Sissy Art

I love sissy’s. I’m not a Sissy or a cross Dresser…..but there is something very arousing about a Sissy. I find the drawings and digital art even more arousing than photographs. Seeing a “girl” or as many say a”gurl”……aroused….and feminine…..makes me shiver with desire…..

 

 

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Erotic Art Drawings

I love erotic art many times more than a photograph. There is a particular freedom in drawings that may not be captured in a photographic image. What intrigues me in these images is the power exchange. Whether it be the older male exposing the younger female’s pussy to look at, drool over….or a Domme female spanking a younger submissive girl…..I find it powerfully arousing.

 

 

The Artist and Client, Chapter 5

Helen stood with her hand holding her dress up showing me her mound. She was silent for what seemed like hours, time moved in slow motion. Finally she said, “Your mother’s gonna kill me…..come with me.” She grabbed my hand and lead me upstairs and outside. We were heading to the studio as she stopped and said, “Wait right here…..don’t move.” Helen walked in the house and came back with the keys for the studio. After opening the door and slamming it shut, she turned and pressed herself against me. Her head fell into the crook of my neck as she melted into me. “You don’t hate me do you…..G…..I mean…..I heard Bernie talking the other night to his client……he was telling him about you…..and,” she stopped. “and what|?”I asked. She shook her head and said, “Maybe I shouldn’t say, as she stepped away. She walked over to the easel, and threw off the sheet that covered the canvas. I watched as she stared at it the painting . Had she seen it before, or did Bernie tell me about it and what we did, or maybe this was the first time and she hated it. Maybe she hated me. “The paintings gorgeous G…..I love it….and you,” she paused and looked at me. You’re so…..so….young and……aroused……were you that aroused when you posed?” I nodded, “Yes I was. I replied. I could feel my cock swelling again. Thinking back to how Bernie had seduced me. How I wanted to be seduced. I was so willing. I was Bernie’s toy and I wanted to be again, that’s why I came here today. I wanted to lay on his chaise and have him touch me, suck my cock, and tell me to suck him.

“Earth to G…..are you okay G?”, Helen asked. I nodded again. She wiggled her finger at me, beckoning me to come closer. I came to her as she grabbed my arm and pulled me next to her. I could smell her arousal, Just like the scent in her panties, it hung in the corner of the studio from where Bernie painted. Helen had let her dress fall back into place as she she said, “You’re so hard in the painting G,?” as she ran her finger over my cock on the canvas, and then I felt her fingers slide over my cock, caressing me over the front of my shorts as she whispered, “you’re so hard now too…..right here.” Her finger pushed into my cock as she looked straight in my eyes. She smiled and said, “Remember when you were with all the boys at the pool…..you had those Speedos on……your cock…..made such a lovely lump…..you looked so good to all the mature women there.” “I did? Did I look good to you Helen?”, I couldn’t believe I said that.

I again thought about Bernie’s cock, and all those other mature males I had been naked with, seduced, sucked and intimate with. I hadn’t been with many if any mature women and I didn’t know how to do this. I didn’t know how to hold her, to kiss her, to make that move to to be a man with her. “Yes G……you looked good to me.” Again Helen pulled her dress up. “Do you want this G…..do you wanna fuck me G…..cuz if you do it’s yours.” All those mature women Helen spoke of, they were watching me, looking at me in my Speedo’s that day. I remember my mother had bought me a new swim suit and it was tiny. It rested low on my belly, and just above where the cleft of my butt. When I bent over you could see it. When the suit was wet it revealed my cock as if molded to me. No wonder the ladies were looking and staring. I was getting undressed in the locker room and an older guy was watching me. I loved being watched. He look at, gazing at in a sexual way. I was a little nervous about wearing that tiny suit. I was dressing in a hidden corner behind a row of lockers. I felt comfortable there as it was like a private dressing area. Then I looked up and saw a man staring at me. He was naked and as he looked at me his cock was hardening. He said, “That’s some suit you have on young man…..your gonna attract some attention……it’s very sexy…..do you mind me saying that?” He stepped forward. I was taken back by his comment and watched as he slowly came closer. He reached out brushing his finger over the outline of my hard cock as he said, “You’ll need to be careful…..this thing might pop out the top of that suit if you’re not careful.” I was surprised by how forward he was, and now his hand was gripping me, squeezing my throbbing cock as he stepped back and watched as it popped over the waist band. He could see how aroused I was, but noises from others entering the locker room made the moment all come to a fast end.

