That night, after her further education at a Brighton hotel Caroline now fully accepted several facts.
One - her boss was never going to stop using her as his slut.
Two - she was loving the sex with him, the roughness, the kinkiness, the anal all made her cum like never before. She had always been multi-orgasmic but never like with him when she could come well into double figures in "a session".
Three - She realised that she was a submissive and loved it. She even realised that she had enjoyed it when she had been used by him and her best friend Mel.
Four - She was loving being his slut!
The next morning at work she got an email. There is a locked brief case by your desk. Take it and catch the train to Gatwick Airport and there is a room booked in your name at the Hilton Hotel there. Once you get to your room text me and I will give you the combination code for the brief case. You will wear the contents of the case, and only the contents of the case, and await further instruction.
Caroline's stomach lurched as she read her instructions, partly from fear of what he might be thinking and partly from the excitement of another adventure.
Sitting on the train she could feel herself getting wetter and wetter as she got closer to her destination and every time the train jolted her hard nipples rubbed against her jumper further exciting her. Finally by the time she got to Gatwick and walked from the station up through the car park and through the passageway to the hotel she could feel that her knickers were sodden with her cunt juice.
She noticed the men walking past her staring at her tits with her nipples poking out as distinct points in her jumper which only helped to further excite her swollen cunt. She was sure that anyone near her would be able to smell her arousal.
She walked across to the receptionist, a very young man, Steven according to his name badge, who completely failed to look her in the eye, choosing to stare at her boobs and their throbbing bullet like nipples instead.
She gave him her name and he told her that they had been expecting her and gave her a key card to a room. She glanced down and saw that there was a definite bulge in his trousers. She smiled at him, winked and headed to the lift and found the room only a few doors down the corridor. She opened the door and smiled as she walked in because she could see he had already been there as his Large Wheeled Pilot Case in which he kept his sex toys was beside the bed.
She texted him to notify him of her arrival and shortly received a text back with the code to open her brief case. It also reminded her that she was to wear everything in her case and nothing else. With some trepidation she entered the code and emptied out the contents on the bed.
There was a black dress, black shoes, black hold up stockings and two boxes, one wrapped in blue paper and the other in red. No knickers she noted, she wasn't surprised!
She picked up the dress. It was a "Bardot " style dress with 3/4 length sleeves, just longer than knee length with a split in the left hand side to mid-thigh. Sexy but more conservative than she thought he might have got her.
The bra was a 1/4 cup bra, designed to be undetectable under the dress but giving her a better cleavage and, of course, leaving her nipples exposed.
Her phone "pinged" as she got another text. "Open the blue box and attach the content after you have put on the bra and stockings and shoes but before you put on the dress."
She rolled on the stockings and was pleased to note that they were long so that the lacy tops nestled about 10 cm under her naked cunt. She clipped the bra on and briefly admired the extra cleavage it provided whilst leaving her sensitive nipples completely uncovered.
She picked up the shoes, they were like high healed court shoes, but with an ankle strap. Suddenly she realised that the ankle straps each had a small padlock to lock the shoes on her feet and needless to say she didn't have the key to open them once they were locked.
She slipped the shoes on and fastened and locked the straps. She stood and looked in the mirror and had to admit to herself that she looked hot! The shoes made her legs and bum took great and her boobs looked fantastic. She could feel her arousal building again.
She opened the box and sitting inside was a pair of nipple clamps joined together with a gold chain together with the Lovense Lush vibrator he had used on her in the restaurant in Bodium.
She had never used nipple clamps because her nipples were so very sensitive but she knew that she had to comply. She opened the jaws on one of the clamps and gently placed it over her right nipple before releasing the clamps. Pain shot through her nipple making her eyes water, but at the same time a hot shaft of excitement coursed down to her swollen cunt. Taking deep breaths she attached the other clamp to her left nipple with a very similar result. Gradually the searing pain in her nipples subsided to a dull ache.
She turned on the vibrator, paired it to her phone then pushed it into her cunt so that it rested against her G-spot whilst the other part lay over her clit. He had clearly been waiting for the vibrator to "come on line" because very shortly it came to life at a low level, just sufficient to start her excitement to climb again and to take her mind off the pain in her nipples.
