I was recently commissioned to create an erotic portrait of a woman named Cindy, who wanted artwork of herself to give to her husband as an anniversary gift.   It was something that he had requested, something they could hang in their bedroom.  She found my online portfolio, and she emailed me with her inquiry.  However, she expressed a concern to me after a few exchanges.

I’m just concerned that you won’t want to draw me, she said.

I was confused by the statement.  Why not? I asked

Because, she said, your portfolio is full of large breasted women.  I’m on the smallish side.

A lot of those are just commissions, not due to a personal preference, I said to reassure her.  What is your body type?

She described herself as smaller breasted, a 34B, with a slim, athletic body, and that she slightly resembled Meg Ryan.

You sound gorgeous! I said.  I would love the opportunity to illustrate you.

Cindy sent a smiley face to me.  We arranged for her to send photos of herself, and instructions on the type of art.  I received the photos shortly thereafter, and I was more than pleasantly surprised—for a forty-plus woman, I thought she looked sensational.  I was particularly impressed by her demure, almost quiet look.  While she did resemble Meg Ryan, I thought Cindy was much, much prettier.

We eventually chose an implied nude image of Cindy, with her lying on her back on a soft rug.  Her legs were raised to hide her vaginal area, but her butt was completely bare.  Her left arm covered her breasts, and her head titled back in a “come hither” look. 

It was a sensual and alluring image, one that I knew I could capture easily.  I gazed upon her photos every day while I worked on the art, and had near-daily email exchanges with updates.  After a very short time, I noticed that I was beginning to develop a small crush on Cindy.  There was something about her that was very disarmingly appealing and attractive---she was, in my experience of communicating with her, the subdued, pretty, soccer mom type that was very, very sexy.

Because of this, I was extra motivated to work on Cindy’s art, and it took only a couple of weeks for me to complete it.  I took a photo  and was going to email it to Cindy for final approval, but she texted me back to tell me, no.  I was confused.  

Don’t you want to see it before I ship it?  I asked.

No, she said, I want you to bring it out personally.  This really surprised me.

You don’t want me to mail it to you? I asked

I very much want you to come here and give it to me in person, she said.  I’ve seen it through all the various stages of progress, and love it.  Besides, my husband and I would like to meet the artist.
 

As I often traveled for my job, it was no problem for me to schedule a meeting near Cindy and Jim’s city within the next week.  I flew out to meet some clients, and then took a short drive to where they lived, where I booked a hotel.   I arranged a meeting time with Cindy, showered and shaved, and drove to their home.  Cindy and Jim lived in a gated community, with very spacious and well-manicured homes.  I was quite impressed.  

I arrived at Cindy’s door, artwork in hand, and rang the bell.  After a few moments, the door opened, and I took a double-take.

Cindy was even more beautiful in person than showed in her photos.  She had shoulder-length blonde hair that framed a cute, girl-next-door face, with green eyes and a cute, upturned mouth.   The lines that framed her smile were indeed similar to Meg Ryan’s, but much more beautiful.  She had told me she was in her forties, but she easily looked ten years younger.  She wore a thin sleeveless top, a short tennis style skirt that accentuated her lovely bubble butt.  Based on her hardened nipples, she definitely wore no bra.  I literally couldn’t take my eyes off of her gorgeous body, which was strange, because I had been staring at her near-nude for a couple of weeks. 

“So nice to meet you in person,” she said, with a playful glint in her eyes. “Please come in.” I did as instructed and entered her home. 

“Can I get you a drink?” Cindy asked. 

“Thank you,” I said. I accepted a cold beer from her, while she sipped from a glass of white wine. 

I put down my bottle and gave her the package. Cindy opened it, took out the canvas; the expression on her face made the time spent on it worth it.

“Oh my God, I love it!  It’s perfect.  Jim will be so pleased!  You made me look like a Playmate!”

“Well, that was my intent, Cindy,“ I said, “but I have to say, I don’t think I did you justice.  You’re even more beautiful in person.”   

Cindy looked up and blushed.  “That’s very sweet, thank you,” she said.  

We set the art down opposite their sofa and sat down across from it so Cindy could admire it. 

