The Perfect Woman, Plus (Part III) - Happy Rear En free porn video

The 3rd and last part of the Perfect woman, plus story... Hope you enjoy it!


When I got home from my second steamy assignation with Amber, the sultry blonde she-male “girl of my dreams,” I found out I’d won ten million dollars in a magazine contest! Of course, I didn’t believe it at first, but when I phoned the company to confirm, they said I was indeed the Grand Prize winner!
My first thought was to call Amber and let her know my good fortune. I called the number she’d given me, but I got an answering machine. Then I remembered that she’d told me to say my name and she’d pick up. She was screening her calls. I said my name, but no one picked up, so I left a message.
“Honey, this is Bill,” I said, so excited I was practically shouting. “I just found out I won a contest. I hope you’re sitting down on that gorgeous ass of yours, because I won ten million dollars! I’m coming to New York as soon I let my partners in the firm know what’s going on. Call me as soon you can! Bye, love!”
As I was sipping champagne, watching TV a few hours later, the phone range.
“Oh, Bill,” Amber’s sexy, seductive voice said. “Is it really true? You’re a millionaire?”
“Yep!” I said, “I called the company and confirmed it. I get five hundred grand a year for the next twenty years!”
“When are you coming back to me?” she asked, excited.
“I have to sell the house, and resign from the firm, and take care of a few other things,” I admitted. “But if I could, I’d melt right through this phone and into your arms right now, my goddess.”
“Am I really your goddess, William?” she inquired in an odd, questioning tone.
“Yes, Amber, my love,” I replied. It felt strange. I was madly, hopelessly, passionately in love with a beautiful, buxom blonde who had a great ass and a cock bigger than mine! But it was 100 percent true.
“Good,” she purred in a sex kitten voice. “I have a few sexy surprises waiting for you. I’m tired. It’s late here and I have to get to bed, but first I want you to do something for me.”
“Anything,” I replied.
“Have you unpacked your suitcases yet?” Amber asked, a delightful hint of mischief in her voice.
“No, I haven’t,” I admitted. I’d been to excited by the news of my newfound fortune.
“Go get the brown one, I’ll wait,” my luscious lover replied. “Tell me when you’ve got it.”
I went into the bedroom and fetched my unopened suitcase into the TV den.
“I have it,” I announced.
“Open it,” Amber instructed.
I snapped the locks open excitedly, wondering what naughty little surprise Amber hand in mind for me.
“Do you see a small black shaving kit?” she asked.
I found it.
“Yes, I have it,” I said, curious as to the contents. I never needed a shaving kit, since I used a cordless razor.
“Are you naked?” she inquired.
“No, I’m fully dressed,” I said.
“Strip for me,” she demanded in a sexy, dominatrix tone that sent erotic shivers up my spine.

I did a telephone striptease, describing each item I was taking off, until I was totally naked.
“Now I’m naked,” I said, trying not to drip pre-seminal fluid onto my leather sofa.
“Open the kit,” Amber’s kittenish voice instructed.
I unzipped the black leather kit. Inside was a pair of disposable rubber medical gloves, a small jar of anal lubricant and a big rubber dildo. I thought at first it was the same ersatz cock she’d used to punish me, but it wasn’t. It seemed even bigger!
“Are you holding it?” she asked.
“The dildo?” I inquired.
“Yes,” she said. “It’s a cast, made from Miss Clitty when she was very, very happy.”
Of course! The rubber dick had the exact shape and contours of Amber’s magnificent, powerful tool.
“Lie down on the sofa, with your butt in the air,” Amber commanded. I, her willing slave, obeyed.
“I’m lying down,” I told her.
“Pull on the gloves,” Amber said. I did, quickly.
“Unscrew the cap on the ass cream,” she ordered. I knew what she was going to do! She was going to fuck me over the phone! The idea made me incredibly hot!
“It’s open, absolute mistress,” I acknowledged.
“Coat two of your fingers, I don’t care which ones, with lubricant,” Amber asked.
I stuck the first two fingers on my right hand into the clear, creamy jelly.
“Now slowly slide one finger into your anus,” my telephone dominatrix ordered. “Slide it in and out, in and out.”
I began to do as she instructed. It hurt at first, but soon began to feel good.
“Now slide in the other finger,” Amber instructed. “Really finger fuck that ass good!”
I began to gasp and moan with anticipation. I wished she was here, kneeling behind me, Miss Clitty engorged and ready to fuck me, but as it was, I had to make do with Miss Clitty’s rubber likeness.
“I’m starting to fuck you now,” Amber said. “I’m sliding Miss Clitty slowly past your pink butthole.”
I slid the glans of the dildo up past my tight sphincter, which relaxed to let it slide in.
“Fuck me!” I begged Amber.
“Do you want two inches?” she teased.
“Yes, give me two inches, please!” I moaned. The rubber cock felt hot and tight in my ass, but it lacked the silky, slick feeling of the real thing. I slid two inches up into my eager rectum.
“I’m going to shove Miss Clitty balls deep now,” she said. “I hope you’re ready.”
I slammed home the dildo, and came as I did so.
“Fuck me hard, Miss Clitty!” I gasped into the phone. “Harder! Pump me!”
“You asked for it!” Amber said, as I slid the dildo in and out of my ass cheeks with my left hand.
“Did Miss Clitty make you cum, slave?” she demanded.
“Yes, Mistress!” I gasped. “She made me squirt a gallon.”
“Clean up that mess, with your tongue,” she ordered, and I obeyed. I had never tasted my own semen before. It was salty and hot, but lacked the sweet, spicy tang of Amber’s “pussy juice.”
When I’d finished, I was exhausted.
“I’ll see you soon!” I said, making kissing noises into the phone. “When I get there, I’ll give Miss Clitty a big, wet kiss hello!”
“Good,” Amber said. “She’ll be waiting. She’s all wet and ready for you!”
“Three weeks at the most, I promise,” I said.