“G…….are you a virgin? Helen asked. I shook my head. “Have you been with a girl, or just men?” she went on. “Mostly men, a couple girls my age,” I told her. “Have you ever really made love to a girl G…..have you ever had a girl show you how it should be……has a girl ever given herself completely to you?” she asked in a sweeter flirty tone. I shook my head no. “Only a couple of girls in the back seat of a car…..we kind fumbled around and I came as soon as I got it…….you know….as soon as my thing touched her,” I responded, looking away. “This is so embarrassing Helen,” I added.

I has always been so easy with men, older males who knew how to seduce me and how easy it was for me to give them a peak at me. I might lean away a little farther from a urinal in a restroom, showing my cock that would be hardening. Or I might have stretched a bit more and longer as I arched my back, my cock pressing against my tight jeans or a Speedo, revealing the shape of my cock. I was always inviting a feel or a grab. I loved their cocks too. But the mystery of a woman and her pussy was arousing and yet intimidating. I knew what males I could ultimately be sexual with, or even simply hint my desires. But girls or more urgently mature women seemed different. If I acted in the same manner they might run or scream. So now with Helen offering herself to me, I found it strange that I was shy and hesitant.

“Show me that lovely cock G……I wanna see it,” She said, almost demanding it. I looked in her eyes and saw determination that I could not refuse. I opened my button and unzipped my shorts, feeling them sliding down my legs. Wearing no underwear as usual, I stood naked as I stepped out of them. “Ooooooooooh……..you have a very hard cock G……I’m gonna have fun with this……if you let me,” she said in a coy way. Dropping to her knees she licked up the shaft. Helen pulled down on the sack that held my balls as her mouth came over the top of my cock head swallowing it completely.

The Artist and the Client, Chapter 4

It had been a few days since I posed for Bernie and I was looking forward to the next session. He aroused me so much in the first session, it seemed I was still hard days later. Every time I thought of it, I was erect and exhibited signs of werness. I had masturbated every day, many times reliving those moments, It was if my young cock was always hard, and the memories of that day simply were emblazoned into every part of me. I hoped he was going to call me for another session. I decided to stop over and see when he needed me again. In the back of my mind it wasn’t the posing and painting I was hungry to continue with, it was seeing Bernie’s cock and feeling his incredible hands touching me, his lips taking my own cock in his mouth and the pleasure he had given me.

I walked the short distance to his home, and went directly to the studio out back. It was dark and locked, my excitement and arousal dissolved as I turned to leave. “G…….G……Bernie’s not here……he won’t be back for a few hours…..can I help you with something?” I heard Helen his wife yell from her kitchen window. She was waving me to come to her as she said, “I just made some fresh lemonade, would you like some?” I really didn’t, but I liked Helen as I waved and said, “Okay, maybe a quick sip.”

It was extremely hot out again, the sweat was dripping down my naked chest, and my short little denim shorts showed wet spots from the heat , and maybe from my arousal. I was concerned about how little I was wearing, but Helen had seen me in my Speedo’s, so I let go of my concern. When I got to the kitchen door, She said to just come in and wait, she was in the basement doing laundry. In a minute or two I heard her climbing the stairs. When she reached the top and peeked around into the kitchen, I heard her quietly inhale and then say, “You look like you’re ready to pose for Bernie.” I blushed and said, “I stopped by the studio, but like you said, he wasn’t there.” I paused, thinking she knows I pose for him, I wonder if she knows I pose nude, and maybe what we did. “He’ll be back later…..but we can have a nice lemonade and talk”, she said with a smirk on her face. I was quiet, I was feeling a little uneasy. “So….G…..you like posing?……you’re not shy at all?……I mean….” Then she raised her eye brows looking at me. “Nah…..I’m just laying on the couch….it’s not a hard thing.” In a moment I realized what I said and I felt another blush wash over me. “Well……from what Bernie has painted so far…..it sure looks like a hard thing,” she said, again raising her eye brows and then gazing at me. Was she testing me? I didn’t know. Helen pours me another glass of .lemonade, “You sure are thirsty G….I got a lot more from where that came from.” You saw the painting Helen?” I ask. She nods. I blush again.

