Benny's Secret

Two men sat in comfortable chairs, one across from the other. The older of the men seemed apprehensive, the younger man curious. The older man took a deep breath and said, "Okay, here it goes. I hope you're ready for this."

I was a good looking guy, or so I was told by lots of girls. I'd fucked just about every girl in my high school, so I guess maybe it was true. I'd even gotten into a couple of the teacher's skirts. Mrs. Barkley really showed me a few things. Even a couple guys asked me out, which was surprising to me.

After high school I went to college for two years and got a degree in communications. So, at twenty years old, I thought I was ready for the big time. I wanted to get into movies, either as an actor or at least in production or directing. I moved away from my small Midwest town and headed for Los Angeles. That was back in 1980.

I found a job busing tables at a pretty decent restaurant. After a few weeks I ended up as a waiter and made good tips, especially from horny older women and guys I found out later were gay. A few of the women left me their phone numbers. There was one in particular who came in now and then with the hottest redhead I'd ever seen. They both were very friendly to me and left some really nice tips.

One day the older woman introduced herself to me. "By the way, my name is Gretchen Mueller." She pointed at the redhead. "This is Cheri Banks."

I shook their hands in turn. "I guess you know my first name is Benny. Benny Roberts. Nice to meet you both." I couldn't help notice that Cheri gave me a sweet smile.

Gretchen, who I noticed had the slightest German accent, asked, "Do you like your job, Benny?"

"It's okay. Well, no, it sucks."

"If you're interested, I need a new pool boy. It pays well and you get a nice little apartment with free rent."

This piqued my interest because rent ate up over half my take home pay. "Wow, sounds good. What would I have to do?"

"Tomorrow's Saturday. Why don't you come by and we'll show you around and explain your tasks. Bring a swimsuit, okay?"

I agreed and she gave me directions. Her place was in Beverly Hills!

I showed up the next afternoon a little bit early. I had to take a bus since my piece of shit car broke down a month earlier. I got thirty bucks for it from a junk yard and had been using public transportation ever since. I pushed a button at the front gate and I heard Cheri's voice from an intercom say, "Come on in, Benny."

The gate swung open and I strolled down the long driveway. I saw a few cars parked along the circular drive once I got near the house. I heard Cheri call out, "Over here!" She was waving her arm at the back corner of the house. She was wearing a broad hat, sunglasses, and a skimpy green bikini. I headed over and she shook my hand. With an amazing smile she said, "I'm glad you made it. Come on, I'll show you where to change."

I followed her and couldn't help but stare at her perfect ass. She led me past a huge pool where there were five women laying around or swimming. A couple of them were really nice looking, but none of them were what you'd call ugly. They all waved and said hello as I passed.

Gretchen stepped out of the water and that's when I realized what a killer body she had. She had wide hips that swayed provocatively when she walked. She was wearing a pink string bikini that looked like it was ready to burst off at any moment, and her taut nipples pressed against the thin material of her bra, which barely covered her ample breasts. "Get changed and come on out, Benny." She smiled, turned, and walked to her chaise. Her bikini bottom struggled to cover her huge, round ass. I had to tear my eyes away from it before I walked right into a small palm tree.

Cheri led me into a small pool house. There was a living quarters built into the back of it. She said, "This is the apartment where you'd be staying." She gave me a quick tour, showing me the small living room, bedroom, bathroom and kitchenette. "You'll have to excuse the clothes in the closet. Patina, our previous pool girl, met some rich guy from France and moved out. She left with one small suitcase and the clothes on her back. The dresser is just about full, too. Don't worry, if you take the job we'll get that stuff out of here. I'll wait outside while you change." She smiled that beautiful smile and closed the bedroom door behind her.

I stripped and threw my trunks on. I was glad they were a bit loose because it hid the hard on I'd sprouted. I went out to the pool and Gretchen called me over. "Okay, Benny. Your first job is to put lotion on me, Cheri, or any of my guests who need it. Can you handle that?"

I told her I could and every woman there had me rub sun tan lotion on them. I got a couple winks and smiles and over heard one of the ladies tell Gretchen, "Oh, yes, he's a keeper."