As it turned out, it took me almost two months to sell the house, divest my 401K assets and tie up loose ends at the law firm. I arranged to rent a Manhattan apartment. I spoke to Amber every night on the phone. Some nights she had me masturbate to the idea of fucking the “pussy” between her lovely, rounded ass cheeks, and other nights she fucked me via the Miss Clitty replica. Other nights we mutually masturbated each other. I could hardly wait to see her!
At last, all my affairs were tied up, and I made plane reservations for New York City. The flight would get in around noon on a Thursday, and Amber said she had to work.
“Drop your suitcases at your apartment,” she suggested. “Then hitch a cab ride down to the store. It’s called the Cat’s Pajamas, down on Water Street and Whitehall. 144 Water Street. I’ve got a special lunch date in mind.”
“I can’t wait to see you, goddess!” I said lovingly. “I love you, Amber.”
“I love you too, Bill,” she said. “I’ll be waiting for you, honey!”

The moment I’d stowed my luggage in my new apartment, which was in a very nice, security high-rise on West 86th Street and 6th Avenue, I ran outside to hail a cab. It was a warm, perfect July day in New York City. I couldn’t wait to see my transsexual lover’s beautiful green eyes, the long waterfall of her honey-colored hair, or my “absolute mistress,” her gorgeous cock, “Miss Clitty.” Masturbation is no substitute for the real thing, and I wanted it bad! Amazingly, I’d been an anal virgin just four months ago. Now I couldn’t wait to feel the reassuring pressure and erotic motion of that magnificent phallus up my receptive rectum.
I paid the cab driver and walked into the Cat’s Pajamas, which was a pretty big lingerie shop. I walked past racks of sexy bustiers, stockings, garter belts, shoes, teddies, baby dolls, nurse’s outfits, cheerleader uniforms and even wedding gowns before I saw my honey standing at the register at the back. Our eyes locked from across the room and my heart began to pound. Yeah, I was in love, bad!
I sailed across the floor and swept her into my arms, kissing her soft lips passionately, crushing her big, beautiful tits into my chest as I held her tight. She took control of the kiss, sliding her hot tongue into my mouth, pushing me against the back wall. We must have kissed for ten or fifteen minutes. When at last we broke, I stroked her hair and rested my head on her soft shoulder.
“I missed you, my angel,” I confessed.
“I’m so glad you’re here!” she said. “I still can’t believe it. About the money, I mean!”
“It’s true,” I said. “You should see that condo I bought. It’s great!”
She slid out of my arms. She was dressed in a tight, red leather halter top, low cut to show of that killer cleavage of hers, and a light-weight wrap-around mini dress. She hiked the dress up to reveal black, sexy stockings with lace tops attached to a garter belt.
“Aren’t you going to kiss Miss Clitty hello?” she purred seductively. “She wore these sheer, smooth, sexy stockings just for you!”
Well, there were customers in the store, but I didn’t care. I’d encouraged Amber to sodomize me in public, so what did a few curious onlookers matter. I fell to my knees before my “absolute mistress” and kissed her long and very, very hard. When I’d first blown Amber, I’d never done it before, and I’d simply used my imagination. I repeated that performance, starting by showering her purple, glistening glans with soft “angel kisses.” I worked my way along her amazing length down to her pubic hair, where I nuzzled and sniffed the exquisite aromas of her lavender bath soap and her own wonderful, lusty musks. I then kissed up the underside of her gorgeous cock, and back down the left side for more nuzzling. I kissed over the top, and finally placed my hungering lips around the head of her beautiful prick. I placed my hands on up into her panties and held her ass cheeks as I forced my head down each sensuous inch of her eight inch “clitoris.” I pushed against her soft, supple ass to shove “Miss Clitty” deeper into my throat. She pulled my hands away, then began to slide her cum-slick staff in and out in a sexy rhythm.

