The Male Escort

Catherine was fully flush by now, and she was touching her breast over her robe. I wasn't sure if she was doing it involuntarily or if she was playing up her role of a burning hot mother. Either way, it was very appealing to me. My cock was throbbing in my fist, and she didn't miss it.

"What's the matter, Mom?" I said with a lewd smile. "Do you see something you like?"

She was transfixed, staring at my dick with undisguised lust. "Yes..un NO! No, Paul! Put that thing away!"

"Put what thing away? Why can't you say it?" I stood up and moved towards her, my cock leading the way as if it was a divining rod leading me to water. "Call it what it is, Mom. Or do you prefer Mommy?"

"Mommy" Catherine moaned, so soft. "Mommy. Don't put it away. Don't put your cock away."

One more little push. "Take it in your hand, Mommy. Take your son's cock in your hand." Softly but with an edge.

Catherine reached between us and grasped my dick, and she was all mine, like she wanted to be. "Oh, Paul, your cock is so warm." Her lips parted, wide lips with a cherry-red lipstick. I leaned into her and kissed her hard while she squeezed my cock with great skill. We moaned into each other's mouths, and I pulled her tight against my body so her big tits were crushed against my chest. As we kept kissing, I reached up for her left breast, massaging it over the silk robe she wore.

"Mommy, you're so soft. And I always knew you were big" I said with my best boyish smile. "Maybe you understand why I think of you when I.... masturbate."

"Paul, you can say jerk off in front of me" she replied with a soft moaning lust. "I actually love it when my partner talks dirty to me."

"You want me to be your partner, Mommy? Really?"

"Oh God, yes. I need you. Mommy needs you so much, sweetheart." Catherine was able to let her deepest desire free. She knew I wouldn't judge her. I never judge my clients.

I helped her open her robe, and I was kind of surprised to see she was wearing a red lace teddy. It looked amazing on her, very form-fitting, with her tits almost spilling out from the cups. My cock throbbed in her hand as she moved lightly along my length.

"Mommy, did you plan this? I doubt you go around our home wearing this under your clothes all day" I said with a knowing smile. "Did you know I was jerking off with your panties?"

"I thought so, my sexy young man. I know you've been jerking off with my panties for a while now. So I took a chance. But I didn't know what a big cock my son has! I'll do anything you want to it, baby." Her eyes were now glazed, and her breath was shallow with excitement.

"I think I want to do something for you first, Mommy. I think I want to taste your pussy."

Catherine shuddered when I said 'your pussy'. To her, it was said by her 'son'. "Oh yes! I want to feel your tongue and lips on Mommy's pussy!" I guided her to the full-size bed in the room and eased her down and onto her back as we kissed ardently. Her arms were around my neck and my hands were all over her torso, then rubbing over her thighs and her ass. We whimpered into each other's mouths as we rolled back and forth over the bed. Then I took down the cups of her teddy and licked all over her more than ample tits before I zeroed in on her very thick nipples. First I sucked one while my fingers teased the other, and Catherine cried out as her fingers traveled through my dark, neat hair. "My son is so hungry for his Mommy, isn't he? Tell me baby. Tell Mommy."

"So hungry, Mommy. I want to devour your tits before I feast on your pussy. i want to do every dirty thing I've ever dreamed of, and I want to do them with you." I let one hand glide over the front of the garment until it was between her thighs, feeling the moisture coating her between her legs. She was kissing me aggressively, and then, when I touched her very wet pussy over the crotch of the teddy, Catherine had her first climax, and it was a big one, something that had been building in her for years.

"Ohmygod, Derrick! Touch me, touch my hot cunt, touch Mommy's cunt!" She was totally into this now, lost in between the fantasy and reality as she called me by her son's actual name. I undid the hooks then held the crotch closed and my fingers were all over her smooth, hairless pussy. She bit my lower lip, thankfully not too hard, and I pushed two fingers up inside her steaming hot pussy. She cried out and cried when I curled my fingers and she came again, at least as hard as the first time.

"Do you like that, Mommy?" I said in an aggressive manner. "Do you like when I do that with my fingers?"

She couldn't answer right then, just nodded her head, and I moved quickly between her legs so I could lick her clit while my fingers filled her. Catherine pressed her feet flat on the mattress and pushed her hips up, like she was trying to force feed me her creamy delight. I kept lashing her clit with my tongue and her legs closed around my head before she climaxed one more time. "No more, Derrick! Please stop!"

