by Skyler Snow
“My back?” Jack repeated. I noticed he couldn’t stop staring at me.
“Yes,” I chuckled. “Stop being so nervous. Besides, you’ll get a much better view of me when I’m on top of you.”
That seemed to do the trick. Jack moved up onto the bed, leaning against his headboard. I smiled, ran my hand down his thigh and gave it a squeeze. Slowly I wrapped my hand around my length stroking it. I made a show of lubing up, letting my free hand slide down my body, teasing my balls as I held eye contact with him the whole time.
Jack sucked in a deep breath. “Tom,” he breathed my name like a prayer. “Let me touch you.”
“Not yet,” I shook my head. “We’re not there yet.”
I picked up the lube and filled my palm again. Climbing onto the bed I leaned between his thighs. “Are you ready?” I asked softly, kissing his right thigh and then the left.
“I have no idea,” he breathed. “But I really want you to touch me.”
“Wish granted,” I purred.
I wrapped my hand around his throbbing cock and Jack groaned. He laid a hand on his stomach, his eyes watching as I stroked him up and down coating his length in the slippery lube. The wetter, the better. I purposely went slowly. I was pretty sure that it being his first time in a while, he wasn’t going to last forever. I was completely okay with that, but I still wanted to make our first time special.
“That feels so good.” Jack’s legs went up, his feet sliding across the blanket before his knees fell open more. “So good.”
“I know, baby,” I whispered.
I loved watching his face twist in pleasure. Every held breath, low moan and hip bucking was logged into my head. I wondered shortly if he’d ever let me draw him just like this. Horny, eager, happy.
I took the bottle of lube with me and crawled up onto his lap. His legs slipped back down and I fixed myself on him until my swollen cock was lying directly on his. I added a bit more lube.
“Do you know what frotting is?” I asked.
Jack shook his head. “N-no idea,” he whispered. “What is it?”
I smiled down at him. “I’ll show you.”
I wrapped my hand around both of our cocks and gave them a squeeze. Because of Jack’s girth I had to use both hands, but that was a price I was willing to pay for such a beautiful dick. I rocked my hips, rubbing my length against his as he groaned.
“That’s so hot,” he mumbled, his hand reaching up to run over my chest. “Fuck, you’re so hot.”
My cheeks heated at his words. I was usually the first to tell people I was sexy as hell, but hearing it from Jack hit me differently. I only gave a shit if I looked good for him now and I had for a while without even realizing it. I rubbed my length against his more, using my hands to keep our cocks pressed together.
Slowly my breathing was turning into desperate pants. I hadn’t done this with someone in a really long time and I forgot how much I loved it. No penetration, no prep, just two beautiful cocks gliding together relying on heat, friction and passion to get off.
“Ah!” I gasped. Jack had pinched my nipple out of nowhere taking me by surprise.
“Shit, I’m sorry.”
I shook my head. “It just surprised me,” I rocked my hips faster. “Do it again, Jack.”
He squeezed my nipples again, the pressure sending shockwaves through my superheated body. God, I really wanted to feel his cock inside of me. I loved this and I would love that too. Really, I wanted all of Jack in every single way.
Jack’s hands met mine and he pushed them away before he gripped both of us together. His hands were bigger and easily held us. I moaned, my eyes on his as I rested my hands on his chest. My nails dug in leaving little red marks on his skin that only seemed to turn him on even more.
Everything about him was perfection. The only sound in the room were our moans, the wet sound of our cocks being rubbed together and our breathing. And I was lost in his eyes.
I leaned down, pressing my lips against Jack’s. He kissed me hungrily as if he couldn’t get enough. The feeling was completely mutual. Our bodies picked up speed, our cocks slipping and sliding against each other until I felt like I was going to explode.
“You’re too hot,” I whined playfully. “You’re making it really hard not to cum.”
“So, cum,” Jack urged. “I’m right there with you.”