“I love how you were able to make me look nude, without showing anything,” Cindy said. “It’s very sexy.”  She took her hand and grazed my face lightly.  “I cannot tell you how happy I am with this artwork.”  Cindy moved closer to me on the sofa, as she pointed out parts of the art that she particularly enjoyed.   She asked me several things about the process of creating female art, all the while creeping closer to me.  I wasn’t quite sure what to make of this; I couldn’t tell if it was her appreciation of the portrait, or if she was coming on to me.  Then she said something that surprised me.

“Did you get aroused by my image while creating this art?"  Cindy asked.  I nearly spit out my beer with how forthright she was.  Truth be told, one night after a particularly long art session, I did get very horny looking at her and masturbated while imagining her sucking me off.  But I would never have told her that normally.

“Honestly, yes, I did,” I admitted.

Cindy had a wicked grin on her face.  “Mmm, I like that,” she said.  “Did looking at me make you hard?”   Her hand started to graze my inner thigh, and she looked at me deeply while waiting for my response.

I could only stammer out a weak, ”Yes," while looking back at her.  I swear she looked even more beautiful and sexy!

“Good, I like that,” she said demurely.  She let her hand glide farther up my leg, softly touching me   I could feel my cock straining against my Dockers, and adjusted myself on the sofa.  Cindy traced her hand lightly farther up my thigh until it rested on my now rock-hard penis.

“I seem to be having an effect on you,“ Cindy said slyly.  “That makes me feel very good!”  Cindy leaned in and gave me a kiss, softly at first, then, as I reciprocated, she gave me a deep, full-tongue French kiss.

“I really, really want to thank you…personally,” she said softly.   I can’t tell you how erotic it is to see myself as one of your sexy models.”  She continued to lightly rub my cock as she spoke. “Follow me, please.”

Cindy led me upstairs to the master bedroom.  She escorted me inside, had me sit down on a chair near the closet. 

“I think it’s time that I show you my complete appreciation for what you did for us,” she said, and proceeded to slowly and sensually remove her top, exposing her small, but lovely tits.  Cindy moved over to the chair and put her arms behind my head.  “Please let me offer myself to you, for what you did.”

I admit I was taken aback by Cindy’s boldness—from our previous correspondence, this was the last thing that I expected from her, as the artwork was a gift for her husband.  Cindy seemed to sense my hesitation and rubbed my arm gently.  She looked deeply into my eyes, and whispered, "It’s okay.  My husband isn’t here right now.”

I took Cindy’s bare breasts in my hand and began to knead them, spending a lot of time on her nipples.  She let out a soft moan while I rubbed them back and forth between my fingers.  After several minutes of teasing her tits, I took her left breast in my mouth and began to suck on it, softly at first, then more forcefully.  Cindy let out a louder moan and gave me more of her breast.  I put my hands on her back, guiding her and supporting her while she gave me her beautiful breast.

I moved my mouth to her other tit, while at the same time pulling down her skirt so I could let my hands roam over her lovely ass.  I was delighted to discover that Cindy was not wearing any panties, and began to finger the outsides of her pussy.  I gently rubbed the folds of her labia, while teasing her slit.  She let out a short gasp while still holding my head to her breast. 

“That’s it,” she said.  “Rub my pussy, please!”

I complied with her instruction and began to insert my finger inside her cunt.  Cindy was very, very wet, and I was easily able to insert another finger.  I continued to rub the inside of Cindy’s vagina while still tenderly suckling on her breasts.  Cindy kept moaning and rubbing my head.  Finally, she pulled me off her tits, looked deeply into my eyes, and said, “Take off your pants.  I need to see your dick.”

I pulled off my pants and underwear while still sitting in the chair, and my eight-inch cock popped up.  Cindy smiled when she saw it. 

“Oh my,” she said, “you shave your cock and balls!”  She knelt down in front of me, looked at me with a sly grin, and took my cock in her hand.  “No hair to get in my teeth,“ she said.  She took the tip of my cock in her mouth and rubbed it with one hand while fondling my balls with her other one. 

The feeling of her soft mouth on my hairless cock was indescribable.  She was an expert cocksucker. I held her head and stroked her hair while I watched her bob her head up and down on my erection.  Cindy occasionally would look up at me, and then go back to servicing my dick with her mouth.  She used her tongue to flick my slit while playing with my hairless sack, which makes them even more sensitive to touch. 