While she was “mouth fucking” me, a customer, a tall, pretty transvestite brought a red leather jacket to the counter. Amber slid me under the register and continued to mount my mouth as she conversed with the client and rang up the sale! Five seconds later, Miss Clitty shot a huge, warm burst of delicious “pussy juice” down my gullet. I licked and slurped, pulling her balls to make sure I’d gotten every succulent drop. Then I looked up lovingly from under counter, my anus practically buzzing with anticipation.
“Is Miss Clitty very happy?” I asked, our private code for anal sex.
“Extremely happy,” Amber smiled.
“Great!” I thought. “She’s gonna give me that royal reaming I’ve craved for so long.”
But that wasn’t her plan. I started to take my pants off, but she pulled me up and kissed me again.
“Not now,” she said, putting her cock back into her panties. “It’s time for lunch!”

We hailed a cab and ended up at a small, Soho diner called “Tiffany’s Rocket Café.” A wooden sign showed a sexy, Betty Page look-a-like pin up girl riding a 1950’s style rocket between her stockinged thighs.
All the waitresses wore tight, 1950’s “car hop” pink sweaters and mini skirts, but it looked like all they served were burgers and fries. I wondered why Amber had chosen this seedy place, when I could have taken her to the Oak Room, or Lutece, or any other restaurant in New York City. Turned out she had a very special (and very sexy!) reason for bringing me here.
“Excuse me,” Amber said to the pretty hostess. “Could you tell Tiffany that Amber T. and her friend Bill are here? She’s expecting me.”
The girl shot Amber a weird, appraising look, then nodded her head. She went through a small, pink door next to the ladies room. A moment later she stood in the doorway and curled her fingers for us to come on back. The door led to a small, curtained off booth similar to the others. Waiting there was a woman who was a dead ringer for the late Betty Page. She was brunette, buxom and beautiful, with dark eyes and more curves than a slalom coarse in Aspen! She was dressed in a waitress outfit like the others, but her huge tits were pushing the fabric to near bursting point. She and Amber embraced.
“Remember I told you last time I had someone special I wanted you to meet?” Amber asked me. “This is her. This is Tiffany, an old friend from high school.”
“You must be this Bill fellow Amber never shuts up about,” Tiffany said, offering her hand, which I kissed.
“That would be me!” I said.
“Will you two be ordering off the menu?” Tiffany asked as she seated us in the booth. “Or do you want something—special?”
“Why don’t you read Bill the specials?” Amber suggested, that wonderful, teasing mischief in her voice. I knew when I heard that tone, I was in for a good time.
“Well, I would recommend the Breast ALA Tiffany,” the lovely brunette said in a smoldering, sexy voice. She slowly unbuttoned her sweater, revealing two of the most perfect, round tits I’ve ever seen. They were almost as beautiful as Amber’s. She leaned in close, and I looked over at my lover for approval.
“It’s O.K.,” Amber said. “Go for it, baby!”
I caressed and sucked Tiffany’s gorgeous globes, licking ever inch, from where they met her throat to where they joined her long, sexy, smooth stomach. I sucked her dime-sized nipples and licked her aureoles until they blushed red. Then I started all over again, rubbing my face between her tits, giving her a “brumskie” with my mouth and tongue.
“Now that you’ve finished your appetizer,” Tiffany teased. “May I suggest a main coarse?”
Tiffany bent over and showed me her lovely, white ass cheeks, wriggling her marvelous behind in my face.
“I recommend the flank steak,” the bewitching brunette said. “With a breadstick and hot Hollandaise sauce.”

