Gigolo

Donna M.

I�d never done this before. I never even thought of doing this before. Sooner or later though, it had to happen. I couldn�t do it another way without feeling like the cheat I would be. No matter that my husband has probably cheated on me. No matter he�s probably cheating on me now; he�s had more of the �I�m working late� excuses lately, even for him. When you can�t remember when the last time you�ve had a scream-at-the-top-of-your-lungs orgasm it�s time to do something.

I combed the Internet, at first not sure what to search for. Male escort? Gigolo? Male fuck-buddy? I found a couple of sites for male escorts, but they were for gay men. Craig�s List had nothing in my area. Then I chanced upon Derek�s web site. Derek was described as the perfect escort for discriminating women, those wanting the very best. He went for $300 an hour up to $1500 for the whole night. Expensive, though I had the money, but could I go through with it, and what if he wasn�t as advertised?

His photos showed a superbly fit man in his upper 30�s, with washboard abs and a tight ass and muscled thighs that made me drool. His face, though not exactly handsome, was ruggedly masculine. He had black hair and a full mustache to go along with it. The remainder of his great body (at least in his web photos) was shaved smooth. Oh yeah, I saved the best for last: in one photo his cock was at least ten inches long and looked exquisitely thick. I wasn�t that naïve to ignore what you could do nowadays to doctor a photo, but if that thing was real�wow! The page highlighted that he was well educated and well read and could hold his part in any conversation. I thought knowing he had that cock I would have a difficult time holding up my part of any conversation we had.

While my husband was on one of his frequent business trips, I figured it was time to make the call. I dialed the number on the web site and got Derek�s �business manager,� at least that�s what he said he was. The guy sounded professional as he told me that Derek usually didn�t take appointments on such short notice, but at present he was available for this evening, and would I like to book his time. I never hesitated, saying yes. He asked me what I was looking for, and I almost said �sex� but realized it wasn�t exactly what he was asking about, nor what I should say openly over the phone. I thought about it, and replied I would like to go to dinner then spend some time at my home. He asked for some information, including whether I believed 3 or 4 hours would be sufficient, including dinner, going so far as to inquire if I would like him to reserve a table or would I be making the reservation myself. I figured that was also his way to open up the topic of the fee. I agreed to it all. Let him make the dinner reservation, expense be damned. I wanted to be a pampered woman. He had my cell number to confirm my �date� with Derek.

Later that evening, I put on my favorite little black dress and my pearls. Looking in the mirror, I liked what I saw�not too openly sexual as to seem wanton, but elegant nonetheless. He�ll have the pleasure to discover I wore my best black lace bra and panties underneath. He was to be at my door in a few minutes.

I felt like a teen on prom night when I answered the doorbell. He looked better than his web photos. He wore dress chinos and a polo shirt under an expensive looking sport jacket; smart casual style with a smile. Introductions made, he escorted me to his Audi TT, and off we went.

Dinner was at a restaurant I�d never been to. The menu was great, his company fantastic. We shared a bottle of Merlot he selected. It was perfect. I let him suggest my dinner selection�I don�t remember ever doing that, even with my husband. Between bites he complimented me on my looks. That hadn�t happened in ages either. It was a job to him, I knew, but the way he looked at me made me want to jump his bones right in the restaurant, maybe fuck him there under the table. My panties were wet; I could feel it. My dessert would be him.

At my front door, he insisted I let him unlock the door for me�a gentleman for sure. Inside at last, he took me in his arms and asked, �May I kiss you?�

�Oh God yes,� I said, barely recognizing my own croaking voice. His arms were strong and his lips were tender. I melted into him.

I handed him an envelope from my purse�his fee. He didn�t look at it or open it, simply sliding it into a pants pocket. He slipped off his jacket, while asking me (very directly, I thought) what I wanted him to do. Sinking onto the sofa while he stood over me, I unloaded all my troubles on him. I told him of how my husband wasn�t intimate with me much anymore. I told him how I felt something was missing in my life. I told him how long it had been since I had a mind-blowing orgasm. He listened, making no promises.

I told him, �Make love to me! Don�t just fuck me, make love to me.�

He pulled me to my feet and took me in his arms and kissed me like I�ve never been kissed before. It just wasn�t his lips or his probing tongue that did it. It was the indescribable combination of hot passion and affectionate tenderness. Indescribable. Upright sex while fully clothed is the best I can do.

When our lips finally parted, he whispered, �Yes, Donna, I�ll make love to you, wherever and however many times, I�ll make love to you.� I think I wet my panties.