I helped Cheri serve drinks and after a couple hours the ladies all left. Then Gretchen explained the rest of my job. She showed me how to skim the pool and make sure the chlorine was properly balanced. "And that's basically it." She said. "The pay is two hundred a week and the apartment. You can eat with us at the house or you can make your own. You are also to help Cheri around the house if she needs it. Any questions?"

"Yeah, when do I start?" Two hundred a week was pretty good money back in 1980.

"The ladies all liked you and so do I. You can start now, if you want."

Cheri drove me back to my efficiency apartment where I packed the rest of my clothes, which wasn't much, paid the manager the rest of my rent, and moved out of there for good.

When we got back it was almost dark. Cheri said, "We'll have dinner in about an hour. Go ahead and find a place for your things. You can move Patina's clothes around to make room. She'll never be back for them, it's been nearly a month and she called three days ago to tell us she got married and loves it in Paris."

After she left I put my suitcase on the bed and opened a couple drawers to see if there was room. Both top drawers were full of sexy, lacey panties and bras. The two larger bottom drawers were full of shorts and skirts, and a variety of sexy little shirts. I picked up a pair of red panties and looked them over. I felt my dick begin to harden since I had always been a sucker for sexy lingerie. On sudden impulse, I stripped naked and slid the panties on. They fit snugly and the silky material felt so good against my skin. I found a matching bra and, after adjusting the straps, put it on. It felt surprisingly good, too. I dug around and found a red garter belt and some black stockings. Trembling with excitement, I hooked the belt around my waist and slowly slid the stockings on. I figured out how to hook them and checked myself out in the mirror. My cock was hard as steel and precum was oozing out of my tip.

I went into the closet and looked through the dresses, blouses and colorful skirts hanging in there. They were size tens, whatever that means, and I tried on a silky black mini dress. It was a bit snug but it seemed to fit pretty well. I assumed that Patina was a fairly tall girl but not too busty. The bra tag said 34b. Lined up along the closet floor were about ten pairs of women's shoes, from stiletto-heeled dressy looking shoes to sexy, low heeled sandals. I held one of the shoes up to my foot and it looked like a fairly close match. I tried on the sexiest pair of black high heels in there and again, although snug they fit okay.

The high heels made me feel strangely sexy, so I stepped in front of the full length mirror set on the closet door. I'd been told once or twice that I had an androgynous look about me, and now I believed it. I didn't look all that bad. I grabbed a pair of my socks, rolled them up, and inserted one into each side of my bra to give myself some breasts. My dark brown hair, though starting to thin a little on top, was kind of long, almost to my shoulder, and if I turned just right I actually looked fairly feminine. I couldn't take any more. I laid back on the bed, lifted my dress, pulled out my cock and stroked it until I exploded into an intense orgasm. I caught my wad in my palm to keep it from getting on the clothes.

I lay there panting and shaking for a few minutes before I got up, carefully washed my hands and put all the clothing back exactly where I got it. I took a quick shower, found a towel to dry off, and dressed in shorts and a tee shirt. The phone rang, startling the shit out of me, so I answered it. Cheri's voice said, "Hi, Benny. Dinner's ready if you want to come over to the main house."

I went over and the dining room table was set with four places. A really cute Mexican girl I hadn't met yet was there and served us dinner. Cheri introduced us. "Benny, this is Marta." The young woman gave me a sexy little smile and said hello.

During dinner Gretchen insisted that while employed I take some multi vitamins every day, get in some mild exercise, and do some yoga. "It will help your body and your mind." I agreed to do whatever she wanted. Later, Gretchen asked, "Do you like to play cards, Benny?" After I said yes she added, "We like to play poker. Do you know how?"

"Sure, me and my buddies used to play for loose change."

She gave me a demure smile and asked, "Ever play strip poker?"

I felt my dick begin to harden. "Yeah, once or twice in college."

"Great!" she said, "Let's play. Marta, just put the dishes in the sink and come join us."

So there I was, sitting on the living room floor with two gorgeous girls about my age and a voluptuous woman, ready to play strip poker. After a few hands I was down to just my shorts and all three of the women were sitting there with no shirts on. Marta was wearing a sheer white bra and her dark areolas were clearly visible. She caught me looking a couple times but didn't seem to mind. Gretchen's large, firm tits seemed to defy gravity and I could see her large areolas, too. Cheri's bra was sheer as well, but her pale, pink areolas were hard to see. Luck went my way the next few hands and all three of the girls were down to their panties. I had a raging hard on as I stared at the three different but equally beautiful breasts before me. Marta's were smallish but firm and round. Gretchen's were 38D's with large, erect nipples that begged to be sucked. And lovely Cheri's were amazingly firm and conical with perky, pink nipples.