I nodded hard. Screw holding back. As far as I was concerned we were going to have a ton of hot sex in the future. This was only the beginning.
My body tensed as the pleasure flooded me. I bit my lip, but Jack forced my lips apart, shoving his tongue into my mouth. That was much better. His tongue explored the depths of my mouth and tipped me over the edge. I moaned out his name as I shot my load onto his cock and stomach. He did the same, leaving both of us sticky and out of breath. We pulled apart, finally done kissing as we gazed at each other, slowly smiling as the adrenaline wore off.
“Good?” I asked.
Jack grinned. “More than good. Fucking amazing, just like you.”
“Do you always have to be so sappy?” I scoffed.
“Mmm yes I do.” He reached up, wrapped his arms around me and pulled me down against his chest. “And you love it.”
I smiled softly as I laid against his chest. He was right about that. I loved everything about him.
22
Jack
It was almost like Tom was a different person. He still teased me, made jokes and was still the best damn listener I had ever met in my life. But he’d changed too. This Tom was still the same wide eyed, prankster, the only difference was it was less attention seeking. He was more mellow than the man I’d met when I first visited California.
Tom had opened up to me. Actually opened up. He had always been a good person, but I didn’t know that he could be like this. That anyone could be like this. He showered me with love in a silent way, always watching and waiting. Showing his care for me in small ways. He took care of me. And he was so sweet and earnest in how he did it, sometimes I had a hard time trying to imagine why he did it. I recognized what it was, but there were days it still took me by surprise. Moments I was almost unsure of it. No one had ever cared about me so much before.
I woke up a lot of the time with breakfast made for me. I went to sleep with him burrowed into my body. If I fell asleep, he held my hand while he read a book in bed next to me. Tom eyes seemed to seek me out every few seconds. He sketched me every chance he got, sometimes, even while I was asleep. His type of love—okay technically he, I meant we hadn’t said it—it was a silent, constant all surrounding type. To some maybe it might have been smothering, but not to me. I loved having him around all the time.
“Is this another study?” I asked.
I was sitting on the couch with my laptop balanced on my knees. From the corner of my eye I saw Tom sketching furiously from his seat on the armchair. It was the perfect size for him to sit curled up in with his sketchbook pressed against his legs like a table. It was how he spent a lot of his time in my condo, curled up on furniture or on the floor like he was a cat. It was just another thing he did that was both charming and sometimes a little annoying. Like his teasing. And I loved every minute of it.
I got it, he wasn’t accustomed to touch, so he sought it out.
“Maybe.” He said without really hearing what I was asking. That’s something he did, too. When he was drawing, he wasn’t really there in that seat. He was there only physically with his mind a million miles away.
Tom could sit there for hours and I would have to coax him out of the armchair and massage his shoulders to make sure he didn’t cramp up. Afterward he would eat whatever I put in front of him and would curl up to me and pass out. Sometimes, I wondered what it might be like to be in his mind.
I looked over at his sketchbook. He let me do that now and I could see more drawings of me. Sitting, working, standing, sleeping. Some of him, too. Sometimes full sketches, sometimes just parts of his body. Eyes and wrists and ankle
s. Sometimes complete strangers filled the pages. I’d even found Scott, Elliot, Connie and his friend Isaac.
“Am I allowed to get up?” I asked. It took Tom a minute to respond, but he looked up from the sketchbook and his mind seemed to click. His eyes lost that glassy look as he was focused on me.
“Oh, yeah! I’m almost done with this one, anyways.” He said with a smile, holding up his drawing. It was me, of course, taking up nearly the entire page. The blank spots were filled up with little spirals and scribbles. But the sketch of me was what really caught my eye.
My face focused and lit by the light coming from my laptop. My hands on the keyboard, with my legs stretched out onto the coffee table. My shoulders hunched forward like I was about to fall into my work. My clothes wrinkled up in some places.