“No,” Amber objected. “I don’t think that’s what he wants. I think he needs your other house specialty. The foot-long hot dog on a bun, with lots and lots of creamy relish.”
Without a word, Tiffany smiled, turned around and dropped her skirt. I couldn’t believe what I saw. She was a shemale! Nestled between her slender, white thighs was a big, thick cock. Well, I’d wanted Amber to butt fuck me, but it was apparent now that she wanted her friend Tiffany to do the honors, and I was ready, willing and eager. I stripped down to my boxers (they had a special “glory hole” cut out over the anus) and knelt facing away from Tiffany in the booth.
I shuddered with delight as I felt Tiffany’s lithe fingers lubricating my fuck hole. Then she knelt over me and slid the glans of her fat cock up my butt. She wasn’t as long as Amber, but she was thicker, and her cock hurt as it went in, but I managed to take all six, stunning inches of her “womanhood” into my hungry ass. She began really pistoning in and out hard and fast. Before she came, she pushed me down flat on my stomach and rose above me, plunging her rampaging rod deep, deep up me, making me scream with both pain and ecstasy as she royally reamed my aching asshole. She pulled out before she came, squirting her hot love juices out onto my ass and back. She rubbed the cum into my sweaty flesh and lay on top of me. She rolled me over and took my dick in her mouth, pushing hers into mine. We sixty-nined until we each came. Her “pussy juice” tasted saltier than Amber’s, but it was still good, and I gave her a second blowjob without being asked. Then she dressed and got up.
“You said he was hot,” Tiffany laughed. “And you were right. Call me when you get back from you know where, and we’ll make the final arrangements.”
“Huh?” I asked Amber, who had watched, serene, aloof, lovely, through my hot fuck session with her brunette buddy. “Where are we going?”
“You’ll find out!” Amber said with a snicker. “Come on, put your pants back on, stud. Let’s go back to the store.”

When we arrived back at the Cat’s Pajamas, Amber asked me to pick out about ten outfits I thought she’d look good in, or that particularly turned me on.
“Why?” I asked. “What did Tiffany mean about “when you get back.”
“We’re going away for ten days,” Amber said. “To a very special, private island in the Bahamas, for two weeks.”
“We are?” I inquired, picking out a really hot green teddy I knew would hug Amber’s ample curves just right. The outfit came with matching stockings and silk gloves, which turned me on even more.
“Yes,” Amber said. “We fly out tonight. I’ve got our plane tickets. Now hurry up! That’s only one outfit! You’ve got nine or ten to go!”
I chose a nurse’s uniform, complete with white stockings and pumps, a sexy “pirate” outfit which included a frilly shirt I knew would look great against Amber’s titanic tits, a cheerleader’s uniform (I’d always had cheerleader fantasies), a long, elegant royal blue nightgown, a zebra-striped leather catsuit and matching thigh high boots, a light blue baby doll, a purple teddy with garters, a “French Maid” outfit complete with collar and cuffs, and about ten pairs of multi-colored fishnet stockings. I also chose about five pairs of satin gloves, from canary yellow to royal purple. I loved the feel of satin against my skin, especially when Amber fucked me. It added a whole new dimension of sensation to our love-making.
“Why are we going on this vacation?” I inquired, not that I really cared. I’d go anywhere my lovely lady asked me to go.

“Call it kind of a “get acquainted getaway,” she said, finding the outfits I’d selected in her sizes, which I wrote down in my information book. Always know your girlfriend’s sizes!
“Will there be lots of people there?” I inquired, curious about our destination, and the surprising urgency of this trip. Clearly, this was important to my lady, which meant it was important to me.

“A few other couples,” she said. “But they won’t bother us. And there’ll be plenty of time to talk, get to know each other better, and ample opportunity for Miss Clitty to nestle deep in your asshole, as I know you want her to.”
Even with my ass still throbbing from the expert fucking Tiffany had delivered, those words made my cock jump to attention and my spine shiver. I pictured Amber in the nurse’s outfit, taking my rectal temperature with her big, hot “thermometer.”

We arrived in the Bahamas, and then had to take a small, chartered boat to the “special island” Amber had described to me. The boat pilot was another pretty girl I suspected was really a “shemale,” but she was wearing a sarong, so I couldn’t tell. She didn’t say one word the whole five hours of the trip! I talked to Amber as we sailed over the sometimes choppy waves.
“So,” I asked. “When did you become—you know?”
I just couldn’t think of a delicate way to broach the subject. Not that it mattered. If she didn’t want to tell me, I was O.K. with that. I was just curious to know more about the woman I was falling deeper and deeper in love (and lust) with.
“The perfect woman, plus?” she smiled.
“Yeah!” I said. I liked that description. She sure was the perfect woman—plus eight inches of sheer heaven!
“I decided I wasn’t gay at 16,” she said. “I didn’t like sleeping with gay men. I liked straight men. So I had hormone treatments, had my chest done, plus some other stuff. Cheek implants, collagen for my lips, partial Adam’s apple removal, vocal cord splice.”
“Wasn’t that terribly expensive?” I asked.
“My father-in-law paid for most of it,” she said. “He was very understanding. I got lucky.”
“My parents were nice too,” I said. “But a bit old fashioned.”
“I’m glad you’re not!” Amber said, giving me a kiss on the cheek, patting my behind playfully.
“I thought I was, until I met you!” I laughed.
“No man I want can resist my charms, “ Amber said, cupping her magnificent mammaries provocatively. “Is that what you liked about me, in the hotel bar that first night.”
“Actually, it was your face,” I confessed. “You’re so beautiful.”
“How sweet!” she said.
“It’s true, especially your eyes,” I added. I figured it might sound like I was trying to score points, but it was perfectly true. Those sea-green eyes of hers were absolutely hypnotically lovely.
“So,” she said. “When did you lose your virginity?”
“Four months ago, under Miss Clitty’s powerful thrusts,” I answered.
“No silly!” she laughed, blushing. “I mean really!”
“When I was in High School, “ I recalled. “To a cheerleader named Ellen. We never dated or anything. I had a big crush on her, and one night, she just sat on my lap and said “Fuck me!”
“How romantic!” Amber japed.
“Yeah, it wasn’t exactly Earth shattering sex, either,” I said. “I think it was over in about fifteen minutes. Then she dumped me for a football player.”
“Is that why you picked that cheerleader uniform?” my lovely shipmate asked. “To get revenge on my poor little rear for Ellen dumping you?”
This time I was the one who blushed. She was right! Sort of…