I lost a hand and went down to my underwear. My hard cock was plain to see under my tight briefs and it drew stares. Marta asked, "What's with that?" She pointed directly at my crotch. "Are you horny or something?" They all laughed as I felt my face redden.

Next hand and off went Gretchen's panties. She sat there, cross-legged, and I could plainly see her hairy cunt. A hint of her labia was visible, too. Next hand, Marta lost and she seductively slid out of her panties to reveal her neatly trimmed bush. She, too, sat cross-legged and I could see her glistening slit. By this time I felt like my cock was going to explode, but I was determined to win one more hand so I could see Cheri's pussy. I could already see that she had red pubes through her sheer, silky panties.

I lost the next hand so I dutifully removed my underwear to expose my hard, eight inch cock. Cheri stood and raised her arms above her head and said, "I win!" She then turned her back to us and slowly pulled her panties down to her ankles, bending over at the waist. We all stared at her beautiful ass and her wet, seductively protruding labia. I could see fine, reddish hairs near her ass hole and fought the urge to run my tongue the full length of her crotch.

She sat down and said, "That was fun."

Gretchen said, "Let's have more fun." She reached over and cupped one of Marta's breasts with her hand, massaging it firmly. The two began kissing passionately and I stared raptly for a moment until I felt Cheri's warm, soft mouth wrap around the head of my cock. She sucked for a moment, then shifted her body around and stuck her lovely, wet pussy right in my face. I licked and sucked as she moaned in pleasure. After a few minutes she sat up on my face and I felt Marta straddle my waist, take my cock into her hand, and guide it into her trembling love hole. I couldn't see much of what was going on as Cheri ground her hot pussy in my face, but after a few more minutes I felt Marta tense up and begin to tremble in the throes of an intense orgasm.

I was really close my self when Gretchen slid me into her tight hole. Then I realized she'd stuck my dick right into her ass. She bounced up and down and I could tell she was vigorously fingering her pussy and kissing Cheri. A minute later Cheri's pussy began to quiver and I heard her moaning, "Yes, yes."

I couldn't take it any more. I came hard, lifting Gretchen right off the floor as I shot semen deep into her asshole. As if on cue, she shook with an intense orgasm and let herself fall to her side, and my cock was pulled from her ass with an audible pop.

We all lay there on the carpet for a minute, gasping for breath. I had pussy juice all over my face, my stomach, my cock, even my balls. And I loved it. Gretchen rolled over, kissed my sloppy, wet lips and said, "I'm going to take a shower and go to bed. Good night."

Marta kissed me too. She said, "I'll clean this room in the morning, Gretchen. Good night."

Cheri was laying on her side and smiling at me. "I bet you weren't expecting anything like that, were you?" After I shook my head she added, "Gretchen is very sexually liberated. We all are. If you hadn't been as well she would have fired you. She is pretty insistent that all her employees freely give of themselves."

"Ah, I see. All she had to do was say so."

"It's more fun to find out this way, don't you think?"

I laughed and nodded agreement.

"I need a shower, too." Cheri scooped up her clothes and headed for her room. She stopped and turned around, "You look like you need one, too. Join me?"

I grabbed my clothes and hurried to her side. She led me to her room at the end of a long, upstairs hallway. We went in and I found that each bedroom had it's own bathroom. Cheri started the shower, took my hand and led me in. There was plenty of room for two. She took a soft sponge and slowly washed my entire body. She gave a little extra attention to my genitals. My cock responded by slowly rising to a full erection.

She kissed my tip and said, "Your turn." She handed me the sponge so I washed her sexy body. I used my bare hand to gently wash her perky breasts, then slowly moved down to her crotch. She parted her legs as I ran my fingers over her clitoris, slowly caressing and stroking.

There was a small bench built into the shower stall. She sat in it, leaned back with her legs spread, and said, "Eat me again. You're pretty damn good at it."

