Letters to Penthouse XII (17 page)

“Okay, but you’d better do a good job,” she said, getting into position. “I don’t let just anybody do that kind of thing. It usually costs a lot extra.” She hiked her miniskirt around her waist and peeled her G-string away from her heavenly bunghole. She must have been one of those hookers who does a good job of tidying herself up after each customer, because her crack was clean and fresh. Her asshole was wonderfully warm when I licked it. I lapped up and down at her raised maroon ring, then I took the big plunge.

“Jesus,” she sighed as I rooted my tongue right up her asshole. “That feels good. Really fucking good.” She rotated her hips and pressed her butt harder against my face.

“I’ll bet you take it up the ass a lot, don’t you?” I fingered her asshole a little, seeing how much give it had. It had plenty.

“Yeah, I do,” she said, getting ready for what was about to come. “Most of the other girls I know don’t like it too much, but I get off on guys fucking my ass.”

“Then let’s get in the back of the car.”

“Here, you’ve got to use this,” she said, pulling a rubber from her purse, “otherwise it’s no go.”

I knew that wearing a condom was all for the best, and I didn’t feel like making a big deal out of it.

She knelt down on all fours in the back seat. I got behind her and undid my pants. The rubber seemed to be covered with a lot more lube than I was used to, but I figured that was probably a good thing too. I rolled it down my stiff cock, then positioned my dick-head against her stutter. Her anus eased open like the petals of a pink flower.

The hooker let out a deep, hoarse moan as I pushed my prick up her ass. It took a couple of good hard strokes to finally sink it all the way in. She seemed to like having my cock inside her ass, and she started purring like a happy kitten. Then she let the feeling take over and started getting into it.

The way she clamped down on my cock with her sphincter drove me wild. She reached around and grabbed hold of my dick, jerking me off every time I pulled out. I knew she was a pro because I was ready to come sooner than I ever have before. When I finally exploded, I felt so lightheaded that I thought I’d pass out.

Afterward I drove her to her apartment. She had pulled her miniskirt back down into place so that it covered her crotch, but she didn’t put her G-string back on. Instead, she handed it to me when she got Out of the car. “Here’s a little something to remember me by,” she said, dangling it against my mouth.

As if I’d ever forget—
F.S., Brooklyn, New York

HIS IOB IS DELIVERIES, BUT HE’S ALSO GOOD AT PICKUPS

I’m a delivery guy for a mattress store. Most people don’t bother to tip me when I drop off their merchandise because they know it’s not really necessary. But I’ve found that establishing a “personal connection” with customers is usually a good way to make them reach for their wallets before I leave.

The easiest way is by saying something about their T-shirts. Most people sitting around the house waiting for a delivery are dressed pretty casual. That usually means they are in jeans and a T-shirt. If their shirts say something—and they usually do—then making a reference to them can kick off a conversation. I can say I like the rock group, I drink the beer or I use the running shoes whose name is emblazoned across the customer’s chest.

Yesterday I was making deliveries alone because my helper was out with a bad back. Moving bed sets solo is a bitch but at least the dispatcher didn’t stick me with any king-sizes. I showed up at a house where a cute blonde answered the door. She wore baggy grey sweatpants and a rock concert T-shirt a size too small, so it showed off her flat little tummy.

I’ve heard guys say that sometimes what is sexy isn’t what you can see, but what you can’t. This girl proved the truth of that statement. I could tell from her slender arms and narrow face that her legs must be exactly the kind that I like—the long, skinny, Ally McBeal type. But she also had a perfect “bubble-butt” that her sweatpants couldn’t hide.

“Can you carry that all by yourself?” she asked, obviously impressed by seeing me with her queen-sized box springs on my back.

“Sure, just show me where it goes,” I grunted.

She scurried to lead me through the living room. Her shirt was short enough and her sweatpants rode down far enough for me to see the dimples at the tops of her ass cheeks.

Her bed was already together, slats and all. I flopped the box springs onto the frame, got the mattress from the truck and put it on top. The Ally lookalike smiled, gave a cute shrug, said, “Thanks a lot,” but didn’t seem to be in any big hurry to get rid of me.

