some of his first man-on-man action.
So I asked Adam if he would do the honors, and he was happy to comply.

I handed him some lube as Jenny crouched on the bed, her ass high in the air. Adam covered his dick with the clear gel, and
I stood to the side of them to get a good view. Derek moved around me and caressed my tits from behind, and his hard-on ground
against my rear while his friend got into position.

Adam aimed his cockhead at my husband’s asshole and then, with one quick shove, he was buried to his balls. Jenny grunted
with the force of the thrust, which must have been pretty hard to get through the tight ring of his anus. However, we had
practiced with a strap-on dildo many times, so he quickly relaxed enough for Adam to saw in and out in a nice, easy rhythm.

As Adam and Jenny fucked, Derek lifted my skirt, pulled down my panties, and slipped into me from behind. While he pumped
away at my cunt, I watched my husband experience joys like he had never experienced before. Adam gripped him tightly by the
hips and pounded hard, his balls slapping against Jenny’s ass. It wasn’t long before Adam cried out and his entire body went
stiff. When he pulled his dick from Jenny’s ass a moment later, I saw a thin trickle of semen dripping down her inner thigh.
Then my husband came, shooting his load onto the mattress. That sent me over the edge and my hot cunt tightened around Derek’s
cock. Immediately, he filled me with his own creamy load, since there was no way he could have held back after that.

Our new friends left a little later, after we’d all had a piece of cake. Once we were alone, Jenny, now dressed in a silky
peignoir that I’d bought as a special birthday gift, thanked me for one of the best nights of her life. I told her that it
had been my pleasure, and I hope that we’ll both have that same pleasure again sometime very soon.

—Ms. E.M., Georgia

It is really exciting to be able to submit a letter to your magazine—I never thought that anything would happen to me that
would be worthy of your publication! But then my relationship with my wife, Gerri, got really interesting, so now I have a
fantastic experience to write to you about.

Recently, Gerri decided that she really likes having sex with other guys, whether or not I am there. Since I love and trust
her, I let her see other men any time that she wants to, as long as she tells me all the details afterward. Hearing about
her sexual exploits makes me really hot. She is fine with that plan, so it is a good situation for us both.