Charlene

This is part 4 of the Charlene series. Reading the first three parts will help to make sense of this one. The story includes descriptions of explicit sex acts. All characters are very fictional and over 18 years old.

I knew it would be a delicate conversation to broach the threesome with Michael. He had to have a baseline level of interest--he was a man, after all--but he might draw various inferences about my sexuality or just fear that it might throw our relationship out of equilibrium in some way. And it was so out of character for me to suggest anything even close to this.

I wasn't sure if Michael had ever cheated on any of his many business trips, but my intuition told me that this was very unlikely and that he had probably not touched another woman since we had met. In light of recent events, I would have forgiven him any dalliances, of course. I knew now, also, that I would continue having sex with other people and so wanted to give him this experience very much, not so much directly out of guilt, but out of a sense that he was entitled to similar sexual adventures. Most of all, I wanted to see him experience the same pleasure that I had seen in Herb.

I wasn't actually attracted sexually to Judith and so did not plan to touch her sexually during the threesome. It did occur to me that I might enjoy watching her lick my pussy as Michael fucked her, but the lack of sexual attraction to her ruled out even this. It also occurred to me, however, that I would be excited to have sex with her if a client ordered me to, and the sudden realization that I would enjoy being licked by her in that context produced a clear insight into what my escort adventures were all about.

Michael was flummoxed when I brought up the idea to him the day after the lunch with Judith. I found that the easiest rhetorical path forward was to present this as Judith's idea that I endorsed because I wanted him to have this experience, especially before we got too old for this sort of thing. A one-time event for his birthday, then a permanent memory. There were also various assurances that I had no interest in touching her, that we would both just touch him. The 'time is running out' stratagem was always compelling to him, having been successfully employed also to conceive our first child earlier rather than later. The last stratagem was borrowed from Judith: Don't decide immediately, just think about it.

In texts I relayed to Judith that this was framed to Michael as her idea. I also couldn't bring myself to mention anal to him, and so told Judith that she had to ask him for it.

"Beg your husband for anal? Isn't that going a little far?"

"FFS, the second client you got for me was a morose college student with a 10-inch cock. AND you asked me to take him in the ass. I think you can ask for anal"

"I've created a monster"

Michael and I had sex on Friday, which had triggered a long, intense orgasm in me. I told him I attributed it to excitement about the prospect of seeing him with another woman. He hadn't finished yet and seemed really aroused by the idea at the moment. He agreed to it verbally while I sucked him on my knees, and the moment he said yes out loud he started to cum in my mouth. I swallowed his load, which I didn't normally do, then stood up and kissed him lightly, saying, "I'm really glad, I think you are going to feel so good."

We set the date for next Saturday night with Judith. She even agreed to be tested for STIs (something she did periodically anyway), which would allow us to avoid condoms. In the meantime, Judith was having trouble finding a matinee for me. I was actually badgering her a bit, feeling antsy to be with a client again, finding that sex with Michael, although very good, had not sated what was becoming an almost urgent desire for more sex work.

Judith was able to find something for the next Thursday night, which happened to be a poker night for Michael. 8 PM at a house about 20 minutes away. Michael usually returned home after midnight and would probably leave around 7:30. I could try to just wedge it in without saying anything to Michael about leaving, or could use Judith as an alibi again. I pushed the appointment back to 8:30 to give more of a buffer and decided that I would text Michael after leaving to say that I had gone for drinks with friends.

I wore Lululemon yoga pants for a combination of sexiness plus respectability upon the return home, combined with a stylish, shiny, dark top that had a slimming effect and paired well with my hair and eyes; small heels completed my look. Judith didn't have much information about the client, who had recently converted from the dating to the special matchmaking section of the website, but positive reviews so far. He had apparently inherited some money and so decided to spend some of it this way. Negotiations for any extras were left for me, and he wanted to decide during the date whether to extend for a second hour, though two hours would be my cap given the scheduling issues.

Although it was only my fourth job total, I was mostly relaxed on the way there. I thought about the stark contrast with the drive to Paul's house for my first job with its intense sense of conflict and nervousness, and it was a little hard to believe how different I felt now. There was some trepidation given an unknown person, but it was more a thought in the back of my mind than an experienced feeling.