I decided to use my T-shirt tactic, not because I wanted a tip, but because I wanted to stare at her for as long as I possibly could before leaving. “I love XTC,” I said, pointing to the 80’s band’s logo on her shirt. “Are you a fan?”

Her face lit up. “Oh, absolutely! You know XTC? They’re kind of obscure these days. My big sister turned me on to them when I was a kid. Here, let me show you my tattoo.”

She turned sideways and pushed down the back of her sweatpants, which made my mouth drop open. Almost her whole ass was hanging out. The thong of her black G-string panties disappeared between her buttcheeks. She pointed out a small “XTC” tattoo on her smooth right flank.

“That’s really sexy,” I said. “Here, let me show you my tattoo, since you showed me yours.” I pushed my pants and boxer shorts to my knees. My dick was more than halfway hard, bouncing up and down with a pulse of its own.

If I had misjudged this sexy Ally clone, I would be in some deep shit. But I figured anybody willing to show her ass to a stranger also liked fucking around.

“I don’t see any tattoo,” she said, smirking in an amused way. She was staring at my dick and grinning like a nasty little slut.

“Try looking closer,” I urged, stepping forward. She reached out and took my prick in one hand, stroking it I leaned over and kissed her full lips. I reached down inside her sweatpants and her skimpy panties, probing her pussy lips with my index finger. She was already getting wet. Musclebound guys like me have that effect on chicks sometimes, especially chicks who enjoy staring at strange men’s cocks.

We made out that way for a few minutes, with me finger-fucking her pussy and her tugging on my cock. Then she looked up at me and said, “I like it from behind.”

Just like that, no preliminaries—my kind of girl. She glanced at her bed. “That new mattress is so high I’ll bet I can lean over it and you can fuck me standing up,” she said.

She turned around, bent over at the waist so her upper body rested on the mattress.

I went to my knees behind her so I could tug down her sweatpants and her G-string panties. Her legs were per-fect, slender and smooth. I lifted one of her legs at a time so I could slip off her little running shoes, her white ankle socks, her sweat pants and panties. I wanted her to be completely naked below the waist for me.

I guided my tongue from her skinny thighs up across one butt cheek and then inward toward the small of her back. I flicked at each of her dimples, then made my way down into her crack. At first I glided past her asshole without stopping there on my way to her pussy. I probed around in that musky split for a few minutes tasting her wetness. She said, “Ohhhh,” drawing it out like that. Sexy.

I ran my tongue back to her butthole. When I rooted inside her, she wiggled around and said, “My God, what are you doing?”

She didn’t sound like she wanted me to stop though. Her breath was coming in little gasps, like she was surprised and excited at the same time.

“I want to fuck you in your beautiful little asshole,” I said. Then I went back to licking her.

“Well, if you start with my pussy, maybe I’ll let you stick your dick in my butt a little. But not all the way in.”

That sounded good enough for me. I stood and slipped my cock into her cunt from behind. She reached between her legs and diddled her clit while I fucked her. Girls who take charge of their own pleasure that way always impress me.

The whole time I was boning her pussy, I was staring down at her irresistible asshole. I liked the way it flexed open and closed a little each time I pushed into and pulled out of her cunt After five minutes, I couldn’t wait any longer for what I wanted.

I slipped my cock out of her sopping pussy, put my well-greased cockhead up to her asshole and pressed against the starburst opening. When I started pushing inside, my new fuckmate said, “Just put the head in. I can’t take a whole cock. My ass is too small.”

Sure, I was disappointed, but I’m not one of those jerks who tries to get away with more than he should and ends up ruining a beautiful friendship. If all she wanted was the head of my cock, that’s all I would give her. She was tighter than any girl I had ever butt-fucked. Even with my cockhead covered with pussy cream I had a tough time getting inside her anus.

But man, was it worth it. Once inside, the heat and tightness of her asshole was almost more than I could take. You know how sensitive your dick feels after you’ve just come in a girl’s mouth and she keeps on sucking you? That’s what this was like.

“Fuck, that feels good,” I said, gently pumping the end of my dick in and out of her ass. I never went in more than two inches but that was enough. Her anus gripped my cockhead like a vacuum seal. Each shallow thrust into her wide-stretched hole brought me closer to coming.