“God, is my posture that bad?” I asked. Tom’s sketches were always accurate, almost like a picture. Tom smiled. It was the type of praise he liked to hear. I didn’t know enough about art or shading or any of that to really give him advice, but he liked to hear me point out the details.
“Not nearly as bad as mine. It’s alright.” Tom carefully took inventory of all of his body parts, rolling his shoulders and twisting his wrists to relieve some of the stress in them. He still had to brace himself on the armchair to get up, making me laugh.
“You’re walking around like you’re my age, baby.” I laughed, flipping over some of the pages. Tom sat down next to me on the couch, curling up against me to look at the sketchbook. I stopped at a sketch of an old woman sitting on a bench and holding up a handful of breadcrumbs to throw to a little gathering of birds. She was wearing a light, fluttery dress that came down to her ankles and a large straw sunhat that looked heavy enough to break her neck.
“Another stranger?” I asked. Tom nodded, his legs crossed over mine and his arms wrapping around my middle.
“I saw her on my lunch break at the park. She was the only one who sat down long enough for me to actually draw her properly.” He whispered, looking over his drawing with a critical eye. He was always searching for mistakes when he never made one.
“Oh, come on baby. You know this is a good drawing.” I put down the sketchbook and reached out to play with his hair. It was one of his favorite things that I did. His soft, dark brown hair under my hand often put both of us to sleep.
“I know, I know. I’m a little bit of a perfectionist.” He whispered, a smile growing on his face. With him cuddled up next to me like this, he was already starting to relax. I pressed a kiss against his forehead.
“A little?” I grinned at him. “You’re a category ten perfectionist, but guess what?”
“What?”
I traced a finger over his cheek. Tom’s bright blue eyes, his freckled face, his dark hair. It was a face I fell in love with and more often than not fell asleep looking at. “I think it’s perfect, just like you.”
“You’re silly babe.” Tom rolled his eyes, even as his cheeks pinked then he leaned up and kissed my lips softly.
“I know.” I whispered back before I changed positions and climbed on top of him.
“What are you doing?” He laughed.
“Obviously I’m kissing you,” I muttered before my lips went to his neck. “And I have a lot more in store,” I grinned.
23
Tom
“Baby.” Jack was gasping under me. We were on the couch and he had been working all day again. I was sick of it. Of course work was important, but it was boring sometimes, just watching him make blueprints on graph paper and typing emails to his co-workers. Sometimes I liked to look at the pictures of buildings that he designed, but all the math didn’t interest me. Besides, I needed some attention.
So I did this sometimes. Walked up to him, took the laptop away and straddled his lap. It was a surefire way of getting his attention, no matter what he was doing. And today was no exception.
“Oh fuck!” I squirmed on his lap, grinding against him. Jack’s hands were still digging into my hips and I could feel his erection pressing up against mine even through his jeans.
“Mmmm, enjoying yourself?” I whispered into his ear, only to get another strangled moan out of him. My face was buried in his neck and I could feel his stubble scratch against my neck. It was time for a shave, but I kind of liked the facial hair. I grinded down onto his lap more and felt a shuddering burn creep up into my stomach as he groaned into my ear, whispering praise.
“Fuck yes, baby.” His arms went around my waist now and with a grunt he was standing, holding me up like I didn’t weigh anything. His erection was pressed against mine now and I couldn’t help biting my lip as he carried me into the bedroom. Carefully he laid me down onto the bed.
“Couldn’t you be rough, just one time?” I begged. Jack was already starting to get undressed and I was staring holes into his skin. He was muscular, but he still had some softness to him that made him a good pillow. Every time he moved, I could see different muscles flexing in his arms and abdomen and my mouth was watering.
“Baby, I’ll be rough with you the day you can handle it.” Jack bent over and stripped off his pants. The bulge in his boxers was still intimidating when he straightened back up. He was right about not going rough though. Sex with Jack took so much prep and he wasn’t trying to hurt me. Today, however, I had a surprise. I’d taken care of a lot of prep on my own.
