Chapter Sixteen

Trent

H igh on viewing the gym space, I couldn’t sleep that night and ended up researching the process of starting a business. For the following week, I fell down the rabbit hole of research, from loans, permits, to safety regulations, reading through the material Louise sent me. Then I got to the fun part of checking out equipment for my dream gym, noting down the prices of everything.

At every step, I texted Charlie and his encouragement helped me believe I was capable of this enormous endeavor.

On Saturday morning, I promised myself to set the big plans aside and live in the moment for the weekend. I was due to meet Charlie for our city walk at a nearby coffee shop. He refused to meet at my place, explaining we’d stay at home and fuck instead. He had a point.

On my way, I stopped at a flower shop and stood in front of it for several minutes, overthinking. I used to get flowers for my dates with women, but I’ve never gotten any for Charlie, not because he was also my friend, but because he was a man. Unsure of the rules, I opted out for small and symbolic rather than big and flashy.

With a single red rose in hand, I approached Charlie, already waiting for me in front of the cozy local cafe.

“Hi babe.” I leaned down for a kiss.

“I got you a mocha to go.” He handed me a cup with my coffee.

“Thanks.” I pulled out the flower from behind my back. “This is for you.” I waited for his reaction with bated breath. Was this weird?

“Trent…” Charlie took the rose and hugged me with one arm. “It’s beautiful. You know what? I don’t think I’ve ever gotten flowers. Not from a date.”

“Well, I’m not just your date. I’m… yours.” I massaged the tightness in my chest. “Am I your boyfriend?”

Charlie’s expression grew serious. “Yes. You’re my boyfriend, Cupcake.” He sniffed the rose. “I’ll air dry it so I can keep it forever—for longer.”

Sometimes my spontaneous ideas paid off, although it resulted in Charlie having both his hands busy; one with coffee, the other with the flower, so I couldn’t hold his hand.

We passed by an old cinema, several clothes stores, and stopped by a display with a mannequin wearing red lingerie and a dog collar.

“It’s a sex shop. You said you’ve been doing research online, so maybe you’d like to see some of the stuff?” Charlie finished his drink and tossed the cup in the recycling bin by the street.

“Yes!” I downed the remnants of my coffee and followed Charlie into the store.

The first level decorated in whites and pinks had rows of lingerie and latex clothing, along with a shelf with discrete massagers. It was the basement floor that housed the goodies. The black displays bathed in red light showcased a variety of insertables, toys I wouldn’t know what to do with, and leather and bondage gear.

When we went down, I held onto Charlie’s hand as I looked around the kink Disneyland but with music out of a metal disco.

Charlie stopped in front of a set of monster dildos of various colors and pointed to a bright pink ribbed one. “I wanted to show you this.”

“A squirting dildo?” I lifted the packaging and checked the description at the back. “Oooh, so you could nut in me?” I grinned, hugging the box to my chest.

“Yeah. Just in case it was something you’d be interested in.” Charlie winked in that sexy way I’ve only seen him do to me.

“If it’s with you, there aren’t many things I wouldn’t want to try.” I shoved the large dildo box under my pit and continued looking around.

Charlie shook his head in amusement. “That means your research hasn’t reached far enough. Everyone has limits, and it’s important to honor them once you figure out what they are.”

“Well, you’ll have to show me all of it first. “Oh look, the bottles of cum are in different scents and flavors. I found a strawberry one!”

At this stage, Charlie grabbed a shopping basket, and I tossed the cum bottles into it.

“Charlie!” I tugged his sleeve. “They have a squirting one that’s in the shape of a dragon cock. How cool is that?”

“I was hoping bringing you here would be a treat for us both.” He added the crimson dildo to the basket with a thud. “This one will have to wait until you’re ready for it.”

I pouted. “You need to fuck me more often, then.” With a spring in my step, I approached a display of cock-cages. I kinda liked the dolphin-shaped one, but a spurting dragon dick was wild enough for our one shopping trip.

The store had its items categorized by use and I wandered around reading labels until I found what I was looking for and showed it to Charlie.

“Have you tried this?”

“I’ve heard of air pulse vibes but haven’t used it before.” He took the box from me and inspected the slick black toy.

“Do you wanna try it?” I waved it like a magic wand.

Charlie snatched it from me and added it to the growing pile. “Worth a shot.”

Bouncing on the balls of my feet, I approached a shelf with smaller items. “Is this where you got the strawberry condoms?”