She busies herself washing dishes and putting things away from the mornings breakfast. I realize she’s an attractive woman. She appears not to be wearing a bra and her breasts don’t seen to be saggy. I begin to feel a twinge of arousal. She looks over at me and smiles, biting her bottom lip as if she wanted to say something, but refrained. “What?” I ask. She just shakes her head and goes on working at cleaning the kitchen. “Oh Shit!. I forgot to put something in the wash….Damn!” she mutters, then looks at me and asks, “Do ya know how to open my washer and slip something in without letting the water in those front loaders spill all over the floor…..your mom’s got the same machine….right? I nod, “Yeah….I do it all the time.” “Mmmmmm……awesome G……..would be so kind to put this in it? I watch Helen reach under her sundress and pull her panties down. They are laying around her ankles when she looks up at me and saying, “Not bad hugh G…..you didn’t even get a tiny peek did you,” as he picks up her panties and tosses them to me. I’m dumb founded. Helen just tossed me her panties. I was frozen in place. “Go….Go….before it begins its spin cycle….Go!”

I walk to the stairs feeling so surreal, did this really just happen. Then I notice they’re damp and sweaty. I rush to the laundry room and stare at them. I was in a zone. I look at them closely. They were wet in the crotch area and up the back. I was so aroused, my cock was throbbing. I turn them inside out and gaze at the gusset. They were so wet, and there are a few loose black hairs stuck to the cotton. I brought it to my nose and inhaled…..Her scent was intoxicating….sweaty. pungent. arousing. Helen was aroused, I could smell her. I reached down and squeezed my cock. I inhaled again and again, in a feverish desire to take all of her smell in, not to waste a bit. “You like the way I smell G?” I heard Helen almost in a whisper, then back to biting her bottom lip. I’m again frozen in place, no words could change what I’ve done and what she’s seen. Staring at each other, my cock throbbing, and Helen as she slowly pulls her sundress up with one hand. It was almost torture as her dress inched up, inch by inch….until her hairy mound came to view. “It’s yours G…..if you want it.” She said as she leaned against the door way.

Something about this makes me so hot!

I once had a friend who always wore tight white tights or stretch pants. He was well endowed, never wore underwear and loved playing with my mind.These images remind me of him and how his body felt as I caressed his butt and cock….feeling how hard it was, how it throbbed. There was always a delicious little wet spot…..

White Tights

White Tights

White Tights

The Artist and the Client, Chapter Two

Laying on the Couch

Bernie took me by the arm and gently directed me to the chaise, “Here….sit here and put your leg on the cushion….stretched out flat……leave your other foot on the floor…..your thigh relaxed…..lean it to the right…. legs spread a little…..more…..that way I can see your gorgeous cock…..Mmmmmm…..G…..Oh my God!” I looked up at him and his cock was so close to me. It was as if he was purposely standing so close his cock head was inches from my lips. There was pre cum oozing from the head as I heard him sigh, almost begging for attention from me. I knew he wanted my lips kissing the head and licking his clear cum. My mouth watered in anticipation as I leaned forward and softly kissed the tip. A thread of his cum glazed my lips, as I pulled away and heard him sigh again, this time out of frustration.

