Chapter 21 First Times

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(Pictured above is Master Kael)

Chapter 21 First Times

Payton

Master Matthias is just sitting there watching me closely, his elbows on the armrests of his chair and his hands clasped together with his pointer fingers making a triangle in front of his mouth and tapping each other as I tell him about the party I went to with Brody.

"Were you drinking?"

"I had just one beer Sir, I swear," I reply keeping my eyes at his chest level, not only out of respect, but his cold eyes have a way of looking right through you, right down to your soul as if they could see every secret you ever kept. It makes me nervous and when I'm nervous I have a habit of blurting out too much.

"So, you had sex with this Brody?"

"Well, not exactly, Sir."

My eyes dart up long enough to see a raised eyebrow and his silence affects me like a dozen people shouting questions at me.

"Um...you see...that's where things were headed...and um...did I mention his friend Guillermo?" Silence. "So..." I wonder if he wants details or generalities, but my stupid mouth is going faster than my brain, "So Guillermo, or 'G' is what Brody calls him, came with us. We all hung out together for a bit, you know, got to know each other. He was really nice. Very sexy, Brazilian!" I say as if that explains it all. But his eyes are blank.

I squirm in the hard wooden chair as he continues to stare at me. "We watched Brody play quarters for a bit, he's not very good at it so he had to take a lot of shots. Then he asked me to take him upstairs, he wanted to lie down for a bit and said we could talk, but he wiggled his eyebrows when he said 'talk'," I stifle a nervous chuckle and keep going. "So we started making out and you know," I hold up my arms and do the jazz hands...because...you know, his hands were everywhere. No amusement in his eyes whatsoever, so I just continue.

"And one thing lead to another and, umm, I sort of didn't have clothes on...Brody was just in his jeans...and there was a knock at the door..."

"Brody, there's someone at the door!" I whisper shout.

"Don't worry, it's just G, you don't mind if he joins us, do you? Go unlock the door for him," he mumbles, moving from hovering over me to laying down on the bed with a sigh.

"Join us? You mean, like...fooling around?"

"He's my best friend, we've been sharing everything since we were kids. Just go let him in Payton."

Does he sound almost annoyed? Whatever. I get up, grabbing my shirt and holding it in front of me as I click the lock and peek out.

"Hey Payton," Guillermo says quietly, his deep, slightly accented voice sexy and promising.

"Hey, um, you want to come in?" I reply, letting go of the door. He pushes it open, stepping in and re-closing it. I hear the lock click back in place.

"You okay?" he asks, lifting my chin up with his finger. Something about his mannerisms, the softness in his eyes, the confidence, seems familiar and puts me at ease.

"Yes Si..." I almost blurt out. "Yeah G."

He takes my face in both his hands, pulling me close until our lips crash together and my whole body tingles from his kiss. My shirt, which I've been holding in front of my crotch slips out of my hands, onto the floor.

Guillermo leads me back to the bed and we look down and Brody is sound asleep. "This is why I don't drink," he chuckles. "I love him, but he really is such an ass."

I let out a quiet giggle, surprised at how much I don't care that Brody's passed out. "Come here," he whispers and leads me around the large bed to the other side. He throws a sheet over Brody, who's laying on his side facing the door. So we don't have to see him and he won't die of asphyxiation. G leads my body down on the bed so I'm laying on my back. He proceeds to pull off his shirt, kick off his shoes and socks and then slide his pants down his long, tan legs. He's commando and I can't help but stare at the large, uncut, semi-erect cock that bounces out of his black jeans.

Guillermo drops his knees to the bed next to me, leans over whispering in my ear. "Don't worry Payton, I know it's your first time. Virgins are my specialty. I'll be extra gentle."

I'm speechless. I don't know what to think, let alone say, so I just nod my head. He leans down further, his weight on his elbows and knees, his body on top of mine, lightly pressing down so I feel his thick shaft resting on my upper thigh.

"Ohhhmmmmm," I moan as his lips go to my neck and a kiss turns into a gentle bite before he's sucking at my sensitive skin. My hands reach up, gripping his shoulders. I love the feel of the hard muscles tensing as he leans on his arms. I slide my hands down to his biceps and relish the firm, cut feel. Like coiled power.

Guillermo is true to his word and more. He proceeds slowly, gently, he's sweet, kind, caring...all the words you want your first time to be. Maybe one of the most important words, the "L" word, isn't here, but that's fine with me because I'm not ready to fall in love anyway. Love isn't what it's cracked up to be. It just ends up causing pain.