I believe she sensed that I was getting close to cumming, and she stopped and said, “Please take me to my bed and pleasure me.”

We got up and walked over to her bed.  Cindy lay back on the bed and opened her legs, and I knelt on the floor between them.  I began to lick her pussy, gently moving my tongue against her outer folds at first, and then making vertical motions up and down her slit.  I found her clitoris and pressed the tip of my tongue against it firmly while introducing my fingers once against her moist hole.  Cindy moaned loudly and rubbed my head.

“Oh God,“ she said, “that feels so good!  Lick my pussy!  Taste my juices….taste..oh…oh OH FUCK!  FUCK!!”  Cindy cried out as her first orgasm hit.  I continued licking her pussy as she squirted her delicious juices onto my tongue.  This compelled me to pleasure her even more, and I continued to lick her vulva, alternately flattening my tongue and running it up and down her juicy slit.  

I suddenly sensed another presence in the room.  I turned my head and saw a figure standing next to the bed.

It was Cindy’s husband. 

He was standing to the side of the bed, completely nude, and rubbing his hard cock while watching us.  I realize I must have moved suddenly enough to startle Cindy.  She took her hand and softly stroked my cheek.

“Relax, darling, she said.  “Jim loves to share me with other men.  Please continue pleasuring me.”

Cindy climbed between her husband’s legs and began to slowly and sensually lick his penis.  Any hesitation of adding a third party that I may have felt was quickly dissipated.  I moved behind her upturned ass and began to rub her pussy, concentrating.  

I licked her ass crack up and down, lighting touching her skin with my tongue. Cindy rotated her hips slightly towards my face, so I knew that was a signal that she wanted more.  Becoming braver, I inserted my tongue slowly into her anus and flicked slightly.  A groan came from Cindy as she slowly sucked on her husband's cock.  I kept up rubbing Cindy’s pussy as I inserted more and more of my tongue inside her asshole, all the while she moved her hips to help accommodate my actions.

Jim saw what I was doing and encouraged me.  “That’s it, buddy, she’s loving it," he said.  “Eat her ass out good!”  

I massaged Cindy’s clit while pushing more of my tongue into her ass.   Her moans started to become more guttural, and she kept slowly grinding her hips to match my tongue action.   I happened to raise my head and look at Jim.  He was staring at Cindy and me, and his facial expression was one of complete and wanton lust.  I returned to licking her anus while running my tongue up and down her ass crack. 

Finally, Cindy pulled her mouth off of her husband’s cock and exclaimed, “I can’t take it anymore!! Please stick your dick in my pussy!  I need it now!” 

I got up off of my knees and placed my dick head at the opening of Cindy’s cunt.  I entered her hole slowly at first.  She was already very wet from her multiple orgasms, so my cock slid in quite easily.  I was so aroused at that point that I knew, even with her pussy being so lubricated, I wouldn’t last very long.  I slid my cock into her twat like a jackhammer, keeping up a steady rhythm and with enough force to make her body rock back and forth on her husband’s cock.  Cindy had stopped licking him at this point, so as to concentrate on her own pleasurable feelings.  Jim massaged his own cock while watching me fuck his wife from behind. 

“That’s it, slam that hard cock into her pussy like that,” he said.  "That’s how she loves it.”

I fucked Cindy’s pussy harder and harder, determined to come deep inside her.  Cindy kept moaning, crying out, “Fuck me, oooh, fuck me deep with your cock, ohhhh.”  

Finally, I felt an orgasm from deep inside me and emptied my balls deep inside Cindy.  “Oh FUCK!”  I yelled as I came.  I could feel my semen spurting inside her pussy as my cock pulsated in her womb.  Cindy returned to sucking off her husband, who came violently in his wife’s mouth.  Cindy took every drop of his sperm, rolling it around in her mouth before swallowing.

Exhausted, I rolled off of Cindy to the side of the bed, and she lay down next between her husband and me, clearly spent herself.  Jim laid his head against the headboard. 

“That was so fucking erotic watching you two,” he said.  "I’ve never seen Cindy get into another lover like that.  Thank you for making her feel good." 

Cindy turned to me and gave me a deep, long kiss, the taste of her husband still in her mouth. 

“Thank you again for the art,“ she said.  "I’ll especially treasure it for always.”

I just thought, I need to meet more clients like Cindy and Jim.