Charlie chuckled, his gaze full of fondness. “Yup. You’re like a kid in a candy store.”

“Except this is so much better. These nipple clamps glow in the dark! Do you think I’d look cute in this collar?”

We spent another hour at the store and I was sure we were prepared for a dildo-calipse if one ever happened. We’d be the bunker everyone would visit in times of need. I snorted to myself and added a cotton-candy themed eye mask on top of my pile.

Pulling out my card at the register, yet again, I wondered about etiquette. Charlie must have sensed me entering overthinking mode as he touched my forearm.

“I’ll buy my own cocks, but you can get the air pulse and the rest. Fair?” As always, Charlie read my mind and came up with the solution.

I nodded. “Can we use the new stuff today? My apartment is nearby.”

Charlie chuckled. “Let’s go then, you insatiable beast.”

Back at my place, I used the douching kit, thankful I stocked for the future. We unpacked and washed the stock we bought, lining the items on the bathroom counter. Then, Charlie teased me when we showered and I made him come with my mouth.

“Can I have one more orgasm from you, Charlie?” I looked up at him, kneeling in the stall with one of his legs over my shoulder. It became our routine and my favorite way to shower.

His red-tipped hair fell on his forehead in wet strands. “Yes, but wouldn’t you rather test the new toys we bought?”

I was out of the stall, and by laid-out toys so fast, I nearly slipped. “I wonder how quick you could come using this.” I lifted the air pulsing device.

“Are you volunteering to test it?”

“Can I?” I kneeled on the tiles, ready for anything he asked for.

Charlie slid the toys back to the sink and hopped on the counter. “Suck it first.” He spread his legs and put them over my shoulders.

I nuzzled his thigh, the hair there tickling my face, then I latched onto his dick. Bigger than a nipple, way smaller than my cock, but similar in shape. It grew hard at my attention and I swirled my tongue around it and over the hood. Fuck, I could sleep like this if he’d let me, resting on his thigh and sucking him off.

“Can I lick?”

“Anywhere you like.” His parted lips and hooded eyes told me I was doing something right.

And him allowing me the freedom to lick was a true reward.

I lapped between the folds, returned to suck his dick, then did that over and over until Charlie’s thighs quivered.

“Fuck, so good, Cupcake. So good.” Hearing my pet name between moans in Charlie’s beautiful voice warmed me inside. If only I could please him every night…

I swirled my tongue over his pucker, and Charlie leaned back so abruptly he hit his head on the mirror.

“Wait.” He pulled me up by the hair and I loved the sting and the power he had over me.

“Are you okay?” I emerged with lips drenched in my saliva.

“Yeah.” He chuckled. “Keep your grip so I won’t close my legs. And watch me.”

Digging my fingers into his thighs, I held him open.

He took the air pulse vibrator and positioned it in front of his t-dick, the opening in the device encapsulating the tip of it. With a click, a soft whirring sound started, and Charlie arched. He released a guttural groan and flexed his leg muscles. If not for my firm grip, he’d be choking me with his thighs.

What a way to die would that be…

The sight of Charlie panting and his moans echoing in the bathroom were the stuff of my dreams. I could watch him come over and over if he’d let me. If he’d told me what to do to please him, I’d do it in a heartbeat.

“Trent, I’m coming. Suck my cock.” Charlie tossed the toy aside and pulled my head between his legs. I latched onto his dick and held him as he writhed in the throes of his orgasm.

“That was fantastic.” I set him on his feet.

“That’s my line.” Charlie kissed me and smacked my ass. “Off to the bedroom with you. I’ll prepare everything here. Go wait for me.” He gripped me by the chin. “You can only touch your nipples.”

I let out a whiny noise. “Not fair. I’m so hard from all this foreplay.”

Charlie grinned. “You’ll be full of cum by the end of the night. Now go lay down and think about it while flicking these.” He rubbed my nubs with his thumbs and pushed me towards the door.

“Yes, Charlie.” I swiveled on my heel and skipped to the bedroom.

I plopped on the sheets I had to change this morning as I had been thinking way too intensely about Charlie, and cum got out of hand. Grabbing my dick, I stroked it once, then remembered my instructions. Fuck, Charlie knew how to drive me insane. I used both my hands to flick my nipples, getting them hard. Pre-cum slicked my thigh, but I prevailed in my restraint, waiting for my man to rail me senseless.