By the time Guillermo reaches for a condom and lube that was placed discreetly in a basket on the night table, I feel extremely warmed up and ready. He's touched me on every part of my body, igniting a heat on my skin that has me writhing for more. Before opening the condom he squeezes some lube on his fingers and takes his time prepping me, while whispering sweet words in my ear. Telling me I'm the most beautiful man he's ever been with, how my skin is like porcelain and my freckles are places the sun reached down and snuck kisses.

I'm sure he says things like this to all his partners, but I don't care. I let myself soak in the words like a warm hug on a cold day, like a dry sponge sucks in water and I don't let a drop get away.

"I think you're ready Payton," he finally says, the way his accent wraps around my name causing a shiver to run down my spine. Or maybe his fingers sliding out of me and moving to my cock cause that feeling. I'm not sure, but I nod my head and let out a needy whimper.

Guillermo leans back on his knees and I lean my head up to watch, raising myself up onto my elbows. He gives me a magnificent smile and tears the wrapper open before rolling it over his fully erect, thick, long, mouth-watering cock. Oh my god...my heart rate picks up and I'm suddenly nervous as I stare at the splendid phallus. Sculpted by a gifted and generous artist.

"Don't worry," he whispers, pushing me back down on the bed and kissing me gently. "I'll go slow. Okay?"

"Mhm."

"Spread your legs for me?" Guillermo gently spreads my legs open, leans down, taking me into his mouth for a few sucks and licks before he hikes my hips higher and taking a hold of his cock, presses it gently into the tight ring of muscle.

"Let me hear you breathe out Payton, a nice relaxing deep breath and as I push in, you push out, okay?"

"Mmm..." I do my best to follow his instructions, taking in as much air as possible and slowly let it out. I feel him pushing inside slowly, watching me intently, stopping when my breath hitches. I try to keep the pained look off my face, I don't want him to stop. It's uncomfortable, weird, very full; I like it. It feels more good than bad.

I slowly get used to the feeling and soon he is all the way in.

"You're doing great Payton," he whispers proudly. I smile wordlessly, his words bringing me immense happiness, like I just got an A+ on a trig exam. My eyes roam over his body and the way we look connected. It's...incredible.

"Do you think you're ready for me to start moving?" His voice is so soft and comforting. He's good at this. He should market himself to all virgins.

I nod and soon he's pulling out and sliding back in, running his grip over my shaft until I'm a moaning mess. Guillermo picks up the pace and moves my legs up to his shoulders. His thrusts become harder and I can hear small grunts along with his breath getting more and more ragged.

"Tão apertado," he growls and I have no idea what it means, but I think it's good.

His hands are now on either side of me, braced on the bed. Lifting one up temporarily he takes my hand and puts it on my erection, squeezing my hand over myself. I take that as him wanting me to jerk myself off, so when he puts his hand back on the bed, I keep working myself.

"Oh god...." I gasp as I feel a wave of heat flowing over my skin while the muscles in my groin tighten. "G, I'm so close." He opens his mouth, but only a groan comes out.

I start panting and slow my hand, then suddenly realize I don't have to wait for permission so I pick up the pace again. I feel like my whole body is vibrating and I'm going to explode. It's like that feeling when you're going to sleep and in between sleep and wakefulness you feel like your body is about to fall into an abyss. I can feel myself hold back, afraid to step into that place of no control, but then I let go. My body shudders and soon I'm coming all over my chest. I keep pumping myself, squeezing out every last drop.

"Merda!" Guillermo shouts followed by a deep grunt as he thrusts one last time and I feel his cock pulsing against my walls.

After he catches his breath, he lifts my legs off his shoulders and lays them down on the bed. I feel like a rag-doll as I lay there totally blissed out. G lays on top of me, holding up most of his weight on his elbows and tucks his face into my neck, occasionally giving me small kisses.

"Are you okay?" he whispers.

"I'm better than okay," I reply. "That was incredible, thank you."

"Good. It will be even better the next time, once we catch our breaths and do it again."

I let out a tired chuckle, but G wasn't kidding. We had sex two more times that night before we both passed out, thoroughly exhausted. For some reason G had decided it was his responsibility to show me the ropes, so the next time he had me on my hands and knees and took me from behind and then later on he laid down on the bed and had me straddle his waist and ride him.

The next morning I woke up at a little after 6:00 a.m. I was sandwiched between Brody and Guillermo, hot and sweaty from their furnace-like bodies and sticky from...well, from, ya' know. I didn't relish the idea of the awkwardness that was sure to ensue when the two of them woke up, so I started to carefully extricate myself from in between them. I'd put on my clothes and take a long, hot shower when I got back to the dorm.

