Chapter 16
Pushing the Limit
Double the trouble
Curious about what has made us late, I walk into the auditorium. As I sit down, I notice there are several people seated behind the trainers.
Well, this is new…
Trying not to be obvious, I turn my attention to the panel, while covertly scanning the people behind them. I catch my breath when I see that both Socrates and Leōn are among them.
What the heck do the trainers have planned for us tonight?
Several of my classmates start whispering around me.
“Quiet,” Headmaster Wallace commands as he stands up to address us.
“As Mr. Onassis has already informed you in class, this week we are concentrating on exploring boundaries. Safewords remain in place, and you are free to use them without penalty. However, if you keep an open mind and are willing to explore your limits, this week will not only be one of growth, but you may discover new facets of yourself that were previously hidden.”
I recently experienced that very thing during my session with Tono Nosaka, when I wrestled with the pain of losing my father. But that would not be something I’d want to confront on stage in front of my peers, and I shift in my seat nervously.
“Practicing BDSM is so much more than achieving simple physical pleasure, although some prefer to keep it at that. But for those who are open-minded and enjoy challenging themselves, there is the potential for growth in directions you cannot imagine at this point in your training.”
I’m reminded of my conversation with Brianna Davis when she shared something similar before I started this course.
She’d mentioned how empowering the BDSM dynamic is, and that she still continues to discover new things about herself after being immersed in the lifestyle for years.
Because of the positive way she spoke about it, I’m convinced the benefits can be powerful—even beyond the bedroom.
So, when it’s my turn and the Headmaster calls my name, I walk up to the stage feeling nervous but determined to keep an open mind no matter what they decide to throw at me.
“Miss Lane, you marked that Double Penetration as a limit for you,” Mistress Kim states.
I swallow hard before answering. “I did, Mistress Kim.”
“Are you open to exploring that limit tonight?”
I hesitate, but no one else in the group has declined their practicum tonight. Still, I remain true to myself and answer, “I’m not sure.”
“As Headmaster Wallace stated earlier, you are in control of how far the scene goes.”
I nod nervously, glancing at Leōn. His eyes are locked on me, and any reservations I had about him after our strange encounter at the rave instantly vanishes.
Taking a chance that he will be one of my partners, I turn to Mistress Kim and tell her, “I would like to proceed.”
“Excellent.”
I watch in stunned silence as both Leōn and Headmaster Wallace join me on the stage.
I feel as if I might faint…
The two Doms stand to either side of me as a cushioned table descends from the ceiling.
“We fully expect you to use your safeword if needed,” Dono Marcelo reminds me.
“Yes, Dono Marcelo,” I answer dutifully. I don’t think he will ever trust me. It makes me wonder if that’s the reason he is the only trainer who has yet to scene with me.
Looking at the two Doms standing beside me, I feel certain I won’t need my safeword tonight. Although I’m not really into butt sex and have never considered having two cocks inside me at the same time, I’m willing to make an exception for these two men.
“We will not take you further than you are willing to go,” Headmaster Wallace assures me.
Leōn murmurs seductively, “I promise to be gentle, my virginal jewel.”
I turn my head to look at him and am immediately reminded of why I fell so hard for him the first time we scened together.
That wavy brown hair he pulls back, showing off his strong jawline…
those kissable lips. However, it’s his sea glass eyes that I’ve missed the most, and my body trembles standing this close to him.
“How…how do we start?” I ask, my voice more high-pitched than I want it to be.
“First, you kneel before your two Doms,” Headmaster Wallace commands.
I gracefully lower myself to the ground and bow my head.
“Are you willing to please the two of us?” he asks in a sultry tone.
“Yes, Faelan.”
He places his hand on my head. “Then you may stand and serve us.”
As I stand and stare at both of them, I can hardly believe this is real.
Leōn holds out his hand to me. “First, we begin by pleasing you…”
I feel butterflies in my stomach start up as he leads me to the table.
Leōn turns me to face my classmates, and both Doms slowly undress me. Once I am completely naked, Leōn takes my hand and helps me onto the table.
Crawling onto the cold, padded leather, I lay down on my back as both men join me, one on either side. It feels sinfully decadent to have these two sexy men run their hands over my body, covering me with their teasing caresses.
Then the two lean in and suck my nipples at the same time…
Oh my God!
I let out a moan of pure pleasure, having never experienced the attention of two men at once. Their hands trail down over my soft belly to my thick thighs while they continue sucking.