I pulled up to a relatively small, ranch-style house of the sort that was widely duplicated in many California neighborhoods. It had well-kempt grounds, though, and appeared to be freshly painted. I knocked on the wooden door and waited for a bit in the quiet night for a reply, feeling a little surge of nervous excitement as I anticipated my first glimpse of him.

John swung the door open confidently. He could have ranged anywhere from a couple of years younger than me to a few years older, but was generally in my age range. He looked quite fit, wearing thin jeans and a form-fitting T-shirt, with dark hair and greenish eyes. Physically, he was the most attractive of the men I had met so far.

"Welcome, please come in."

Stepping in, offering a handshake as was my habit. "I'm Charlene, so nice to meet you."

The front door opened into a living room that was continuous with a small dining area that in turn abutted against an open but modestly-sized kitchen. Next to the kitchen was a carpeted hallway that must have led to the bedrooms. The house showed some of its age but outside windows and a sliding glass door on the side opposite the front door was visible the bright blue water of a stylishly-lit swimming pool and outdoor seating area. One's eye was immediately drawn to the almost resort-like look of the backyard, which seemed to significantly extend the overall space of the small house.

"Oh, what a nice backyard!"

"Yeah, I had it re-modeled. Did you bring a swimsuit? I thought we could have drinks by the pool or in the hot tub."

"No, actually, I didn't know about the pool."

"We could do some skinny-dipping then, I guess," smiling a little. "The yard is really private so no one could see us out there."

"Mmm, that sounds really nice, actually. Should we talk about what services you would like?" I had been instructed to always deal with that first.

"I thought we could just start with the regular ones, then just see where it goes from there," handing me an envelope.

"Sure, that's good. May I use a bathroom to freshen up a bit?"

"Yep," pointing me to it, "I will meet you in the hot tub with some margaritas."

"OK, should I come out naked, then?"

"Oooh, yes, please, I'll do that too for our skinny-dipping."

The bathroom was old and in need of a remodel but pretty clean. I counted $500 exactly, with a mix of denominations, which I preferred for spending purposes. I took off all of my clothes and folded them neatly on the vanity. The bathroom mirror was too small to see my entire body in it, but I tried to move back and assess as much of my naked figure as I could.

I walked out, leaving my clothes on a chair by the sliding glass door, which I opened, stepping out barefoot onto the large patio. I could see that the yard backed up to a steep hill behind the property, with high fences to the left and right, and so did seem very private. There were strings of white lights that went across the yard, and bright lights within the pool and hot tub.

John was sitting on the concrete ledge of the hot tub that was built into the edge of the pool, his legs in the hot tub water. He was facing away from me and so I saw his naked back and below that his bare ass pressed against the concrete.

As I walked up to the hot tub, I could see that he was fully erect, sipping a margarita in his left hand. He looked above-average in size (no HCB but maybe 7 inches) and very hard.

"Oh, hi there, look at you, Charlene," as he moved his body into the hot tub. I stepped in after him, the hot temperature feeling very nice, steam rising from the water. I was short enough that when sitting on the seat of the hot tub my tits were submerged in the water, which made me feel a little covered. John reached back, grabbed a second margarita and handed it to me. "Cheers!"

We clinked glasses and I took a sip of what tasted like a strong but flavorful margarita.

"Wow, I could really get you used to this," I said, as I looked over the pool and at the palm trees that I now noticed were above the fence line and gave additional cover.

"Yeah, I like to spend a lot of time out here. So peaceful. The hot tub helps sleep a lot, too."

It occurred to me that I might be sucking a chlorine-flavored penis, but as he described the remodel, he mentioned the salt water hot tub that was apparently better for skin dryness. I took a couple of big sips of my drink as he talked about yard renovations and pool maintenance, hoping to get a little buzzed before starting to perform. The hot tub was very relaxing and this combined with the drink was putting me even more at ease.

After a little more chit chat, he asked my position on kissing and I politely declined. "I couldn't help but notice what a nice cock you have when I came out here, though; I would love to suck it."