"Where are you going baixinho?" Guillermo leans up looking at me just as I'm almost off the bed.

"What's byshinoo?" I whisper.

"It's just a term of endearment," he chuckles. When I raise my eyebrows he murmurs, "little one." I feel myself blush.

"I have to go," I say answering his question and I look at Brody before returning my eyes to G, hoping he understands what I want to avoid.

"Okay, let me get dressed and walk you back."

"You don't have to..."

"Yes, I do baixinho," he replies firmly and I suddenly wish it was Guillermo that went to college here and not Brody. We both quietly get dressed and then tiptoe out of the room. People were strewn, sleeping, all over the house, but no one seems to notice us leave.

We don't say much on the walk back to my dorm, but it feels better that way. No hollow promises, no awkward 'pretend' interest or fake conversation. When we reach the building G walks me to the door.

"I'm good from here," I tell him. "Um, it was really great meeting you," I add awkwardly.

"It was my pleasure to meet you Payton. I hope our paths will cross again in the future." He lifts my hand then, like a freaking Knight of the Roundtable...Sir Lancelot to be exact...kisses it, and follows that by cupping my face and giving me a feather light kiss on the lips. I'm stunned. This guy is not real! Totally not real. I'm probably having one of those vivid dreams and I'll wake up soon and the party hasn't even happened yet.

"Tchau Payton," Guillermo says before turning and walking back the way we came. I watch him as he disappears out of sight. Once he's gone I walk inside and upstairs to our floor, let myself into the room and stare at the empty beds. I let out a sigh and grab my stuff for the shower.

"Payton!"

I look up with a start at Master Matthias who is staring at me. "You zoned off Payton. So, just summarize it for me, you did or you did not lose your virginity?"

"I did. Sir."

"And you're okay?"

"Yes, Sir. Very. Very okay."

"And where do we go from here?"

"Um...I don't know what you mean...Sir?"

"Maybe I can help clarify it Payton..." I turn around and Master Kael is standing in the doorway.

"Master Kael..."

"Payton," Master Matthias begins and I turn back to the head Dom. If this keeps going I'll get whiplash, I think to myself. "Due to recent events, and regardless of others, I have concerns about you," he continues. "I don't feel fully confident letting you out on the floor without supervision."

"I have a proposition for you." I turn back, again, at Master Kael's words. He's got a sly smile and a glint in his eyes.

"I spoke with Master Kael earlier," Master Matthias states, and my head whips back. This is getting too weird. "And he's offered to take you off my hands, figuratively, he'll take you on for a limited contract."

"Four weeks," Master Kael puts forth.

"Additional training at a more intimate level," Master Matthias clarifies, "but in a safe environment."

"So you don't end up over your head in the dungeon again," Master Kael growls.

"It's up to you Payton. It's your choice." Master Matthias sits back and crosses his massive arms across his chest, his dark eyes stare intently.

"I won't go easy on you boy," Master Kael assures me, "but when I'm done with you, you'll have the confidence to be honest about your needs and desires, and you'll understand the true appreciation and, true pleasure that a submissive should expect."

"And Lane will stop worrying about your sensitive nature getting crushed," Master Matthias adds and when my eyes meet his, they soften ever so slightly and I wonder if it wasn't just Lane who was worried, or...

"However, if you prefer, Master Rowan might be available, if that suits you better" Master Kael says with a smirk.

"No!" I blurt out. "I mean, I would prefer you Sir. I would be honored at the offer. I'll...listen and do my best to make you proud."

"Fine," Master Matthias interjects, "I'll have Penny print up a training contract. Why don't you follow Master Kael out to the VIP area and it will be delivered to the two of you shortly."

"Yes, Sir." I stand up, unable to suppress a smile. "Thank you Master Matthias." He waves me off dismissively, so I turn to Master Kael who's looking quite pleased with himself. He reaches up a hand as I walk over to him and places it on my shoulders, leading me out the door.

"Did you get your flowers and romance?" he asks as we walk down the hallway.

"Yes, Sir," I reply, "figuratively speaking."

He grins, "Good."

Ashton

"Can we go to lunch or something tomorrow? I'll tell you everything then, just not here. It's really no big deal, but I'm just not in the mood right now," he says with a sigh making me nod.

"No worries Pay, you don't have to tell me anything you don't want to," I tell him and he gives me a quick smile.

