You have little choice.

Your gut instinct is to tell the Caribbean bitch to “go fuck herself.” However, you need this job, you did say you were 'willing to pay for your mistake,' and you were in fact late. Besides, you doubt she could wield the punishment device with any real power.

“If I agree to this, nothing goes on my record, right?” You ask.

“Of course, Mr. Danton.” Diego lightly raps her palm with the cane a few times. “Once you have taken your whipping, your punishment is done and I will never mention it again.”

“Alright.” You relent. “I agree. What do I have to do.”

“Stand behind the chair, Mr. Danton.”

You comply. The chair is of a simple sturdy design, made of oak and consisting of right angles with a short back. It has been securely fastened to the floor.

Diego walks in front of you to get the best view. “Now, Mr. Danton, take off all your clothing and put them in the chair in front of you.”

“I thought you said a 'bare ass caning'.” You protest.

“Don't worry, Mr. Danton, only your ass will know the sting of the rod. Humiliation, however, is also part of this punishment.” Diego smacks her palm again. “And for questioning me you are now up to twelve strokes.”

“Bitch.” You think as you begin to unbutton your shirt, stripping for your boss.

Diego continues her rhythmic tapping of her palm with the cane as you open up your shirt exposing your ripped torso to the brown-skinned devil. Placing your shirt on the seat of the chair you kick off your shoes and socks and place them on top of your shirt.

Your pants follow going also to the chair, leaving you only in your tan military briefs. Sliding your thumbs under the waistband you hesitate for a second. Not that you're afraid of getting naked in front of any woman, or the upcoming pain, but that you feel cock pulse, starting its way to an erection, and you would be loath to add any further entertainment for your sadistic boss.

“Strip, Mr. Danton.” You are given no stay. “Everything comes off.”

Dropping your shorts to the ground you place them on the chair. Standing with your hands at your side you make no attempt to cover yourself, giving your boss a clear view of your naked body. Diego looks you over for a bit and then leans the cane against the chair and takes off her leather jacket. The white tank-top underneath is conservatively cut, but still highlights her amazing figure. As she places her jacket on top of your clothing you smell her pleasant perfume and briefly get a glance down her t-shirt at the lacy white bra and the sweet Caribbean curves of her cleavage underneath. Though you hate to admit it, Damita Emilia Diego is one of the sexiest women you have seen.

Taking her time she picks up the cane and lets you stand completely stripped before her for a few seconds. You advert your gaze, staring at a point behind her trying to get your mind off her curves and the fact your cock again shivers, becoming semi-rigid.

“Mr. Danton.” Diego breaks the silence. “This his how you will be punished. You will bend over the back of the chair and firmly grab the seat with your hands. You will spread your legs apart so that your feet are on the outside of each leg. You will raise your ass up in the air, getting on your tiptoes and you will stay there. You will call out each stroke by number, signaling you are ready for that lash. If you lose your position in any way, or miscount, then that stroke will be redone. If you compromise the seriousness of your punishment more lashes will be added and/or the count will be started from the beginning.”

“Do you understand, Mr. Danton?”

“Yes.”

“Do you have anything you say before we begin, Mr. Danton?”

“No.”

“How many lashes are you to receive for your crimes, Mr. Danton?”

Against your will your cock again throbs, clearly bouncing up and down as it trusts itself forward, hardening and extending in length.

“Mr. Danton?”

“Twelve.” You answer, frustrated at your weakness.

Slowly, Diego begins to slap her open hand again, silently counting out twelve stokes.

With each sound of the cane hitting her bare palm your cock twitches, until it is fully erect and rock hard.

Again, the cruel sadist lets you stand for a few seconds, compounding your shame.

“Mr. Danton” Diego finally speaks, “assume the position.”

You bend over the chair and grasp the seat firmly. With your erection, however, there is no comfortable position for your ridged weapon, as it pushes hard against the the back of the chair. Spreading your legs, going on your tiptoes, or any slight movement, makes your cock rub against the hard wood further stimulating your already excited organ.

Out of the corner of your eye you watch Diego walk behind you as she takes a few practice strokes, beating the air.

You then feel the cane press firm across the broadest part of your bare buttocks. Reflexively you rock forward, your cock straining against the wood, bent down at a hard angle.

“When you are ready, “Mr. Danton”, Diego announces in a matter-of-fact voice, “begin the count.”