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…..
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.
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.
I like this story……..
Yeah that cuckold thing. I’m so tormented and conflicted over this. I really am. I began following a blog Confessions of a Crossdresser recently. I had met this lovely cross-dresser on another website, and have found him to be engaging and very open regarding his cuckold desires. As time went on and our discussions became more arousing. My dominant nature was stimulated by his submissiveness, but his desire to be cucked made me rush to open my pants and stroke my cock envisioning the passion and sexuality of what churned with in him.
A bit later I searched out other cockold blogs. Among them was Cuckolding Nathan, and Ladiesontop by Lady A. I was excited to read them, checking in daily to see if there was another post or entry. My compulsion to read and understand, was beginning to make me think about myself, my past, and of course my future.
I confess, I’m a addicted to masturbation. I love the D/s dynamic. I love strong submissive women and submissive fem boys. The cuck scenario has always intrigued me on many levels. I have always loved seeing or reading about cuckold’s. I loved watching the videos of males watching their spouses with other men, bull’s fucking them. I loved seeing her laying on her back or on all fours, taking his hard cock in her pussy as she sucked another. I loved hearing her moan as her hubby sat in the corner stroking his pitifully small cock. I loved the power exchange, the submissive nature, and arousal in her and her husband.
I remember when I was married to my first wife. I was young and very sexually open minded, even then. My wife knew my cock was always in need of a sucking or fucking and I fancied many of her married girl friends. She also knew they had older spouses who no longer had the desire to please their wives, or could satisfy them if they wanted to. Many were simply sluts who wanted to experiment with a strange cock.
Our foreplay include conversation and stories of what we did in our past before we met, and what would be exciting and arousing now, pushing limits, especially hers. If I shared I wanted to play outside our marriage, she would become jealous, it aroused her to a place where she might do almost anything. I was never turned on by her taking another cock by her own decision, but I had shared her with some guys I knew in the beginning of our relationship, so I knew my emotional limits and how I might react. Reflecting back, it was conflicted. As long as I maintained control and she did what I saw as mutually pleasurable for us, I had no regrets. But after we had more kids something changed in her. Diapers and feedings, laundry, cleaning, and cooking, my work schedule all changed us. I did more than most men. I was a Mr. Mom in many ways.
One night laying in bed my wife shared that P’s husband had a heart condition and had experienced issues with getting an erection. She said P was thinking of cheating on him, finding a regular lover to fill her needs. She looked at me and asked, “Don’t you think that’s interesting?” I nodded. I slipped my finger into her, probing deep for her g-spot as my thumb pressed on her clit. I whispered, “I think P would love my cock buried in her cunt…….is that want you want…..would that make you happy……seeing your loving husband fucking your girl friend because her hubby can’t……wouldn’t you be jealous?……or would you sit in the corner and watch with your fingers in your wet cunt?” As I rubbed her spongy G spot and pressed against her clit harder, she came, her cunt squirting as she moaned loudly through the house.
A few weeks later, P was over. After a cocktail the girls started talking about sex, P said it had been a while since she had any good sex. My wife said that she had been getting some awesome fucking from me lately, winking at me. P said, “I’m was jealous…..if I had a man like you….I’d be sucking your cock the minute you walked through the door.” I saw my wife fidget in her chair, crossing and crossing her legs, squeezing her thighs together. I was always attracted to P. Being 15 years my senior, she was a mature woman. She was fun, reckless, and still very much a little girl.
I had been with one of my wife’s other girl friends in the past. It was her best friend from childhood and it had been arranged we would have a threesome the next time she was in town. My wife saw me plunge my cock into her, hear her moan and say….”Oh God….fuck me…..fuck me harder….deeper….fuck me like the slut I am.” It was a mass of three bodies touching, sucking, and caressing each other; it was not me taking her friend as she simply watched or heard about it from me later. No, this thing with P was going to be different.
My thoughts were all over the the place. I was friends with her husband. Not best friends, not simply acquaintances either. We hung out and did things together with our kids. Would I be able to look him in the eye after I fucked his wife? I loved the way P appeared, mature, pretty, and well put together. Her breasts were bigger than my wife’s and she always dressed to show them off. Once I had a peek at one of her nipples, I hungered to suckle her breast ever since that day. In spite of the conflicts with her husband, I knew I was going to fuck P. I just hadn’t determined when and under what scenario. I needed my wife’s involvement out of the equation, even though her initial reactions and suggestive comments seemed to instigate all of this. I know she wanted me to fuck P, and she wanted to watch from afar. She wanted to hear us, smell the sex, and sit in a corner and masturbate. I wanted to see that look in her eyes, I wanted to see her chest rise and fall later when I would tell her how wet P was, how sexually hungry she was for me. I wanted her to see us kiss, right in front of her. I loved sensing how wet her panties would be with just the anticipation of me pounding my cock into P’s cunt.