I wanted to be there, to pose for Bernie, lay naked, allowing him a look at my cock and feel his eyes wash over me. I loved knowing that his cock was hard because of me. But all of a sudden, all I wanted was Bernie to lay on top of me with his hard mature cock pressing and humping against my young cock. I wanted to feel like I was being taken. I needed to be taken advantage of, to be used. I wanted to see him hungry and out of control. Some might say passionate, but I wanted to see and feel his desperate need to be with me. I wanted to be his young lover, who made his cock drip cum at the sight of me naked, and how he might use my smooth body for his pleasure.

I knew if I paid him a little bit more attention he would forget about his brushes and paints and the canvas. Bernie looked down at me with his clear cum hanging from my lips and chin, as I passed my tongue over them, and licked. “You’re teasing me aren’t you……you’re seducing me……you’re making me crazy,” he desperately said in a raspy whisper. I grinned at him as I reached out and ran my fingers up his thigh just touching his balls. I felt him shiver and his cock twitch. I softly held them, pulling him closer as I took him in my mouth. He tasted so good. I loved the way his cock pulsed and his balls moved in my hand. “Lay on me……press your hard cock into me…..rub it against mine…I want to feel your cock against me…..I wanna be wet with your cum” I whispered.

Bernie sat between my legs with my thighs over his. He moved forward and gripped my cock with his, and stroked them together, side by side. Our oozing cocks were wet and it felt amazing. I had done this before with a buddy, it was addictive.

“I’ve watched you…you know…..with that neighbor ……I’ve seen you two together,” he suddenly said. I looked at him surprised as my mind began reeling with who else has seen us playing. My friend and I had been touching and stroking our cocks together for a long time, I didn’t even remember the first time. But recently it had become more. We used to wait until it got dark, and we’d go in one of our garages, or behind them, and open our zippers and show each other our cocks. We would stroke them, getting a thrill from the exposing them to each other. And then one day his mom caught us. She was upset. We decided we needed to hide better and find a place where we could be alone. As young males, we naturally loved to explore and play in the woods, throw rocks in a lake, or maybe skinny dip. It was one of those times. The summer heat was horrible, and in even only my denim blue jean cut offs I was sweltering. I told him I was going to go skinny dipping after we had ran through the woods, and he might like to join me. I let my shorts fall to my ankles as he watched. I remember how in the bright sun of day, under that shady tree in the soft grass, I stood naked. He was silent as he looked at me. His hand had moved to the front of his pants and he was squeezing his cock. The warm balmy breeze blew against me and I felt like a naked nymph in the woods. I remember how impatient I was, and how I dropped to my knees and began undoing his pants. My cock was throbbing. I was so hungry and desperate to see his cock again. It had been sometime since we had been completely naked with each other, and I could feel my heart pounding as I finally put my thumbs under the waist band of his white briefs, and pulled them to his ankles. I simply gazed at his cock standing straight, and twitching with excitement.

“I saw you in the woods…..by the lake…..I was painting the back drop to another picture I was commissioned to paint…….I was at the top of the hill that hides the lake from the road…..I saw you swimming naked.” I bit my lip. “What else did you see?” I asked, feeling a blush warm my face. “I saw a lot G……I don’t think it was your first time down there with him…..he got naked first and fell to his knees at your feet…..his cock was hard as his shorts fell…..yours was hard too…and he was sucking you…taking it deep down his throat.” It seemed no mater where he and I went we were being found and watched.