“Actually,” I stammered, suddenly embarrassed. “I was hoping you’d put it on and fuck me.”
“Will do, honey,” she promised. I could hardly wait. I decided to switch the subject back to her life.
“So, after you became the perfect woman, plus,” I said. “Who was the first straight guy you did?”
“Does that matter?” Amber asked.
“No,” I admitted. “I’m just curious about how you became such a fantastic lover.”
“Hmm,” she mused. “When you put it that way, it sounds good. It was my brother-in-law.”
“Your—brother-in-law?” I stammered, wide-eyed with amazement.
“I was as shocked as you are now,” she laughed. “I always thought he was Mr. Macho. Then one night, completely out of the blue, he came home from a date with his girlfriend, dropped to his knees, put his head up my mini-skirt and started sucking my cock for all he was worth. I told him that if he started this, he was going to have to finish it, but he just kept gulping and sucking. After he swallowed, I took him upstairs and reamed his virgin ass all night long. He gasped and came about five times. He kept asking me to do it again, so I did. In the morning, he acted like it never happened, and we never did it again. I moved out of the house shortly after that.”
Wow! This lady was so hot, even her own brother-in-law couldn’t resist her! No wonder I’d fallen for her so hard!
“I told you a deep, dark secret, now you tell me one,” Amber said. “Now you tell me one.”
“Well, I only have one,” I said. I wasn’t sure what she’d think of me if I told her. Hell! She’d just admitted to shagging her own brother-in-law. Well, I had a tale of family relations myself. But I wasn’t too proud of it.
“One’s good enough!” Amber prompted. “Come on, be a sport. Tell me or Miss Clitty may have to punish you.”
“If I don’t tell you, will you promise me she will punish me?” I teased. Well, I was only half teasing.
“Ooh,” Amber laughed. “You are so bad! If you tell me, I’ll fuck you anyway you want me to tonight. But tomorrow, I get to choose the game.”
“Fair enough, Nurse Amber,” I said, giving her a clue to tonight’s fantasy. “When I was eighteen, just out of high school, I spent a summer with my Aunt Clara. She’d just divorced my uncle Ned, and I guess she was lonely. I wasn’t crazy about the idea. I mean, who wants to hang around with their relatives all summer? But my Mom kept hocking me and hocking me, and I finally said O.K. just to shut her up.”
“Do go on,” Amber said, licking her pretty lips.
“Well, the summer started out on a dull note,” I continued. “We went camping in the mountains, saw some sights, bike-riding, you know, typical stuff. Then I started to notice her acting kind of weird around me. She’d walk out of the bathroom in just a sheer nightie. She’ d drop things and bend over, pull up her stockings. I got this funny feeling in the pit of my stomach she was trying to seduce me, but I convinced myself I was just imagining it. Then she suggested a trip to Las Vegas. I’d never been, so I said “sure.”
“Ooh, a Vegas story!” Amber grinned devilishly.
“Well, we drove out to Vegas, and again, I’m noticing stuff,” I said. “She kept hiking up her skirt. She said her leg was cramped, but I kept getting glimpses of her upper thighs. Clara was forty, and kind of big all over, but not fat, and she was really pretty. Guys were constantly hitting on her, even when she was married, but I never thought about her. I mean, she was my aunt.”
“Continue,” Amber prompted.

“We had a hotel reservation, but Clara wanted to gamble first, so we did,” I recalled. “We gambled all day, and by the time we’d lost most of our “mad money” it was night. We ate dinner at a buffet place. I thought she was playing footsie with me under the table, but I couldn’t be sure. Then we went to the hotel room. She said she was getting tired, and wanted to go to sleep soon. She went into the bathroom to change. That’s when I realized there was only one bed.”
“Aha!” my lovely companion nodded. “The plot thickens!”