"Thanks," he mumbles as I let my eyes scan the showroom.

I look towards the bar and swallow when I notice Master Gideon ordering a drink. My heart starts pounding in my chest as I let my eyes rake down his naked back. His muscles flex as he lifts his hand and runs it through his brown hair. Oh damn, he has back dimples. That's so sexy. I lick my lips quickly as my mouth seems to water at the sight of him. He turns, letting me see his sharp strong jaw line, and starts walking towards one of the seating areas as I stalk him with my gaze. But then, he suddenly stops and I watch as his eyes scan the room slowly.

Our eyes lock when he finds me and although I want to look down in respect, his intense gaze keeps my eyes locked on his. I haven't seen him since New Year's at the hospital and there were few messages sent between us. He suddenly smirks at me then licks his lips.

My eyes widen slightly as he winks at me. My cock throbs in my shorts as he looks at me. With a nod, he turns and continues towards his destination. But the look in his eyes when he nodded at me has me craving his attention, his control. I bite the inside of my cheek as I follow him with my eyes.

"Later Pay," I mutter while standing up.

"Yeah, okay," he says as I start walking away.

Master Gideon disappeared through the crowd but I know where he hangs around whenever he's here. I find him exactly where I knew I would. He's sitting in the middle of the large couch surrounded by other Doms chatting and drinking. Without hesitation, I walk over to him and notice that everyone sitting turns to me when I step into the area. Gideon looks at me with dark eyes and a smirk, until I drop to my knees in front of him. His eyes widen in shock as his jaw drops slightly as I clasp my hands behind my back, bow my head and present myself to him.

"Ashton, what are you doing?" He asks softly as his hand tangles in my hair; he pulls it back until we're face to face.

"Submitting to you, I want you to take control of me Master Gideon. Please," I breathe out while looking him straight in the eyes which dilate slowly.

"Is that so?" He smirks and I nod as much as I can with his hand gripping my hair tightly.

"Yes Sir, I've wanted it for a long time," I admit making his eyes fill with a sexual promise as he leans forward, his lips a breath away from my ear.

"I've wanted to fuck you over the bar since the second I laid my eyes on you. Get up boy," he orders and I quickly get to my feet once he releases his grip on my hair. "I'll be going now men."

"Have fun Gideon," Another man who I'm pretty sure it Master Kevin says playfully.

"If he doesn't have what you need, come find me Sweetness," Master Donovan smirks and Master Gideon smacks his hand away when he reaches out for me.

"I have everything he needs and when I'm done with him, he won't be able to find you because he won't be able to walk. Follow me Ashton," Master Gideon demands and I quickly fall into step behind him as he walks away. He leads me towards the exit of the showroom and I keep my eyes on the sole of his boots as he walks in front of me. The sound of the pounding music quickly quiets down when we step out of the showroom and the door closes behind us. Master Gideon continues walking with a purpose and I bite my lip as I follow him towards his playroom. When he stops, I peek up at him but his face is blank. Just like it was in the hospital. He unlocks the door and motions for me to step inside first so I quickly do as silently told.

My eyes scan the room and my brows furrow at the set up of his playroom. Instead of dark red, navy or black walls that are usually found in playrooms, his walls are painted a calm and relaxing brown. The furniture is all made of what looks like a light oak color. My eyes drift up at the grid taking over most of the ceiling. The only part of the ceiling that doesn't have a grid is over the large bed covered in white satin sheets. Above the bed is a huge mirror though and I don't have to wonder why, I already know. The room is a surprise, it's light and warm. Most of the playrooms I've seen have a dark and cold feeling to them.

"Are you okay?" He asks as his hands wrap around my upper arms, his naked chest pressing against my back.

"Yes Sir," I answer honestly as his lips press against my shoulder.

"Good, come here for a second," he says before stepping back and I follow him over to the dresser. "This is a one night contract. It's a requirement, it's basically saying we both consent to the night's play and all that good stuff. You'll have to sign before we begin."

"I understand Sir," I say while taking the pen he holds out and the paper.

My eyes scan the content quickly before I slash my sloppy signature on the line above Submissive. I hand the pen and paper back to Master Gideon who signs it quickly. He puts it down on the dresser before turning to me. I lower my eyes quickly but he lifts my head slowly. He smiles at me and cups my face before softly pressing his lips to mine. I kiss him back as soon as I feel his lips against mine. His arm wraps around my waist and he pulls me flush against him. The bulge pressing into my stomach tells me I'm not the only one excited and ready for this.

"Strip and kneel in the center of the room," he tells me while pulling back.