I put my face near her reddish pubes and slowly ran my tongue over her pink labia. I swirled it around her clit and ran my finger deep inside her dripping vagina. I did this for several minutes as warm water sprayed over us. She had her eyes closed and moaned in pleasure as she squeezed her breasts and pinched her nipples. Suddenly she came as her crotched jumped in spasms of delight.

Cheri then crouched in front of me and took my throbbing cock into her mouth. She sucked and stroked, slowly at first, while she swirled her tongue around my tip and shaft. She did it faster and faster until I erupted in orgasmic pleasure. She moved her head back and stroked my cock with her soft hand, allowing my wad to shoot all over her face and into her open mouth.

We finished our shower and after a passionate kiss goodnight, I staggered to my apartment, fell onto the bed and was asleep in no time.

The next morning there was a tap at my door. I opened it and Cheri said, "If you want breakfast, it's almost ready." As I nodded I couldn't help but notice she was dressed in a bikini again, covered with a sheer kimono. As I walked with her to the house, she made friendly small talk as her sandals clicked on the concrete sidewalk. In the past, I would have felt uncomfortable with a girl I'd just fucked the night before, but Cheri was different. I was totally comfortable around her.

Once inside, Gretchen handed me a plastic pill bottle full of pills. "Here, these are specially designed multi-vitamins. They're also really good for your hair, which I couldn't help notice was thinning a bit. Take one in the morning and one in the evening every day. Don't forget."

I agreed to do as she asked. Later, she had Cheri teach me yoga and we did that every day. There was hardly a day that went by when at least two of us had sex in a wild variety of positions. Gretchen really seemed to like it in the ass. Once night, after we'd had a bottle of wine and were feeling pretty good, Gretchen was on the edge of her bed with legs spread wide. She tilted her hips up so I could thrust my cock into her lubed up asshole. I was pumping it to her when suddenly I felt a slender, slick object shoved up my own ass. I grunted in surprise and pulled away. Gretchen was holding a lubed up, shiny little sex toy in her left hand. "Hey, what was that for?" I didn't care for it too well.

"Come on, let me do it. It turns me on." After I hesitated she said, "No more fucking for you unless we do it my way."

I was still horny as hell so I shrugged and slid my cock back into her tight little asshole. Gretchen soothingly said, "There, that's a good boy. Just relax and take it in."

I forced myself to relax as she slowly slid the shiny little dildo up my ass. After a while it wasn't so bad. I pumped her ass harder and harder and began to realize she really was getting a kick out of sticking her toy up my ass. She produced a bigger dildo in her right hand and stuck it up her pussy as her whole began to convulse. Her breath came in ragged gasps as she came for several long seconds. She lay there, panting as I mercilessly pounded her asshole. A moment later she could tell I was about to come. She said, "Shoot your load on my tummy."

I timed it right and only had to stroke myself a few times before I shot sticky semen onto her still-quivering stomach.

She patted my cheek and said, "Good boy."

Later that evening Gretchen said that she, Cheri and Marta were going out for girls night out. They left around seven and said they'd be out late. By this time I had been there for over two months and hadn't dressed up in Patina's clothes in a few weeks. I'd been too busy or exhausted most of the time.

I'm not gay or anything, but I got a real thrill out of wearing sexy, feminine clothes. So as soon as I saw Gretchen's big Mercedes pull through the gate I went to my bedroom and got naked. I looked at myself in the full length mirror. I tipped my head forward and could see that Gretchen was right, my hair had not only stopped thinning, but was a full as I could remember. I hadn't gotten it cut in a long time, either, and it was all the way down to my shoulders now.

I was losing weight, too. I was never heavy at all, but my usually thin frame looked different, now. I had been noticing my nipples protruding a little bit and they were always sore as heck. I'd asked Gretchen about it, finally, and she told me the supplements I was taking for my hair had female hormones in them and that I could expect some minor side affects like some slight swelling and soreness in my nipples. She said I could stop taking them any time but my hair looked so good I decided I take them a while longer.

As I stared at myself in the mirror I noticed that my eyelashes looked a little bit fuller, too. My whole face, in fact, had a more feminine look to it. It seemed to make me better looking, I thought, so I didn't mind. I put my fingers up to my nipples and discovered that though sore, if I was gentle they were really sensitive to the touch and it felt good.