“Just let me take care of you first, alright baby?” He was leaning over me before he knelt on the floor next to the bed, in between my legs. Jack’s hands were on my thighs, holding me down for a moment before helping me out of my pants and tossing them to the side.
In comparison to him, I saw myself as skinny and lanky, but Jack loved the way I looked. Everytime he checked me out it made me blush. Jack glanced up at me, his head between my thighs. He planted a kiss on one of them.
“Come on, baby. Sit up.” His hand was on the small of my back now, bringing me up to a sitting position before his hands slipped under my shirt and lifted it over my head. His face was just inches from mine and I leaned forward to kiss him.
His stubble scratched against my skin. He held onto my wrists, keeping me firmly in place as I squirmed, trying to sit up to deepen the kiss. I could taste him on my tongue, sweet and sharp like the peppermint gum that he always liked to keep on him. His smell flooded me, the feeling of his callused hands pinning me down. He was everywhere and I wanted more.
“God, you’re needy, you know that, right?” Jack finally said when he broke the kiss, smiling at me. I could barely hear him through the haze in my brain. I was still struggling against his grip on my wrists. Jack clicked his tongue, shaking his head at me. “Behave.”
I whined, my hips still bucking up into the air in the hopes that maybe he would just give up and fuck me already. Instead, he came surging back, slamming my wrists down onto the mattress and glaring down at me.
“Behave,” he growled.
His voice had dropped down to a threatening sound that made me melt. I found myself staring up at him, my wrists starting to ache, my erection going painfully ignored. It was hard not to listen to him when he got like this.
“Yes, sir,” I whispered. Jack was so quiet and reserved, but I loved that he had a domineering side when we were in the bedroom.
A smile appeared on Jack's face. He nodded, letting go of my wrists and crawling onto the bed with me before settling in between my legs. Suddenly, his hands were on my hips and he yanked me closer. I yelped and the squeaky sound that had somehow fallen from my lips made him laugh.
“You’re so fucking pretty for me, aren’t you?” His fingers teased the hem of my boxers, brushing up against the sensitive skin near my crotch but purposefully avoiding my dick. I tried not to thrust up against his touch. It would only make him tell me to behave again and I would have to wait even longer to feel him. Instead I threw my head back and bit into my lip, trying to muffle at least some of my moans.
“Yes, I’m pretty for you. Would be even prettier with your coc
k in me, Sir.” I purred it out, a little exaggerated, but it worked perfectly. He pulled off my boxers like they were on fire and looked over me. His dark eyes were alive with excitement and I had an idea to maybe speed things up.
Delicately raising up my legs and crossing them, I wrapped my arms around them. My legs were sticking straight up with my back still on the bed and it was a little bit difficult, but nothing impossible. From the groan I heard come from Jack, I knew that it worked.
Score one for me. I definitely still have it.
24
Jack
God he’s such a fucking tease sometimes.
Tom had the prettiest ass I had ever seen, smooth and plump. His long pale legs always reminded me that he had some experience dancing. He looked like an angel, but he was definitely a little devilish. He was a sight for sore eyes on a normal day. Right now? I wanted to devour him.
Something caught my eye. His cock was hard, red and trapped in between his thighs, but right under that there was something sparkly and deep purple colored. It took me a moment to figure out what it was. I grinned.
A little purple heart shaped gemstone was sparkling in between his cheeks. If it was what I thought it was, Tom must have had it in all day. He hadn’t had work and we spent all of today together, with him on his armchair and me on the couch working. All those hours, he had a facade up and he was just waiting, waiting for this moment.
Fuckin’ hell, he has a buttplug in.
“I’m already stretched out for you, baby. All you have to do is fuck me.” His voice caught at the end as I pressed up against the gemstone and he gasped, his legs starting to shake. His cocky attitude fell apart so quickly in bed and I was sure that he was so proud of himself for thinking of this. Some way to make me actually fuck his tight little ass as rough as he wanted.