The clock on the wall that had been there when I moved in showed seven minutes had passed, but to me it felt like forever.

The creak of the bedroom door opening drew my attention. My breath caught when Charlie stepped into the room, naked except for a leather strap-on accentuating his ass. His new cock swung as he walked his magnificent rockstar stride.

The wait was worth this sight alone. And it was just the beginning.

“Were you a good boy?” Charlie put his hands on his hips.

“Yes.” My voice trembled. Dammit, I was a horrible liar.

Charlie narrowed his eyes. “You sure?”

I groaned. “I only touched my dick once, I promise.”

Charlie smirked, stroking his cock. Damn, it looked bigger now than it had at the store. “Okay. That means I’ll touch it only once today as punishment.”

“What?” Did I squeak?

“I’ll make you come anyway, don’t worry.”

I covered my face and peeked at him through parted fingers. “Is it weird that I find this so hot? You controlling me and ordering me around?”

“Not at all.” He stroked my calf as he rounded the bed. “You’re a natural submissive in the bedroom and I love every second with you.”

“Then tell me what you want me to do now?” In my research, I read about dominants and submissives and how their dynamic worked, but the scale was so varied from gentle control to hardcore punishments, I dismissed the article. Now, thinking of Charlie punishing me for touching myself, I imagined him locking my dick again, or spanking me. “I want to be a good boy for you, your obedient Cupcake. Unless you need to spank me.” I bit my lip, eyeing Charlie.

His eyes lit up, and a smirk graced his lips. “Nah, but I should put a leash on you.”

I gasped and pinched my nipples; the idea sending my thoughts into a spiral. “Yes, please.”

“Present your ass to me. Face down and spread your cheeks with your hands. I won’t tie them, but you can’t move them until I said so.”

I scrambled to the position and imagined invisible bonds around my wrists. Showing off my hole in such a lewd way made me feel exposed and vulnerable. And even more aroused than before.

Charlie grazed my rim with his tongue, and I gasped into the pillow. It wasn’t a new sensation anymore, but the intensity of it hadn’t faded when I knew what to expect. Charlie lapped and licked, heating my entire body with only one point of contact. My cock swung between my legs as I rocked back a fraction.

Then he pulled away.

“Do you have any lollipops left?” He asked.

I forced my brain to return to reality from a rimming cloud. “In the pocket of my shorts.”

Charlie left the room and returned with a handful of my lollipops. He unwrapped one. “Lick it. No biting.”

I took it into my mouth and sucked on it as if it was his cock, meeting his heated gaze.

“Good Cupcake.” He pulled it out and swirled his tongue around it, then disappeared behind me.

“You said you like the flavor. And I like tasting it on you. On your lips or…”

The pressure on my rim told me where my sucker went. I released a breath, and it relaxed, letting it into me. He worked the lollipop in and out, then did the same with his tongue, driving me wild. My hands shook as I dug my fingers into my ass, holding myself open.

“Charlie…” I moaned.

“Yes, Cupcake?”

“Can you please fuck me?”

He swirled the round head of the sucker inside me, then popped it out. He moved so I could see him, met my gaze, and licked the lollipop before sucking it into his mouth. “I will now,” he said around the stick.

He returned between my legs and applied the strawberry scented lube that we’d bought several bottles of earlier. It dripped from my hole to my balls, letting me know how much of the thick substance he was using.

“That’s one finger.” He slid it in and wiggled it.

My moans grew as he added finger number two and three, stretching me.

“How are you feeling?” Charlie patted my thigh.

“Horny and impatient.” I pushed back onto his fingers but he retreated them completely.

“Good.” I closed my eyes and listened to the squirt of lube, followed by the familiar rhythmic squelch of someone slathering a dick. “Let go of your ass and brace your hands on the bed.”

I gripped the sheets and wiggled my bum a fraction. I was too excited to stop myself.

A thump on my ass told me Charlie smacked me with his cock. Fuck, I wish I could see that. If only I had a camera… I filed that idea to discuss with Charlie some other time.

Pressure on my rim.

Breathe, Trent, breathe.

The initial stretch felt so good, I rocked back, impaling myself more. The burn was minimal, only adding intensity to act.

“Easy there. You swallowed half of my cock in one go.”

“More.” My only arsenal were moaning and begging, so that’s what I did. “Please. Fill me with cum, babe. Please.”