I had taken the kids to my folks house and we were free for the night and half of the next day. My wife asked what I wanted to do and my thoughts went to fucking P. I told her I was going stop in and see P’s husband for a few, maybe pick up a few movies at the video store and head home. She looked at me with a questioning stare and nodded.
I knew P’s hubby was bowling, and P would be alone. When I got there P had a huge smile on her face. I asked her, “What?” P’s eyes were sparkling when she asked, “Are you gonna fuck me?” I wasn’t shocked by her question, I knew P very well and she was always a horny girl, but I think she knew what was happening, maybe more than I did. “You wanna come over and watch some movies with us?” I asked. She smiled and said, “lets go.”
We drove in silence until we got to the video store, I watching as she fussed with the hem on her sun dress. Just as I parked she raised her dress and said, “I”m so wet…..fuck…..I want you so bad.” I winked at her and closed the door. Her panties had a wet spot. My head was reeling and my cock was pulsing. The anticipation of “cheating” and doing it in front of my wife was making me crazy. Knowing P was horny and wanton, made it all the more arousing.
Returning to the car, I looked at her and said, “Gimme your panties.” I couldn’t wait to see her mound. I watched as she pulled her panties down, she parted her thighs and then looked at me she handed them to me. I love the scent of a woman, bringing them to my face I inhaled. P blushed. I leaned over and kissed her softly, “Thank you,” I said.
When we arrived home my wife had made some popcorn and was waiting for me in her cute baby doll nightie, she was surprised when I walked in with P. “Hey Babe, I brought P with…..her hubby was out and she wanted some company,” I said to my wife. I flipped P’s wet panties on the couch and walked over to kiss my wife. I walked over to P who was still standing and lifted her sun dress, and said, “Hun….P isn’t wearing any panties.”
I could tell my wife was kinda pissed and yet excited, not knowing which direction to allow her emotions to take her. I knew the more she resisted, the harder I would push her. Walking behind P, I reached around and lifted her dress, exposing her mound. I heard her moan, and I heard my wife gasp. I loved the tension, my wife and I, my wife and P, and the sexual desire between P and myself. I was so aroused.
My wife just sat on the couch, her legs together and pulled up under her. I could see her nipples through her baby doll, and they were hard. P’s were hard too, as I raked my finger across them, pinching and pulling. I could slowly see my wife getting into the sexual scene playing out before her. It was in her eyes.
Turning P around, kissing her full on the lips in a long lingering wet kiss, completely unconscious of my wife’s presence I pushed the shoulder straps of P’s sun dress off her shoulders watching it fall to the floor. P was naked. Her breast hung slightly, and the slight curve to her belly only made me want her even more. She was a hot mature cock whore, and I was going to treat her as one. As to my wife, she could watch. Dropping to her knees she took my cock out and kissing the pre cum away before she stood and kissed me again. P looked over to my wife and said, “I”m gonna fuck your man.” We both took in what my wife was doing, her hand was in her panties and she was rubbing her clit. She nodded as she laid her head back, not saying a word, just moaning quietly, more of a desperate whimper.
I had planned on laying P down next to my wife, fucking her and showing my wife all of it, everything. I thought why? Why should I share this precious momenet with her. If she wants to watch, she would have to make the effort. I wanted P naked in our bed, wetting the sheets with our arousal, the bed that my wife and I share, P’s scent washing the bed where my wife’s sleeps.
The words…….you make me want to fuck you as if my life depended on the depravity you inspire”………make me want to leap in the darkness with you…….
you make me want to fuck you with a biological need ,once i see your face
every time you touch me, you make me need to be dominated by your hands
every time you you are gentle with me, i could weep at the tenderness you give
you know how my body responds to yours and what i need from you at that moment
i have to trust you completely as i completely surrender myself to your demands
and you make me want to fuck you as if my life depended on the depravity you inspire
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.
These words shout the passion…….”That fateful evening in July, I lost my virginity and began a journey into decadence, almost possessed with lust. Craving knowledge. Craving experience. Craving sex.”……..Ooooooooh Tess you make me shiver with lust…..
The year was 1985. And I found myself on a deserted dirt road, in the backseat of his white Monte Carlo. I loved the way his lips felt on mine. I loved how he gently sucked on my tongue when we kissed. How he patiently guided me through each step. After all, it was my first time. We had been messing around for weeks, but this was it. This was the night it was going to happen. We didn’t talk about it, or plan it. But we both knew.
He picked me up from the skating rink, where my trusting and naive parents had just dropped me off moments before. I walked with such confidence. I knew what we were going to do and I felt ready. I got into his car and we drove to our usual location. The dirt road was pitch black and I remember how the…
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