I backed away and slowly removed my fingers. My hand was wet to my wrist and her juices coated the cheeks of her ass. I moved back next to her, where she was trying to catch her breath, like she'd just run a 200-meter dash. I just held her and kissed her cheek as she gradually came down from her highest high. I broke character for a minute. "Catherine, are you alright? Do you need anything?"

After catching her breath, she smiled at me and kissed my lips. "I'm fine, Paul. Just fine. I never felt anything like that before. I don't know if it was your technique or the intensity of the fantasy. Probably it was both. I...um...I'm sorry I called you by my son's name. I guess I got really into this."

"Why are you sorry? You were having a great time. It's a huge compliment for me, believe me. I'm here to make your fantasy as real for you as I can. It seems I did that." We chuckled together and touched rather intimately.

"Hmmm it seems Mommy didn't do anything for you. And there are definitely things I want to do to my son. Ever since that afternoon I caught him playing with himself with my panties. I got out of his room...this room...very quickly, but I wanted to stay and watch. And do more than watch. Like I'm going to do now."

Catherine ran her fingers through her hair like a real vamp, and her grin went from friendly to seductress. She pushed me on my back and grasped my cock again, but this time with more confidence. "So tell me, baby. Do you want Mommy to suck your hot cock. Your hot BIG cock? I've been told I give great head." Her grin was wicked.

"Yes, Mommy. Suck on my dick. Suck it like a good Mommy-whore. Give me the best blowjob of my life."

She moved quickly, like a cat, and got between my legs. she was still wearing the teddy, but her tits were out and her ass was uncovered. She stroked me hard but slow as she took a teasing lick around the head of my aching cock. "MMMM my baby boy tastes so fucking good. I need more." Her tongue caressed my cock, working up and down the shaft, lapping the head, especially on the glans, and she also sucked on my big balls, one at a time. I think she wanted to get both in her mouth, but that wasn't possible. I didn't care; everything she did to me felt fantastic. Then she pursed her lips around the head and slowly, so slowly, took my dick into her mouth, almost all the way to hte base. Now it was my turn to writhe and cry out.

"Mommy, you do give great head! Oh fuck this feels amazing!" It did, too. I didn't have to fake anything, except calling her 'Mommy'. The compliments were real.

She looked up at me with my dick filling her mouth and smiled around my member. She didn't stop sucking, and she used her fingers to play with my balls as she moved up and down, up and down, using her tongue expertly. I grasped her head by her hair (she had told me before we started what she wanted, and she wanted to be used a little), and I guided her movements to the tempo I desired. A few times she released my cock to lick it thoroughly, including my balls, before she sucked it again. Catherine was a woman who enjoyed giving a blowjob.

But she also wanted to get fucked by her 'son'. I pushed her off my dick before I got too close to cumming. She understood, though she seemed a little disappointed. "Are you going to fuck your Mommy now? My pussy is burning hot again." She rubbed between her legs to emphasize her need.

"Oh, yes. I'm going to fuck you good and hard like the Mommy-slut you are!" I moved her onto her back and kissed her hard, darting my tongue in and out of her hungry mouth. I reached for my pants by the side of the bed for a condom.

"Paul," she said, again breaking character, "could we do this without the condom? I really want to feel YOU, not some rubber.

"I'm sorry, Catherine. It's a big no-no. I'd get fired if I did that. Much as I'd prefer it."

"Please? I really need this. You won't cum inside me. I'll take care of you when the time comes." Her eyes were pleading with me.

I made a calculation in my head about the risk of her having a STD, and I figured it was near zero. I got tested before I started working, and would get one once a week. "All right, Catherine. This stays between you and me. Diana can't know about it, or it's my ass."

She smiled broadly and promised it would be our secret. Besides, who was she going to tell about this? Back into character. "Spread your legs wide for me, Mommy. It's time." We kissed again, a real lovers kiss, as I got on top of her and she put the tip of my dick to her soft folds. I moved my hips around as I stirred her pussy, then I entered her, filling her pussy with one long stroke.

"Oh GOD! My big dick son if fucking my hot cunt! Fuck Mommy hard, you bad boy!"

I started sliding in and out of her very well lubricated hole, quickly building up speed until I was fucking her hard enough that the bed was squeaking. Springs that hadn't been used in years protested as we fucked each other. She clawed at my back and my ass, and I had to gently remind her she couldn't mark me. She just nodded and I pounded my cock into her over and over.