He propped himself back up on the ledge of the hot tub to bring his dick out of the water, and I moved in front of him. Standing on the bottom of the hot tub, I could lean forward and comfortably reach him. I stroked him with my hand a little, getting him very hard, looking up and smiling at him. Then I bent down, licking the head, rubbing the hole with the tip of my tongue, before wrapping my lips around him and starting to suck.

"Mmm, fuck," said very softly. He placed his right hand on my left shoulder. "That's nice, Charlene."

I bobbed my head and started to suck him deeper, holding the base with my right hand. He hadn't paid for deep throat, but he really did have a beautiful cock and as I became more aroused I had a desire to take him deeper in my mouth. With his left hand, he reached down and pinched my right nipple, triggering a little humming noise from me with my mouth full, and I pressed my head down even further so that his head started to press against the opening to my throat. Up and down like this, dragging my lips and tongue over his smooth shaft, thoroughly enjoying his cock.

This seemed like peak prostitution. A yummy drink, standing in the warm water of a stylish, new hot tub under stars and palm trees, sucking the well-formed penis of an attractive man. It occurred to me that he was attractive enough that he could surely have sex with attractive women in the course of regular dating, though I of course understood why the convenience of paying someone might still be attractive if his primary interest was quickly acquired sex without all the complications of dating.

I tilted his penis toward me a bit so that I could expose my face clearly while looking up at him. Seeing his eyes staring at my eyes and face with his dick in my mouth was intensely arousing for how visually exposed I was, and I forced myself to lock eye contact with him as I kept slurping on his cock. It was almost a staring contest, arousal following from the discomfort of not breaking the visual contact for as long as I could, me heavily handicapped in the contest by being the one with the other person's genitals in my mouth.

"We can do a few more minutes of this, but then should probably move inside in case we want to make some noise. No one can see us out here, but the sound can carry."

I gave him a thumbs up as I continued sucking him, and that made him laugh a little. I broke eye contact so I could look at his dick as I started to suck harder and faster, bobbing my head up and down on him.

"Ugggh," a soft groaning in response from him as I kept up a fast pace. His body seemed to tense up a bit, clenching, maybe trying to keep from cumming early, and I slowed my pace when sensing this, not wanting him to be disappointed by an early finish.

"OK, maybe we should go inside."

I lifted my head off and climbed out of the hot tub. John handed me a towel and the two of us dried off near the back door, both completely naked.

He closed the door behind us once in the living room, rubbing himself to stay hard. "That was really good, I think I might need you to suck a bit more in here." He was standing so that he faced the backyard, giving himself the good view.

"Mmm, I would love to," said as seductively as I could. I dropped slowly to my knees on the living room carpet and put him right back into my mouth, reinitiating eye contact.

"Fuck, that's good," said much louder than when outside, me starting to suck hard again in response to the encouragement.

At this point, he did put his hand on the back of my head and began to thrust a little in my mouth. I kept sucking for a few seconds, hesitant to break the mood, but then stopped.

"Sorry, we didn't agree to face fucking yet. I don't mean to be a stickler for rules, but, you know..."

"Yeah, sure, my bad," taking his hand off my head and now holding still. I resumed sucking but I felt like the excitement had drained from the room and that the interruption had in fact killed the mood. In an attempt to salvage it, I stopped sucking for a second and said, "You can talk dirty to me, though. Call me names and stuff."

"Ooo, you want to be a slut for me?"

Nodding as I sucked harder, gripping him firmly with my hand but also starting to slam my mouth forward over his shaft. This restored the energy almost instantly, John moaning as I sucked him deeper.

"That's it, suck it you fucking slut. Oh, fuck, you fucking chink whore."

I didn't care for the racist phraseology, and tried to redirect the terminology a little without breaking the renewed intensity.

"Do you like your Asian milf whore?" emphasizing 'Asian' just slightly, then resuming my cock-sucking after I said it.

"God, fuck yes," looking down at me as I sucked vigorously.