He coaxed my arms upward and lifted the cocktail dress up and over my head. He stopped and admired my middle-aged body; at least that�s what it looked like to me. Damn is he good at this. I grew hot under his gaze. He acted like he appreciated what he saw, and I adored him for it. He reached around and unfastened my bra, and as it slid to the floor he told me I had great breasts. Dear, dear man.

He asked me �Where?�

I said, maybe a hair too loudly, �right here, dammit,� pointing to the sofa.

He more or less lowered me to the sofa and proceeded to remove his clothes. Usually the woman does the striptease, but this was his show. When he slipped off his bikini briefs I gasped. His cock was everything it was supposed to be and more. He smiled, knowing how this moment must play out with every client. It was already at quarter-mast and beginning to engorge, now freed from his pants. Before I knew what I was doing I reached for the marvelous shaft and began to stroke it and play with it. I was totally in awe. He stood there and let me play. His member rose to a magnificent height.

I begged him to fuck me, but he moved to eat me first. I got the best cunt licking I�ve experienced in my life�one more notch on his proficiency belt. He nibbled, licked and kissed in just the right combination, alternating (as he had with kissing me) between rough and gentle. I hardly recognized my own voice as I moaned ever louder before shrieking in ecstasy.

My legs still spread as I luxuriated in the orgasm, he climbed between them and placed the head of his cock within the folds of my wet labia and pushed. He went slowly at first, penetrating me only a few inches at a time. Teasing, oh God teasing.

Our eyes met and he smiled. �Good loving so far?�

�God, yes!� I whimpered, and reached for his tight ass cheeks and pulled him into me.

I cried out again, for he was deeper than any man had ever been. And God did he fill me! As if he read my mind, he asked me if I wanted it fast the first time. The first time! I cried out, �Yes! Fast!�

I felt his muscles ripple as he rhythmically thrust into me. Fast, hard and deep. I wished for a scream-at-the-top-of-my-lungs orgasm, and that�s what I got. Man, did I howl! My hips were bucking and quivering and my vagina clamped down on his cock as it was wonderfully bottomed out at the opening to my twice-blest womb.

�Feeling better?� He asked, with that ever-present wry smile on his lips.

�Did you�?�

�Cum, you mean? No, of course not. You�re not done with me yet, are you?�

I looked at his cock as he pulled out of me and knelt beside the sofa. It was still gloriously thick and erect, though now glistening wet from being in my climaxing vagina. �Can you spend the night? I have the money,� I asked.

�Sure can, Donna honey,� he answered. �Neighbors won�t say anything when they see me leave in the morning?�

�No, the next door neighbor isn�t that nosy and wouldn�t be the type to tell my husband anyway.�

�Good. So, lovely lady, how many times have you ever been laid in one night before?� I wished I could put his smile in a jar and save it.

�Not enough, I can tell you. I don�t know, maybe only twice.�

He made a sound like �pshaw�, and then said, �We can do much better than that. Which way�s the bedroom?� He carried me like a baby to the bedroom�imagine that! �Slow or fast this time?�

Fast was good. I told him and once more he was between my thighs and fucking me, his cock never wilting. I wrapped my legs around his fine ass and urged him on. His rhythm was relentless, and still he didn�t cum. My husband would have cum in about two or three minutes. Derek kept his steady thrusting for maybe five or six glorious minutes, pounding into me hard, meeting each thrust of my hips in time. When I came it was as if an explosion went off in my head. I moaned, I screamed, I whimpered, my whole body quivering beneath him. And he still hadn�t cum.

He laid next to me and we talked some more. He told me a little bit more about himself and his ambitions in life. I told him that he had the most amazing cock, and the most amazing stamina and willpower. He laughed and in a theatrical voice said, �It�s my job, ma�am.�

His hands were lazily touching me all over. My husband would never do such a thing after we made love. Derek was slowly getting me there again. He rolled me over so I was lying on top of him and he asked if it was okay. I moaned and said anything he did to me was okay.

Derek muttered �husbands� under his breath but I heard him. I asked him why he said it, and he answered, �I usually don�t say things like this but you�re a beautiful lady, and just like all my, ah, clients, I can�t understand why husbands like yours leave you wanting. I mean, sometimes I understand, but not usually.�

�Don�t try to understand, just make love to me again.�

�I�m all yours,� he said.

I wiggled until his cock was at my pussy. Damn, the thing was hard again! What a man! I slid backwards on him and slid him inside me. I never was one for riding cowgirl�maybe I was too self-conscious for the position�but I sat up, impaled on his cock, with his cockhead knocking on the door to my womb. I began bouncing upon him. I knew right away I was going to orgasm quickly this time. On every bounce he smacked my cervix and maybe that alone did it. I wailed and wailed, soaking his groin with dollop after dollop of my cum-juice. He smiled.