"Mommy, you're the best fuck ever! You feel like you're going to melt my cock!" She raised her legs way up in the air so I could get deeper inside her. I was kissing her cheek and neck, then her lips, and she returned my kisses with great heat.

"Use that dick on me, baby! Fuck your Mommy as hard as you can! I love feeling your big balls slapping on my ass! Keep fucking me!" Her pussy was spasming all around my cock, gripping and releasing me. She had excellent muscle control and it felt incredible.

My hands grabbed her ass on both sides, digging my fingers into her soft flesh, then I rolled over, pulling her with me, so she was on top riding me. She shoved her tongue in my mouth, her red hair tickling my face, as her ass rose and fell rapidly.

"Spank me, baby! I'm a bad Mommy, and I need to be punished!" I knew this was coming and I slapped her ass firmly, but not enough to do more than sting. "YES! AGAIN!" I added more smacks to her full cheeks and Catherine screamed as she came again, soaking my crotch with her cream. She really was a wild fuck, and she kept going until she came one more time with her tits in my mouth.

She almost reluctantly climbed off me. She was pretty well spent by then, and I really did need to cum myself. "That was fantastic, baby. Such a good, good son to Mommy. Now, how can I get you off? You can cum on me, maybe on my tits? Or would you like me to swallow your hot cream? Or...you could fuck Mommy's big tits! Would you like that, baby?"

"I would love that, Mommy! Make me cum between your big, soft tits!' It was obvious this was her preference, and it was fine with me. I just needed to get off already.

My dick was very wet from her pussy, but she still sucked it for a couple of minutes before wrapping her wonderful melons around me, moving up and down, and when I reached the top, she licked around the crown of my dick. Up and down, she pushed her tits together, then eased off a little, then squeezed me again. She was amazing, an incredible lover, and I was just about there.....

"You want to cum for Mommy, baby? Cum between her big tits? I know your balls much be full and aching, ready to give me my treat? Give it to me, baby. Give your cum to Mommy!"

It wasn't my particular fantasy, but the way we played it got me incredibly hot, and her wicked talk pushed me over the edge. "I'm cumming, Mommy! DON'T STOP!" My body released and I came heavily, sending thick ropes of my seed all over her chest, between her tits and up her neck to her chin, making her a real mess. It was great, fun for me, though not like it had been for her. She scooped up a few fingerfuls of my cum and licked them up, smiling at the taste and the kinkiness. She then kind of collapsed into the crook of my arm and we held each other close. It was fine with me; I loved cuddling after sex in my own life.

She tickled me up and down my tummy along the hair line there as I caressed her neck and back. "Paul, that was just amazing. It was everything I wanted and hoped it would be. You really made my dream come true. You're an excellent lover and a sweet young man." She kissed my cheek and then a soft one on my lips.

"Believe me, Catherine, this was my pleasure. Not quite like it was yours. I hope. This was all about fulfilling your needs, and I enjoyed it. I enjoyed making it happen for you and I enjoyed the way you have sex. You're a great lover."

"I used to be. My husband barely touches me at all. Even if he did, I can't imagine being able to ask him to do what we just did. He'd call me sick or a pervert." A couple of tears dripped down her cheeks. "I even feel like a pervert, wanting to sleep with my son."

I adjusted my hold on her, pulling a little closer. "Catherine, look at me. right in my eyes." We locked eyes and I saw her regret. "I told you earlier, almost everyone has sexual desires and fantasies. There is absolutely nothing wrong with it. I helped you act it out today in an appropriate way. If you tried to seduce your son, that would have been morally questionable. I personally believe what happens between consenting adults is no one else's business. This way, you got to experience what your psyche needed without risking hurting your relationship with Derrick or your husband. Now, why HE doesn't touch you is a mystery to me. He's missing out on one of the great experiences in life. It's shame, really. I think you're a wonderful woman. Beautiful and bright and very, very sexy."

Catherine wiped her tears away and smiled at me, kind of shyly, girlish. "You're a very sweet young man, you know? Ifx I was 20 years younger...."

"You're really a great lady" I said with one more kiss and a smile. "Do you mind if I take a shower? I kind of smell of sweat and... other things."

"Sure, use the shower in this bathroom. I'll get you a towel. Just wipe down the glass and the tiles when you're done. Cuts down on mildew, plus, I don't want to leave any sign my husband could spot."