Charlie retreated, slathered me and himself more, then pushed in deeper.

“You’re such a needy bottom.” Charlie cooed. “Your ass is beautiful, stretched on my cock.” His praise filled my chest with warmth.

He rocked his hips, fucking into me until he seated himself all the way. His fingers digging into my upper thighs added another level to the feeling of him completely owning me, and me belonging to him.

“I need to jerk off,” I groaned into the cushion.

“Hands behind your back.” Charlie’s voice was sharp, such a big contrast to my mindless moans. I crossed my wrists at my lower back. A familiar rip of my sports tape sounded and Charlie bound me, leaving enough space between my hands for my shoulders not to pull.

“Do you want it hard and fast now, Cupcake?”

“Yes, please.”

Charlie grabbed onto the tape and pounded into me, his hips meeting my ass with increasing pace. The glide into me and the stretch drove me insane. With each move, my nipples grazed the sheets and my cock swung, dripping pre-cum.

“You will come for me now and I will fill you up.” Charlie grunted each word with a thrust.

I nodded, my mind halfway in lala land, floating somewhere on a cloud of strawberry-scented lube.

Then Charlie touched my cock. One stroke was enough. I was gone, engulfed under a wave of pleasure spreading from my abdomen and through my trembling body.

The wail I let out didn’t sound like me. I bit into the pillow, riding the high of my orgasm, coming onto my sheets, knowing Charlie was spurting inside me.

When Charlie pulled out, I felt cum dripping down my legs. Charlie smacked his dick on my ass cheek and released a gush of strawberry-scented cum on my back.

“You’re beautiful bathed in cum, Cupcake.”

“Thank you.” I imagined what Charlie saw: me with my ass in the air, used, filled and smeared in lube and cum. “Can you take a picture of me and show me?”

“Of course. You want to see my masterpiece.” Charlie climbed off the bed and returned with his phone. “Don’t move. That’s it. So gorgeous.” He entered my field of vision and snapped one more pic, then laid the device next to me so I could see myself used and happy, a lazy smile on my face.

Charlie cut the tape, freeing my wrists. “Lay on your side.”

He positioned himself behind me and pulled the lollipop out of his cheek.

“Let’s check how it tastes now.” He touched my used rim with the sucker, popping it and out then presented it to me. “Open.”

I opened my mouth and licked the lube off it to get to the sugary center. “It’s quite good.”

“I prefer your cum.” Charlie kissed my cheek and nestled behind me, leaving me with a taste of my favorite candy.

“Thank you. I needed that so badly. Especially after the viewing of a potential gym.”

“You really like that space, huh?” Charlie caressed my hip, sticky with lube. I was sure I’ll be washing it off for days. Good.

“I could visualize where everything would go, down to the colors of walls and towels.” With Charlie holding me, I let myself dream of the most ambitious plans for the future, that included owning a gym and belonging to Charlie.

“Your ideas would make for a fantastic, inclusive place for working out, and so much more.” He kissed my sweaty nape. “And just so you know, I’ll support you anyway I can.”

“That means a lot. Since reconnecting with you, I’ve been making bold decisions and dreaming big. Everything feels enormous and life changing. But right now, I can’t think about any of it.” I wiggled back, feeling his cock poking me. “I’m full of cum but empty,” I mumbled, my body relaxing. Was I even making sense?

“Take a nap and I’ll keep my cock inside you. We can clean up later.” Charlie slid his dick between my cheeks and I pushed back, welcoming the tip in with a sigh of content.

“Each time we have sex, I want to tell you it’s the best sex I’ve had. But today tops all of them. The months spent with you in and out of the bedroom were a dream I’m scared I’d wake up from.”

Charlie moved his hand from my hip to my chest. “You’re not afraid our friendship is in danger? That we’re clinging to the comfort of it?”

“Is that bad? My bestie is my partner. I cherish the comfort you give me, our friendship, and the fantastic sex. It doesn’t get better than that. Believe me, I looked. Besides, where is that coming from?” I tried to turn around, but with his cock lodged in me, I stopped.

“A bit of a drop, I guess.” Charlie’s voice turned quiet. “I climbed the happy ladder fucking you and now I fell off it. I need a moment to recoup. Staying close to you helps.”

I took his hand from my chest and kissed it. “I love you, Charlie. With my whole heart.”

He pressed his lips to my nape and swallowed loud enough for me to hear. “I love you too, Trent.”