"Yes Sir," I nod before stripping my clothes off; which isn't much, just my boots and shorts, then walking towards the center of the open space.

I sink to my knees on the hardwood floor and clasp my hands behind my back. Keeping my back straight, I drop my gaze to my thighs that are shoulder length apart. I can hear his footsteps fading until I can't hear them anymore. So I close my eyes, relax and wait. I turn my head slightly when music drifts throughout the room seconds before I feel Master Gideon's fingers run through my hair. I lean into the soft touch until his hand disappears.

"Stand up Ashton," he orders and I quickly get to my feet. "I'm going to tie you to the grid, we'll start off with sensory play that will lead to a favorite of mine. Ice play, are you okay with that?"

"Yes Sir, very much so," I reply, I've always wanted to try ice play.

"Great, follow me then," he says and I follow him towards the Saint Andrew's Cross attached to the wall opposite of the bed. "Arms up. What are your safe words?"

I lift my arms over my head and he shackles each wrist to an end of the cross as I tell him my safe words. He just smirks and crouches down to shackle my ankles as I look at my wrists. When he stands up, he steps back and his eyes rake up and down my bound body. His tongue sweeps over his lips and the sexual action causes a burst of pre-cum to leak out of my erect cock. A smirk then pulls at his lips before he steps up again; his hand wrapping around my cock causes a moan to rip from my lips as he gives me a slow tug from root to tip before his thumb swirls over my slit.

"Your hair is lighter down here," he whispers in my ear while tugging at my pubic hair gently.

"Um, thank you Sir?" I say unsure making him chuckle as he pulls back.

"I like seeing you all tied up, I've been picturing it for months and now I finally have the pleasure of seeing the real thing. Much better than my imagination," he adds mostly to himself but since he's so close I hear him clearly.

I lick my lips as his nose skims down my neck before he nips at my collar bone. Master Gideon steps back and I immediately miss the heat his body was giving off. Without turning my head, I follow him across the room with my eyes until he disappears from sight. My heart is pounding in my chest, the sound echoing in my ears louder and faster than a group of horses racing towards the finish line. I close my eyes and take a calming breath, in through my nose and out through my mouth. Under the music, I can barely hear Master Gideon approaching again but I do so when his hand touches my hip, I don't flinch.

"Look at me Ashton," he demands and my eyes open before snapping down to the object in his hand. "I'm going to blindfold you Ashton, it will heighten the feeling on your body as you won't be able to anticipate what's coming next. Are you okay with that?"

"Yes Master Gideon," I nod and he smiles before pressing a kiss to my lips.

"Good boy," he whispers while blindfolding me.

Those two simple words cause my eyes to close behind the blindfold in contentment.

I'm a good boy.

With the blindfold tied around my head and the music playing louder, I can't tell where Master Gideon went. It feels like hours pass as I stand there, shackled to the cross listening to an instrumental piece. The tempo is relaxing but energizing at the same time, forever changing from low and steady to loud and erratic. For some reason, the changing tempo keeps my cock twitching and leaking like a faucet. Focusing on the music, I feel my heart racing whenever the faster parts begin and calming when it ends. The song repeats, over and over until I feel the need to blow my load all over the floor in front of me.

When I feel something cold press against my hip I flinch back and a low chuckle drifts into my ears under the slow paced music. Master Gideon's hand wraps around my shaft and he swirls his thumb over the bead of pre-cum leaking out of my tip. I bite the inside of my cheek as he starts stroking me slowly. My heart speeds up with the music, as does his hand. My toes curl and my hands clasp into fists as he pumps me quickly. I thrust into his hand with a moan as my head drops back against the cross. Much to my frustration, he doesn't stop but completely lets go of my shaft. I clench my jaw to keep from asking him why. It's not my place to tell him to grab my dick and jerk me off until I cum all over his hand.

"Tell me what you want Ashton," Master Gideon whispers before he bites down on my nipple making me gasp.

"I want whatever you're willing to give me Master Gideon," I reply quickly as his hands slide down my sides before going back and squeezing my ass.

"I'm willing to give you the world Ashton, whatever it takes to call you mine," he admits softly and my heart falters for a second before it starts hammering in my chest.

"Yours?" I whisper back and his lips fall over mine.

"Just mine, I'll show you what it's like being mine Ashton. It'll be so good," he growls out before biting my ear lobe and sucking it into his mouth.

"Show me, please," I beg shamelessly while he presses his front to my hips, letting me feel his exposed cock that's hot and hard against mine.





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