“Indeed,” I said. “So she comes out of the bathroom in this sexy black negligee cut low in all the right places. I try not too look, but I’m staring at her big, round tits and getting a huge hard on. I told her the desk had made a mistake and put us in a single room instead of a double, and that there was only one bed. She saunters over, lets the nightie drop to the ground and says in the sexiest voice I’ve ever heard “It’s no mistake, honey!” Then she kisses me, and I mean a hot, wet, tongue kiss. I was kinda scared, but I couldn’t resist, and besides, she was right there, naked, so I dropped down between her legs and ate her out. She tasted great! Then she literally threw me back on the bed and slid her wet cunt right over my rod and started gyrating like a belly dancer. I think I came in about ten seconds, but we did it again later, and again in the morning. We fucked all summer. She showed me a lot of important things, how to eat pussy, how to do different positions, how to kiss a woman’s breasts.”
“Well, a good teacher is always important,” Amber nodded. “No matter who it is. She did a good job with you, dear. You’re very attentive in bed. More than any lover I’ve had in the last ten years, male or female.”
“Thanks,” I said, blushing. “We did it one more time. In public. It was at a family picnic. She took me into the woods, hiked up her skirt and straddled me. It was hellacious fun. She was good, too.”
“As good as me?” Amber baited me. I merely smiled lovingly.
“No creature on Earth is as good as you!” I said, kissing her full on the lips. We had arrived, and now, after telling my Aunt Clara story, I was horny as hell and ready for action.
Our island hideaway was nearly as deserted as Amber had said it would be. I think I saw about six people all together as we walked to our bungalow. We went in, unpacked our clothes and settled down.
“You want a drink?” I asked.
“Yes, make me a martini, dry, no olive,” she replied.
We sat around and just chatted for a few hours, until the stars came out. We got to know more about each other. I told her about my career, my family, my dreams and goals, and she told me hers.
“So tell me something,” I asked, a few sheets to the wind. “Why me?”
“Huh? Why you what?” Amber replied, crossing her long, smooth legs.
“That night in the hotel bar,” I clarified. “Why did you buy me a drink? I mean, there must have been twenty guys in there more attractive than me. Why chose a short, stocky guy with glasses and frizzy hair?”
“Handsome isn’t everything,” Amber said, sipping her third martini. “Lots of handsome guys are complete jerks, just like a lot of pretty women are stuck up bitches.”
“That doesn’t answer my question,” I said. “Why me, in particular?”
“You looked like you needed a friend,” Amber replied. “But when you sat down at the table and looked into my eyes, I felt a kind of shock go up my spine. I knew you were special, and that you and I could work as a couple. Don’t ask me how. Call it shemale’s intuition. I just felt something very positive.”
“I almost ran screaming when you opened your thighs,” I admitted.
“Yeah, but you didn’t,” Amber said. “You were brave and adventurous enough to try something different, and you let me take you to a new place in your sexual life. Our sexual life, I mean.”
“Yeah,” I laughed. “But I was scared stiff I’d never walk right again.”

This time my lovely lady laughed so hard she nearly choked on her drink.
“You’re funny!” she said. “That’s another thing I like about you.”
“Well, I’m glad I decided to trust you,” I confided.
“Me too,” Amber said, a little tipsy.
I decided I’d waited long enough. My ass had recovered from Tiffany’s “blue plate special,” and I wanted to feel Amber’s hot cock up me.
“Say, I’m not feeling too well,” I said, wiping my forehead. “Maybe you’d better call the nurse.”