I let out a squeak when both men begin teasing my pussy with their fingers. Headmaster Wallace fingers my clit, while Leōn slowly circles my wet opening with his finger before sliding it inside.
Things become even more intense when he reaches in deeper and stimulates my G-spot with slow, circular motions—not the high-energy strokes I’m used to.
That gentle stimulation, along with them both sucking my nipples, drives me to distraction. My body starts trembling, and seemingly out of nowhere, an orgasm sneaks up on me and I coat Leōn’s finger with a gush of wetness.
Both men grunt in satisfaction.
While Leōn kisses me on the lips, Headmaster Wallace moves down to tease my pussy with his tongue. I shudder with another unexpected climax as he flicks his tongue against my clit at just the right tempo.
“What’s happening?” I murmur in wonder.
Headmaster Wallace looks up from between my legs and smiles lustfully. “It seems you enjoy the dual attention.”
Fully embracing this experience, I turn my head to lock lips with Leōn, exploring his mouth with my tongue while Headmaster Wallace continues to tease my pussy with his. In a matter of seconds, I clench my thighs around his head as I experience release for a third time!
Both men disengage and stare at me hungrily.
“Are you ready to please your Masters?” the Headmaster asks as both men undress in front of me.
As I stare at their naked bodies, I answer in a voice barely above a whisper, “Yes…”
With a glint in his eye, Leōn scolds me, “That did not sound convincing, jewel.”
The way his voice lingers on my pet name has me quivering inside.
I say it loud enough so that the entire auditorium can hear, “It would be my honor to please both of you.”
With verbal permission given, Leōn helps me off the table while Headmaster Wallace lies down and orders lustfully, “I want you to suck my cock.”
Having thoroughly enjoyed our last scene together when we raced to see who would orgasm first, I eagerly climb onto the table and take the Headmaster’s shaft in my hand. Keeping Rafael’s critiques in mind, I try to radiate confidence with my body.
Opening my legs, my ass in the air, I lean down to take Headmaster Wallace’s cock in my mouth, wanting Leōn to thoroughly enjoy his view.
Determined to make Headmaster Wallace come as unexpectedly as he made me, I unleashed my arsenal of knowledge and the experience I’ve gained. Lavishing his cock with my undivided attention, I hear a ravenous growl from Leōn as he climbs onto the table to join us.
Positioning himself behind me, he swats me on the butt. “You have such a sexy ass, jewel.”
It’s all fun and games until his hand slides between my ass cheeks and he rims my puckered hole with his finger. I instantly freeze with the tip of the Headmaster’s cock still in my mouth.
Pushing my head down lower on his cock, Headmaster Wallace murmurs, “Don’t forget, you have two Masters.”
I’m beginning to realize how challenging it is to please two Doms at once.
Redirecting my attention to Headmaster Wallace, I flutter my tongue against his frenulum and am satisfied when I hear his sharp intake of breath.
Sucking him with enthusiasm, I moan in response to Leōn’s exploratory fingering of my ass.
Even if it’s almost too much to handle, this sexual challenge is intensely arousing.
It doesn’t take long before Headmaster Wallace physically stops me and says with a smirk, “You certainly have improved since our last encounter. You might have won with those skills.”
He then grasps his hard shaft and commands huskily, “Now impale yourself on my cock.”
My pussy contracts in pleasure on hearing his sexy command, and I sense Leōn watching as I straddle the Headmaster, and he guides his cock into my glistening, wet pussy.
He grits his teeth as I slowly settle down on his shaft and grind on it.
“Daaamn…skye,” he groans. Clutching my ass with both hands, Headmaster Wallace controls my movements, but when he gets close to the point of almost climaxing, he abruptly stops and pats his chest. “Lay your head here.”
Entranced by the command, I lay my cheek against the Headmaster’s toned chest, his cock still deep inside me. I can hear his heart racing. I feel as if I’ve died and gone to heaven when he begins caressing my back, causing tingling sensations to course through my entire body.
But then I hear a slippery sound and look up to see Leōn coating his cock with lubricant.
This is really happening…
I bite my bottom lip as Leōn positions himself behind me. Then I feel his finger touch the sensitive skin of my tight opening with cold lube before he slowly slips his finger inside, causing me to let out a nervous gasp.
“Remember, skye, you are in control,” Headmaster Wallace reminds me in a husky voice.