�Do you want me to cum now?� He said in a near whisper.

I groaned, �YES,� still feeling orgasmic contractions.

He rolled me off him and with a few short strokes gave me the �money shot� of a lifetime, coating my tits and belly with rope after luscious rope of cum�another category where the man was a superstar. I rubbed it all over me. He surprised me by chuckling and joining my attempt at adult finger-painting, gleefully helping me smear his spunk everywhere.

We took a shower. After washing some, I teased him about screwing me in the shower. He teased me by asking if I liked anal. Oh God, taking him in my ass would be a death wish, but I was already breathing hard thinking about it standing under the hot shower as he mischievously washed my breasts. My aching hard nipples were one shade darker and that told him everything. I lightly stroked his cock, and surprise! He was getting hard again.

I sighed, �Fuck�me. Anywhere you want, just fuck me.�

He positioned me with my ass to him, and then lubricating his cock as well as my butt hole with some shower gel, he punched into me. Just like that. He was in my ass, and I about died, my breath caught in my chest. He waited, maybe to see if I�d protest or push him away. When I didn�t he began thrusting. I wanted it to stop but at the same time I wanted it to continue. Anal sex is like that, I�ve discovered. His size was only adding to my pain/pleasure dilemma. He didn�t fuck me there at the same frantic pace I begged him to in my pussy earlier. Good thing. He did me slow and steady under the splashing hot water spray. I didn�t realize my fingers were massaging my clit until I started bawling.

�AaaaaaEeeeeeeeeeeeeeeeee!� My squeal echoed violently around the shower stall.

He kept going (which wasn�t surprising anymore) and I kept cumming, until he uttered barely loud enough over the shower�s�and my�noise, �I�m going to cum in your ass and you�re going to feel it.�

I did, oh Lord I did�every last spasm!

Afterward he was still the consummate gentleman, rinsing away the cum dribbling down my crack to my thighs. We kissed again before finally climbing from the shower and drying each other.

In my bedroom, I got another envelope from a dresser drawer and handed it to him. �Here�s the rest�for spending the night.�

He smiled and said, �I knew you were good for it.� He placed the envelope on the nightstand without opening it. �Am I earning my keep?�

�Yes, oh yes!� I whimpered. �I guess I knew you would�why do you think I had the cash ready?�

I threw on one of my husband�s dress shirts and he put on my husband�s robe. I asked him if he was as hungry as I was. He slyly wondered aloud why I wasn�t �full� by then. We both laughed at that one. Indeed one part of me had been filled, however that only made me as hungry as hell. We went to the kitchen where I assembled some fixings and made us sandwiches. We�d had the marvelous dinner earlier in the evening but we�d certainly worked up our appetites since. Again we chatted about life, him telling me a little more about his. I looked at the clock, and was amazed at the late�actually, early morning�hour, thinking money well spent.

In bed, he spooned behind me. I felt safer, more warm, more protected perhaps than I�ve felt in years; and I�m lying naked next to a total stranger, I thought, totally flabbergasted. I fell asleep before he did. When the morning light filtered into my bedroom, I awoke to find him still holding me in his strong arms.

�Good morning, lovely lady. How did you sleep?�

�Contented,� was my answer. �Did I dream everything�you?�

�I don�t know, maybe you�re still dreaming,� Derek said.

He took me doggie-style; his firm hands on my hips and making full use of his immense length and girth. Maybe it was the great night�s sleep, or maybe I was no longer nervous of being with him, but this was the best. Instead of pushing me over the orgasmic edge, he would slow down and back off every time I got close. I was bucking and throwing my ass at him in frustrated need. He kept at it, fast then slow then fast again. I was cumming and I didn�t even know it, since this one wasn�t a climactic tidal wave but one, long tidal swell. I didn�t necessarily scream this time. I sang a song of moaning bliss that seemed to go on forever. I knew that if I had timed this one I wouldn�t believe the clock anyway. He fucked me, and I knew I would never be fucked like this again.

I heard him mutter, �OK I think that�s enough,� as he pulled out, toppled me onto my back, and spurted fountains of semen all over me, actually hitting the headboard with the unbelievable first rope of cum.

Like before, I toyed with the warm, creamy-white goo, rubbing it all over me, especially my tits. Like a darling, he helped.

We showered. I made him some breakfast before he had to leave. He told me he�d had a wonderful night. I wasn�t unsophisticated to think he didn�t say that to all his women clients, but it was nice to hear anyway. I kissed him one last time and told him it had been the best night of my life. I felt like a woman again.

He smiled the million-dollar smile once more, and asked, �You�ve got my number, sweet Donna, right?�

Oh, yes I sure did! Time to squirrel away some more mad money.

Donna

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