Anna’s Retraining [F28][M53][F58][pain][humiliation][tit torture][pee]

Anna Lixbols reviewed her situation. She was Kneeling on the cold, white marble floor of the bathroom in her newly assigned Mentor’s room in the Munich Marryhot hotel, knees slightly spread. That Mentor, Dave de Prave (VP of Global Penetration) had commanded her to offer her tongue and she was tasting the pre-cum from his now almost fully erect un-cut cock.

She was angry to have fallen so far so quickly in this corporate game of snakes and ladders, but it would take more than this for her to quit. That Senior Diversity officer, Valerie Auldtpuss, would send her back to the mentoring program almost two years after her graduation was especially frustrating. Anna had worked on the Lean process mapping effort that had increased the intensity of the training, so although she couldn’t predict the details, she knew she was in for a difficult few weeks. All because she had confused a single number in the sales discussion with the French group – she was going to be regretting that third glass of wine for quite some time.

Valerie had spent the previous 30 minutes meticulously caning Anna’s buttocks as she lay face down, arms spread and ass folded over the end of the bed. Her knickers were around her ankles and she had shed the rest of her business suit on the bathroom floor. Dave was gathering a few supplies from the business center.

By the time Dave had returned, 20 cuts of the cane to each cheek left a criss-cross pattern of red marks and broken skin. Anna was instructed to stand and pull those white lace panties up over her tenderized ass. Dave used a thick black indelible pen to write PAIN SLUT across her chest – no way that would wash off before she would return home to her family.

Before they moved to the bathroom, Dave had Anne lean forward as he stretched 6 elastic bands around each of her ample breasts. By the time he was done purple ridges had formed between the bands.

In the bathroom, Dave had arranged some bulldog clips on the black granite counter, the sight of which made Anna wince. She also vaguely registered a stapler next to his toothbrush. Valerie had followed behind in the small space and had wasted no time removing her own skirt exposing black suspenders and matching panties. Valerie’s leathery fingers straddling her clit through the silky material as she anticipated what was to come.

As expected, Mentor Dave wasted no time in clamping the bulldog clips over Anna’s purple nipples. Anna yelped and grit her teeth as the pain started to overtake her. Two more clips were hanging from the first pair, attached with string.
He guided her to her knees in front of the toilet basin and spread her legs with his shiny black dress shoe. Next he pinched the skin on her right thigh about six inches from her crotch and attached one of the hanging clips. When the other side was similarly secure she was only able to rock backwards and forwards a few inches and the waves of pain were drowning out her inner voice.

A flash of red hair in the mirror captured Anna’s remaining attention as Valerie reached past her for the small stapler. Dave instructed Anne to bite down on his toothbrush and held her left breast firmly. To Anne’s horror, Valerie placed the open end of the stapler on the open end fired into the flesh of one of the purple ridges. Anne did not recall this being part of the training plan but her pain clouded mind could not hold onto the thought as three more staples pierced her left breast. The right breast was prepared similarly as Dave removed his thick member from his trousers.

Anna’s deep throat skills had decayed recently and her predicament did not help.
“You better relax and open up fast, Dave’s not got the longest cock but his stamina will wreck that pretty mouth of yours if your technique doesn’t improve” cackled Valerie helpfully.

In fact, Anna was rescued by a different turn of events as her bladder control suddenly failed her and her yellow piss filtered out through the white lace panties, flooding the floor and the clothes she had dropped on it earlier.

The smell of this was enough for Dave’s final gag inducing thrust to bring him to climax. The un-swallowed fraction of his load spilled from Anna’s mouth adding a final frosting to the layer of drool that already covered her tortured tits.

Behind them, Valerie’s own scream of extacy brought a close to this very successful first session. It was going to be a long 10 hour flight back to Atlanta with her painful ass and the smell of her suit reminding her of her failure, but the successful completion of this remedial session gave Anna a small glimmer of hope for the future.

Source: reddit.com/r/Erotica/comments/11vd0fm/annas_retraining_f28m53f58painhumiliationtit