Bernie was squeezing my cock and holding my balls, pulling on my tight little scrotum skin, occasionally teasing my puckered little rear hole with his finger. “Oooooooh……Bernie that feels amazing…..so good…..so fucking good,” I gasped
I wanted to cum so bad, I was so close. Bernie just looked at me and said, “You two…..are so smooth…..do you have any idea of what that does to a man who…………” There was a long pause as he stroked my cock slowly. “what Bernie?” I ask. “What……any idea of….what?” Another long pause. I almost forgot his words as I felt his finger probe deeply into my tight little hole. My cock throbbed in his hand as my boy hole clenched around his finger. “Do you know that I like young males……18 year old naked young boys…….young boys that want to be……..” Bernie struggled with the words. He was nervous and excited, his cock pushing against mine. I felt his anguish and embarrassment, but I also recognized his desire and hunger too. While he loved me because I was young male, I loved him because he was a mature male. I loved being that lover who would be in his mind, taken, yet I knew I was as much responsible by seducing him. “I know Bernie……I know what…..” He cut me off telling me, “So you know……do you know what it’s like to be married to a lovely lady and then……seeing a male like you naked……so smooth…..almost not a hair on your body…..looking so incredibly innocent…..but having seen you sucking your friends cock and…….” He stopped again. “What Bernie….what else did you see?” I asked. He dropped his head for a moment as he took my cock head in his mouth. I ached my back, forcing my hard cock into his throat……he sucked hard and took it all. I felt the tightness in my belly as my cock head swelled even more. My balls tightened and my anus clenched around his finger as it plunged in and out of me. I came so hard and Bernie swallowed every drop, as he licked and kissed my cock head. He looked up at me with cum on his lips, smiling as if he was a the cat that swallowed the mouse. “I love your cock…. G.”

My Day of Arousal

My hand

My day began like any other day. I got up and went to work. I work form home, so I have a bit of freedom. I checked in on my work computer, did a few things and then went to my desk top computer to check my blog. The was nothing new there, so I checked emails and found a number of replies from some comments I had made on another blog. I love this particular blog as it is so honest and real, filled with emotion and genuine feelings.

A young girl is the blogger, and I am taken by her candid writings and thoughts. I’m compelled to respond and contribute to her blog, as I feel it should be read and kept alive. I also love the passion in her that is boiling just out of reach. I sense a very passionate girl, an extremely horny girl who is trying not to be naughty, and me a naughty daddy, who would love to see her close her eyes, as she leaps into a bit of  darkness.

One of the postings was about how aroused she was. I responded and she plied back. The topic of masturbation became part of the exchange. I could feel my cock swelling as I typed. My cock laid between thighs and as my two hands typed, my thighs squeezed my cock. I was becoming very aroused. I was very hard and felt myself falling into that place where I felt very comfortable.

I began thinking about her masturbating, what she might look like. Would she be naked? Would she be so excited and hungry that she would fall dressed into a chair and throw her legs up over the arms? I liked that scenario. I was dreaming in my own sexual daze that I was sitting across from her, and I was privilege to my own moment watching her as she first pulled her flora printed dress up over her thighs, exposing her lovely wet panties. The wet spot was dark against the rest of the fabric. My mouth watered as I watched. As she ran her fingers over her mound, then pressing into pussy, I could smell her scent fill the room. She whimpered quietly, almost in a whisper.

My cock was engorged and uncomfortable in my jeans, as I undid  the button. I slowly unzipped my pants. I saw her peeking at me as my cock came into view. I heard another whimper as her fingers pressed harder against her clit. Not a word was spoken. Slowly as she watched me, her fingers slipped under the leg opening and her fingers dug deeper. As she leaned back I heard her moan. I had begun stroking my cock; it was beginning to ooze my pre cum. I waited until she glanced at me, and then dipped my finger into my oozing cum and licked it off.  Smiling, she pulled her own hand out of her panties and brought her wet fingers to her mouth. Her tongue lashed out as she then sucked them all the in, her eyes were a glaze as she laid her head back and mummered, “Mmmmmmmm”……..

We stayed in that place, for what seemed like minutes, but with in a few seconds she had her panties off, and had tossed them to me. Landing on my lap, I stared at them. Her scent was intoxicating as I quickly snatched them up, bring the wet gusset to my face. I inhaled. My head was filled with her scent and my cockhead was deep purple, the skin tight and shiny, as I stroked myself with an unbridled passion.

When I came back to my senses, I lowered the heavily scented garment from my face and saw her feverishly rubbing her clitty, digging her fingers into her wet hole. As her hands moved I was treated with small peeks of rosebud. I was taken by it’s beauty, and again I felt my mouth water and cock throb. I had lowered my jeans to around my ankles, and spread them wide so she could see all of me. As I stroked my cock my balls were slapping against my bottom, I only wished my cock was buried in one of her holes, and my balls were slapping against her ass, as I filled her.