Amber smiled and sashayed out of the room. Even the sound of her dressing up in that uniform made me hot.
She sauntered back into the room and stood before me, arms akimbo. If I’d ever had a nurse that good looking, I’d never have wanted to leave the hospital. Her legs looked fantastic in those smooth, white stockings, and her big, round tits strained the fabric of her satin top. She made my “stethoscope” hard just walking over to me in her white, spiked heels.
“Ooh,” she said, feeling my forehead. “You’re burning up, baby. I’d better take your temperature.”
She sat up on my chest and slid her stocking clad thighs up to my face.
“Here,” she cooed, popping Miss Clitty out from between her white crotchless lace panties. “Hold this in your mouth, while I take your pulse!”
I slid my lips around the big, purple glans of her engorged cock. She slid another inch into my throat. I bobbed up and down the whole length of her succulent, sticky shaft until my nose was buried in her lavender scented blonde bush. Before she could shoot her load down my hungry throat, she pulled out, teasing me as she wriggled off me.
“Oh, my!” she said. “You’re blood pressure is getting higher and higher! I think I need to take an anal reading.”
She led me by the hand over to the bed and seductively unbuttoned my shirt and pants, stripping me naked. She lubricated Miss Clitty and my waiting bunghole with anal lube.
“I’m going to show you a new position,” Amber said. “And tomorrow, I’ll let you in on some of the secrets of Miss Clitty’s staying power. Ready for your anal reading?”
“Yes, Nurse Amber,” I said.
Amber slid up to my ass, looped her arms around my legs and had me push up with my elbows. Then I felt the hot penetration of Miss Clitty entering my anus. In that position, she could really go deep, and it allowed me to relax my sphincter and take her cock more easily. I panted and moaned for more as she pushed more and more of her hot, sticky “thermometer” up my yearning ass. I gasped as I felt her nearing orgasm.
“Give me my medicine!” I moaned. “Shoot your injection into me, baby!”
She bucked and thrust, pushing balls deep into me, then I felt her dick pulsate and throb, and felt the warm liquid explosion of her cum drenching my ass. She pulled all the way out, shot another small load on my ass cheeks, then spread me again and did me “doggy style.” Unbelievably, after twenty more minutes of frenzied butt fucking, she shot a load even bigger than the first into me. We were both tired from our long trip, so we collapsed, Miss Clitty still deep inside me, filling me, making me feel whole, and fell into a deep sleep.
In the morning, Amber fucked me awake in a very sexy way. Her cum had dried over my asshole, making what she called an “ass hymen.” She penetrated this and pushed on into my rectum, and I felt like an anal virgin all over again. She did it face up so I could see her face and tits, but Miss Clitty was drained and had no more “pussy juice” for me.

We had a big breakfast, then walked on the beach. It was a nice, sunny day, so we went back changed into swim suits and went to “catch some rays.” If I thought Amber had looked good in a nurse uniform, she looked stunning, I mean fashion-model gorgeous, in a skimpy red bikini. The sight of her nipples straining the bra cups, and Miss Clitty, ever ready to “rise again” made a pretty, sexy lump in the panties that would have made straight guys hard. I knew—I was a straight guy, and it was making me squirm in my boxers!
The beach made us both hot in more ways than one. I oiled her back, and her front, as we lay on the abandoned strip of sand. When I got to her ass, she raised up on all fours and slid off her panties.
“Why don’t you give me some of your own, special “sun tan lotion,?” my blonde lover purred in that sexy voice.
I poured sun tan lotion over my growing cock and into her own lovely anus, the positioned myself behind her. I carefully pushed the head of my six inch rod in past the soft, silken seals of her yielding sphincter and slowly shoved.

“Umm,” she moaned as I continued, trying not to use my hands, thrusting with my hips alone. “You’ve gotten better at that since we first met.”
“I’d never done it when we first met,” I confessed, trying to go balls deep. She leaned her body into me, and our flesh met, deeply entangled, glistening with sweat, lotion and cum. I reached down and stroked her cock, feeling it throb to erection as I reamed her deep, comfortable ass. We rocked back and forth until I came. I was only able to stay hard for a few seconds, and my dick slid out of her tight hiney hole with a wet “plop.”
“I’m going to show you those exercises,” Amber said. “The ones that give me my staying power, and let me cum more than once inside you. I want you to be able to do the same for me.”
“Please do,” I said. I’d marveled at the way she could ejaculate, and still stay hard as stone until the next ejaculation, and the next, and the next!
“Feel this?” she said, between my balls and anus. My cock and balls jumped involuntarily when she touched me there.
“Yeah, I guess I do!” I replied.
“This muscle is called the pubococcygeus, or PC, muscle,” she explained. “It controls your urination, and also your ejaculation. It can be exercised, by simple squeezing techniques, until you can not only control your orgasms, but how many you have, how hard you stay between orgasms, and how often you can make love.”
“Really?” I said. “All that from one little muscle?”
“It takes a long time to master,” Amber warned. “But you can start right now, and build up slowly.”
“Cool, “I said. “What do I do.”
“Simple,” Amber said. “Just isolate the muscle, gently squeeze it, then relax it. Try doing about thirty reps.”
“Speaking of reps,” I said, rolling off her back and onto my stomach. “I oiled you up with my “lotion gun,” now it’s your turn!”
“What?” she laughed. “You want to get fucked again?”
“Yes, please,” I begged. I was hungry for another reaming, even though my ass was sore from last night’s games. Amber was happy to oblige me, but again, she couldn’t climax. Later on, she explained that she had reach orgasm, but without ejaculation. I’d learn more about that later.
“I’d like you to take control tonight,” Amber asked. “Miss Clitty needs a day or two to recuperate her powers.”
“It’ll take me a few hours to build up some more cum,” I said, “Even with the vitamin E capsules I brought along.”
“Fine,” Amber said, lying on the beach, radiantly beautiful. “We don’t have to make love every second we’re here. Or even every day. Why don’t we wait until tomorrow or Wednesday? Let’s just work on our tans today.”
That was fine with me. The sun felt great as it bathed our sated bodies. We let the waves gently lap over us, and we kissed for a long, long time.
We ate dinner at the one restaurant on the island, a Polynesian-themed hut with large walls and a dance stage where hula dancers gently swayed to Calypso music. I sat across from my she-male goddess and just stared into her eyes, drinking in her serene loveliness. We stayed there until after midnight, talking, drinking, just relaxing. The idea of not having sex actually seemed to lift some pressure from both of us. We kept sex and all things sexual out of our conversation.
“What are you planning to do with all that money?” Amber asked me.
“Buy you the world,” I laughed.
“No, really,” she prodded. “Investments? Real Estate?”
“A little of both,” I said. “I was thinking, if you wanted to expand your business to include mail order, and maybe even Internet sales, I’d help you set that up.”
“That’s a terrific idea,” she said. “My shop is too small to do high volume sales, though. I’d have to get a bigger place, and hire more staff.”
“I could help with the organization,” I said. “I organized our law firm.”