She bit down on the covering of her new mattress while I pumped her butt. Seeing her do that made me come. I squirted juice into her asshole with such force that it went much, much deeper into her than my cock itself had gone.

When I finally pulled out of her butt, she scooted up onto her new mattress, curled into a fetal position and closed her eyes, drifting off to sleep.

I left her that way and headed back to my truck. I was the one who had ended up giving the customer a tip for a change, but I couldn’t complain.—
D,W., Boise, Idaho

THIS KIND OF WORKOUT WORKS BEST WHEN YOU’RE ALREADY “HARD”

The “Employees Only” door at the back of my sporting goods store has a one-way mirror that lets me observe potential shoplifters without them being able to see me. But this week I discovered a new use for it.

Women occasionally come in wearing exercise leotards. It’s hard not to stare at some of them, especially the ones whose bodies are so perfect they could star in their own aerobics videos. Girls who don’t want to be ogled never wear exercise togs showing off their bodies that blatantly, so I don’t feel guilty about enjoying the view.

Some guys like the way these girls’ overdeveloped tits stretch the tight fronts of their outfits. Others enjoy the look of skin-tight spandex on their long legs. What I like best are the narrow thongs around back that separate a girl’s ass cheeks.

A girl came in last week who looked as if she had just stepped from the pages of an X-rated Marvel comic. Her neck-to-toe purple leotard outfit was so form-fitting that it left nothing whatsoever to the imagination. I could see the impressions of not only her stubby nipples, but the raised halos around those swollen tips. The crotch of her outfit revealed the split between her bulging pussy lips, and her legs looked as if they had been spray-painted.

When I asked if I could be of any assistance she said, “Just looking.”

“You and me both, baby,” I thought. Nobody else was in the store. I tried being subtle about staring at her ass as she walked around but she kept catching my eye and looking annoyed.

I wasn’t stupid enough to think I could impress her with small talk and get her to agree to a date. She was way out of my league. Legs like hers were probably used to being wrapped around the backs of male models and movie stars.

She walked to a row of Stairmasters. “Can I try these out for a few minutes?” she asked.

“Sure, take all the time you want,” I said. “I’ve got to make a phone call in the back. Just let me know if you need anything.”

Phone call my ass. What I really wanted to do was get behind the “Employees Only” door and watch her while I beat my meat.

I unzipped as soon as the door closed behind me. I took out my cock and looked through the one-way glass. She was on one of the machines, pumping her magnificent legs up and down. Her muscular butt cheeks rotated against each other, sucking her narrow thong even deeper into her crack. I would have paid a week’s salary to bury my nose in her twat.

She moved to a machine even closer to the mirrored door where I stood. A light sheen of sweat was on her forehead. I imagined the same sweat on her ass inside her leotard. I imagined licking her smooth hard butt cheeks clean, tasting the salt of her delicious girl-sweat. Her tits bounced up and down with each step.

Watching her bounce and flex and work out her incredible ass was making my balls get tight. I stroked my cock faster and let myself go until I shot my load all over the back of the metal door.

Then I realized she was looking right at me. She couldn’t see me of course, but nevertheless she was staring right at the mirrored window of the door. “Excuse me,” she called out. “I have a question? Are you back there?”

I hastily put my dick away and walked through the door. I knew my face was red and I was breathing hard but I couldn’t help it. “Yes?” I asked.

She looked me up and down. Her eyes stopped at my crotch where a wet stain was quite obvious. Her eyes narrowed in disgust.

“Never mind,” she sneered. “I think I’ll do my shopping elsewhere.”

I forlornly watched her go. There was nothing I could say. She knew what I had been doing. But as she walked out of my store and out of my life, I couldn’t help staring at the erotic way her fantastic ass cheeks moved against each other with each of her purposeful strides.—
M.I., Berkeley, California
04-^

EVERYTHING WAS PERFECT, DOWN TO THE LAST
“DETAIL”

After I got out of high school last year I worked at a car wash. It was shitty work but the tips were good. My opinion of the job improved, however, as soon as Sally was hired.

She had a tomboy attitude but you never would have guessed that by looking at her. She was tall and willowy with terrific legs. She showed them off too. She usually wore a baggy shirt, its tail tied under her tits, and shorts cut off so high that her panties showed whenever she bent down to scrub hubcaps.