Being more Dom, I blush in telling you, I would have crawled across the floor to lick her, to pleasure her. To nuzzle into her completely and taste all of her. I would have relished in her scent and licked her to one orgasm after another, as she directed my tongue to her place of need. As I have said many times before, we all have our vulnerabilities and this one was rubbing against mine. A sexy young lady completely exposed, her pussy open and red from arousal, dripping wet, would make even a unicorn aroused.

As I sat in my office chair and wiped the cum from the end of my cock…..I shivered thinking of how erotic that fantasy became…….Thank you little girl……*sigh*

Masturbation

I love to masturbate.

I remember first discovering those delicious feelings even before I related it to anything sexual. It simply felt good. I was compelled to press my groin against the floor, feeling how amazing it was. I would do it constantly. Then one night in bed I discovered my penis was hard and it felt even better touching it without pants on. It never was a chore after that to get me to go to bed, I was eager and restless until I had some moments to touch myself. There was always a point the feelings got so incredible I would trembled. I felt exhausted afterward and usually fell right to sleep.

By now I was snooping in my fathers things. He had boxes  in our basement. My first discoveries were his old National Geographic magazines. The African natives;  bare breasted females with large dark brown nipples were a favorite. I would be so aroused. Then I discovered the art work and illustrations of the ancient world. The Greek and Roman slave auctions where the female slaves were being bought and sold, stripped naked and bound in chains excited me. What really excited me was the hairy growths of pubic hair I saw. I remember clearly one illustration of what was most probably an Arab girl collared and chained, naked with a mass of curls covering her mound. I stroked my penis many times looking at her.

Then puberty hit. Those first pubic hairs that began to grow confused and surprised me me. I was in the locker room at our public pool when an older man commented that I was showing signs of becoming a man. I must have looked at him as if I was questioning his statement. He then whispered I had a few lone hairs down there and then pulled his trunks down showing me his full growth of dark pubic hair. I was memorized by the sight, frozen in place, gazing at his cock and pubic hair. He stood there for what seemed like forever with his swim suit pulled down. I watched as I saw his penis harden and begin to rise. A family entered the locker room and he pulled up his trunks and winked at me, putting his finger to his lips, making the “shhhhhh”……sound. I knew I was not to ever tell a zsoul what had happened. I never said a thing, but I did stroke my cock to the vision of his hard cock. I wondered what it felt like. Secretly I wondered what it would taste like too. I came every time I thought of him taking my head and pulling me to it.

I hated the way I looked. Although I had now an seen older male and wished I had a full growth of hair around my penis, I did like the sparse hairs on my body. I shaved the few hairs I had. It felt so smooth, and added to my desire to touch and caress myself. It was odd how I felt and reacted. I loved seeing full bushes of pubic hair on both mature men and women, but those few hairs I had discussed me. I kept shaving it off. But know I was on a mission to see more. Every time my father took a bath I would sit with him and talk, and look. He seemed to like those moments and I loved them. Once when I walked in his penis was hard, it was sticking above the soapy bubbles and water, the head was a deep purple and shiny. I knew he was masturbating, although he stopped when I walked in. He was quiet and then said….”You touch yourself too I assume……It’s normal.” That was all that was said.

My father was a photographer before he married mom. I had found many images of women who had been photographed naked in the boxes in the basement. It was regular masturbation material for my daily cock stroking sessions. I never judged him, I never thought he was cheating on my mother. I always believed that this is what men did.

Then…….I’m home alone and I see my dad’s leather bag sitting on the stairs to the basement. I had to peek. He always had it in his car and now it’s within my grasp. I opened it and looked inside and found a treasure trove of porn. Not magazines, but real pictures of women. Hairy pussies, older women, many were Polaroids. I was in heaven. I sat there with my pants open, stoking my cock. I came more than once that afternoon.

So began my long journey into pornography and masturbation. It was the gateway to pleasure, and opened my eyes to so many possibilities.

More to cum……