"No problem. I'm a pretty neat guy."

25 minutes later I was almost dressed, and I helped Catherine changed the sheets in her son's room. I put on my sports jacket, fixed my tie, and she led me to the foyer. She gave me a kiss and an envelope with a very generous tip. "I'd like to call for you again from time to time. Maybe to play this out again, or maybe just for an afternoon of great sex."

"That would be fine with me, Catherine. You know how to reach me. I'm sure I'd enjoy any experience with you." I kissed her goodbye before the door opened to the street. And two minutes later I was on my way to 3rd Avenue to find a cab. I still see her from time to time. Usually just for sex that is great for us both. And, once in a while, I still play her panty loving son.

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I really don't mind fulfilling almost any fantasy a woman has. It doesn't have to be my cup of tea; I'm the 'employee', so to speak, and it's my job to help the women I am assigned to. I have my regulars, some who request me as often as every few weeks. Anita, the first woman I told you about, always asks for me when she has some event or other that she needs an escort for. It's all very discreet in that world, no one makes any snide comments. I never walk with her through the photographer's line. I walk in discreetly on my own and meet her inside. There are a couple of other women I meet like that. I enjoy that part of the job quite a lot. I get paid quite well for going to some great cultural events and parties with great food and wine.

There is one kind of fantasy, however, that I really don't enjoy taking part in. It's a more complicated situation, involving cuckolding. For those unfamiliar with the term, a cuckold is a man whose wife is fucking around on him. In this case, though, it is with not only his knowledge, but he is a part of the game. He watches, often jerking off, while I have sex with his wife, and often she will humiliate him by telling him how inadequate he is, how I fuck her like a real man, he's got a pathetic penis etc. I've done it a few times (it pays very well), but it's one of the few games I take part in that makes me feel like I need a shower after, not in the way I almost always need just to clean up. Like an emotional shower. As I said, I take part, but I don't really understand what appeals to both of them about it. Maybe if I get my master's degree.

Anyway, most of the women I see or escort become regulars. A few have been one-time things, but most hire me multiple times. Anita, as I told you, hires me frequently, often once a week. Sometimes it's about an event and then sex, and sometimes it's just sex. I usually take off a week to myself every couple of months, because I need it. I need to get together with friends I've missed (they wonder what I've been up to and how I'm suddenly flush with money, but I don't tell anyone about my life), I go see my parents, and I just veg out for a few days of peace and quiet. Anita understands that those weeks I'm not available. But sometimes she'll ask me to go away with her for a week or so, usually to a tropical setting at a very exclusive, discreet resort. She pays for everything, including my fee, which Diana Royce sets and she gets her 30%.

We have a great time together. We'll relax and drink a little more than usual, eat well, dance (she loves to dance to all kinds of music), and of course, we have sex. A lot. At least three times a day. I often need a vacation from my vacation when I get home.

Anita and I have gotten very close as friends. We're under no illusion about falling in love. But when you spend that kind of time with someone, a certain amount of intimacy is inevitable. It had been the better part of three years since we met, I know about her family, her son and her daughter as well as her ex. I tell her certain things about my private life that I never share with any others.

So, like I said, we we're like close friends. And after the first few months, she almost always wanted me to spend the night. It was nice, comfortable, and we got along very well. But one night, about two months ago, Anita threw me for a loop. She asked me for a very unusual favor.

We were cuddling in bed after sex, about 1AM. "Paul, would you say we have something more than a professional relationship, correct?"

"After three years? Yes, I would say our relationship is closer than that. We've traveled together, shared some great times, and we've talked about all sorts of personal things together. Why did you ask?"

She sat up a little more and the blanket fell away from her breasts, a nice, temporary distraction. "Up here, pal" she said with a pleasant laugh. "I've been working on improving my relationship with my daughter, Kelly. She's 25 now, and I'm just kind of aware of the time going by. I want to be closer to her, and we've been getting together every couple of weeks, usually on Sundays for dinner. We've confided in each other about some things I never would have thought I could talk to her about. I told her about you, and she surprisingly took it very well. She understands I'm far from an old lady and I still have needs and desires, even to just have a man's company. She even understands that I don't want the complications and risks of traditional dating. Too many of the men around my age are looking for my money. I told her our relationship was less dangerous for me, and you never asked me for anything outside of our transactions."