“Do you want to go back to work?” Amber asked, a hint of concern in her voice.
“No,” I said. “I’ve worked all my life. I’d like to help you run the shop, place orders, things like that. But I don’t want to join another firm.”
“Would you be happy as a stock clerk in a lingerie shop?” the beautiful blonde inquired. “It’s a bit of a step down from your last job.”
“No,” I smiled. “Anywhere I can be close to you is a step up.”
“Wow,” Amber said, tossing her hair back. “You really are in love, aren’t you?”
“Did you ever doubt it?” I asked, kissing her hand tenderly.
“No,” she said. “Not after today. O.K. We’ll be in love. That will work. We can decide our future from there.”
“Great,” I said. “I’m tired. I want to go to bed. Just to sleep, I mean.”
“Me too,” Amber admitted. We walked out arm in arm, and the two other couples glanced up at us with hints of envy and longing in their eyes. One couple was a fat white man and a black woman, the other were two Latina women together. It was just a hunch, but I think all the “women” had that little something extra between the legs.
“Is this a retreat run by transsexuals?” I asked Amber as we casually walked back to our cozy bungalow.
“Yes,” she said. “Does that bother you?”
“No,” I said. “Not at all. In fact, it makes me feel a bit more comfortable. You know those two dark-haired women in the restaurant?”
“I don’t know them personally, but I noticed them,” Amber said. “Why?”
“I think they watched you screw me on the beach today,” I replied. I’d seen something out of the corner of my eye. A black-haired woman in a white bikini, it had been gone when I looked again.
Amber laughed. We showered together, but it wasn’t sexual. Then we went to bed and slept, wrapped in each other’s arms, snug in a curled, fetal closeness.
“I love you, goddess,” I whispered into her ear as she fell asleep.
“I love you, too, honey,” she said.

The rest of our vacation was pure bliss. We made love some days, and just walked, bicycled, and even fished on other days. We made love in a hammock, which was difficult but fun, especially for 69. I practiced those PC muscle contractions, and found that while there was little immediate effect, I did seem to be able to stay hard longer, and have longer orgasms. When she wore the French Maid outfit, I ass-humped Amber twice in a row, and while I didn’t shoot the second time, it still felt better. Meanwhile, I continued to let “Miss Clitty” take me in new and exciting ways and places. But at last, it was time for our love getaway to end, and soon, we were on our way back to the Bahamas on the same boat that brought us to the unnamed island paradise. We both had great tans, too! Talk about sexy tan lines!

Amber had one more surprise for me when we got back to New York City. We went to my apartment, where I let her “punish” me in that wild, zebra-striped leather catsuit. In the morning, as we lay with Miss Clitty “nesting” in my asshole, she popped the question!
“Bill, did you like my friend Tiffany?” Amber asked.
“Sure I did,” I replied.
“Good,” she said. “She’s the priestess of a special temple. A temple for she-males and their lovers. I want her to marry us.”
“Will I have to wear a white dress?” I joked.
“No, but I will,” she said. “A short, sexy, frilly dress. What do you say? Want to make Miss Clitty an honest woman?”

“I sure do!” I said. We sealed our love with a searing anal celebration.
I hate to be cliched and say that we lived happily ever after—but we did. And we had some hot 3-way nights with Tiffany, too. The best was our wedding night, when Tiffany fucked Amber’s ass as Miss Clitty royally “consummated” mine. We switched positions all night, and again in the morning. I couldn’t get out of bed for two days, but neither could they, so there was no problem! I had truly found the perfect woman, plus!