A stream of dirty talk ensued, all of which used 'Asian' instead of more offensive racial epitaphs when referencing ethnicity, to my relief. While sucking I thought that the set of dirty talk person monikers was in fact quite restricted, mainly limited to slut, bitch, whore, milf, and cunt as base words, with either 'cum,' racial terms, regular adjectives or sexual participial adjectives (mostly 'fucking') as prefixes (as in cumslut or fucking bitch or Asian whore or nasty cunt), such that they formed a simple function, prefix(base word) with the specific combination chosen largely at random but with an informal prejudice against reusing recently chosen terms (which itself could be modeled as a decay function in a time series). For long-term, experienced prostitutes the limited set of possible combinations heard over and over must have gotten positively tedious. For me, though, as I continued to suck hard on John's penis, the phrase 'Asian cum whore' was still exciting.

"Fuck, I want to eat your pussy."

I stopped sucking and he moved me over to a sofa. I leaned back on it and spread my legs wide open. John knelt in front of me and began licking my clitoris. I closed my eyes and felt him flicking my clit quickly with his tongue, enjoying it, but also trying to make mental notes in case I needed to work again with a woman.

"Mmm, yes, lick that pussy."

Swirling it firmly with his tongue now, which felt really good. He was definitely better than me at this and I felt some regret in hindsight over my performance with Maria.

"Uhhhmm, yes, are going to fuck this tight little Asian pussy?"

"I'm going to fuck the hell out of you," jerking himself as he said it, an almost predatory look on his face. I felt a surge of excitement, wanting him to take me hard.

John reached for his own condom from an end table, ripped it open with his teeth, and put it on. He sat on the sofa and asked me to mount him.

I used my hand to guide him in as I slowly lowered myself onto his cock. A few wiggles and then it started to slide in smoothly as I pressed my weight onto him, feeling a nice fullness.

"Ummm, that feels so nice," not having to fake my tone as I pressed all the way down on him. I opened my eyes to see him looking at my body over him, feeling very sexy as he took in my figure. He reached up and squeezed both of my breasts as I pushed and ground back and forth on him, managing some friction on my clitoris. I opened my mouth silently, looking down at his handsome face as I fucked him. Then I mixed in some bouncing up and down on his cock, which had him emitting soft little grunt-moans.

After a few minutes of this he asked to change positions and I slid off of him and stepped back onto the floor. He stood behind me and had me step over to my right a little so that we both had a good view of the resort-like pool out of the windows.

"I've wanted you from behind from the moment I saw your ass."

"Mmm, fuck, you want this Asian ass, big boy?" The dirty talk had waned in the more romantic cowgirl position, but now I followed his lead in reviving it, feeling a surge of excitement at the prospect of hard sex.

"Grab your ankles."

I bent over immediately and grabbed them, getting another surge of nervous excitement from being exposed in such a vulnerable position. John was just the right height to enter from this position and quickly began inserting into my pussy from behind.

My head was down looking at my own feet as I felt him press his big cock into me, sliding in at a different angle from before, feeling incredibly full.

"Oh, fuck, that feels good. Give me all of your big dick."

I felt his strength as he grabbed my hips very firmly, stabilizing me as he started to pump his cock into my pussy.

"Fuck, such a tight little pussy, ... ugh, yes, fuck..."

He was slamming his dick hard into me now, me tightening the grip of my hands on my ankles as the force of his thrusting shook my body, feeling like I would fall over if he were not holding my hips.

"Oh my God, that is so fucking deep," trying to turn my head to look back up at him.

"Keep your head down, bitch. Let me pound you."

Grunting as each thrust landed in me, held in this position I was unable to move forward or wiggle or adjust at all and just had to take the depth of penetration that he wanted, all of it starting to elicit pants and grunts and moans that felt increasingly involuntary. His body was making some slapping noises against my ass as he pulled my hips back toward him to meet his standing thrusts forward. All internal dialogue stopped for me at this point as I simply felt the thrusts and hung on tightly to my ankles.

He finally slowed a little, hearing him breathe hard, little blowing sounds, then soft groans from him as he moved slowly back and forth in me. The slowdown allowed my internal dialogue to come back online and I thought to myself that downward dog was going to make me soak my yoga pants when it triggered this memory.