She pulled the dress on, smoothed it down before looking once again in the mirror. She thought she looked great - classy and sexy.
She texted him to say that she was dressed and to ask for further instruction. Soon her phone "pinged" with his reply.
"You are to open the second box and wear it's content. When you have done this you are to come down to the bar. You must not acknowledge me and must sit on the table opposite me so that I can see you."
She opened the second box and her jaw fell open! Inside was a butt plug and some lube but what shocked her was that attached to the plug was a long fluffy tail, it looked like a fox tail. "Oh my God" she said out loud. Surely he can't expect me to wear that can he? But even as she thought it she knew that he did and therefore she would have to wear it.
She pulled the dress up over her bum, bent over the bed and greased up her rosebud slipping first one and then two fingers inside to spread the lube. She looked at the size of the plug and realised that it was bigger than the one she was used to and so she added more lube and another finger before greasing up the plug and pushing it in. It was a struggle and it really hurt as it stretched her arsehole wide before it finally sank right in.
She wiped her hands on the wrapping paper to get off most of the lube before standing and going to the bathroom to wash her hands. She looked in the bathroom mirror and again smoothed down the dress. She was relived to see that the dress was long enough to cover the tail which hung down nearly to the back of her knees. She smiled wryly to herself - he really is turning me into his pet - but at least it's a foxy one!
She took several deep breaths to steady herself for whatever was to come and then texted him "on my way". Almost immediately she felt the vibrator between her thighs click up a notch reawakening her lustful cunt. Her nipples grew with her increased arousal and the clips bit into them harder - it hurt but somehow it hurt good.
Her cunt was really starting to drip which was causing a problem for her - would she be able to hold the vibrator inside with the increased flow of lubrication? she tightened her pelvic floor as much as she could which in turn meant that her arse was squeezing harder against her plug.
She headed out of the room for the bar, retracing her footsteps to the lift. Her cunt was dripping harder as her excitement grew. Not just the excitement of the toy and clips and plug but the excitement of being about to see "him".
The lift arrived and she stepped in - there was an elderly couple that smiled at her as she entered. The doors shut and, as they did, the unmistakable aroma of overheated cunt permeated the air of the small enclosed space. The wife looked her up and down with a disapproving frown as she smelt cunt. The old boy looked at her covertly and smiled again, only to get a elbow in the ribs from his wife.
The lift slowed and stopped and the trio exited, Caroline holding back to allow the old couple to leave first. She felt the vibrator starting to slip out of her overheated dripping hole and started to panic - it would be mortifying if it dropped out in the middle of a hotel!
She spotted the bar and shuffled towards it with a slightly strange gait as she tried to get to the bar without loosing the toy, the whole time the tail swished from side to side tickling her thighs.
She got to the bar and ordered a large gin and slimline tonic. She looked around the bar and say that he was sitting with his back to the reception desk. There was a bench seat opposite. She told the barman "I will be sitting over there", pointing at the bench seat.
She walked to the seat and sat down hard, forcing both the vibrator fully back into her cunt but also pushing the big plug deeper into her arse. As she sat she felt the vibrator increase in speed and that, together with the plug stretching her sensitive arse and her throbbing nipples was pushing her closer to orgasm.
She closed her eyes in an effort to concentrate and hold off the orgasm, sweat forming on her forehead and top lip as her body fought her mind. Her mind was winning until the barman appears and said "your drink madam", interrupting her concentration and giving her body the chance to grasp an orgasm.
"Th th thank you" she stammered as waves of bliss flowed through her body. The barman put down the drink, sniffing as he did so and gave her a sideways look before heading back to the bar.
She could feel her cunt gushing and quickly flicked the back of her dress so that she was no longer sitting on it and so it wouldn't get wet. She felt the cold leather of the seat against her naked bum and cunt as her pussy gushed her cream over the top of her stockings and the furry tail between her legs.
As she was just starting to come down from her orgasm she felt the vibrator kick up to full power - restarting her orgasm, she closed her eyes and was rocking her hips as she came forcing the big plug to fuck her arse.
Suddenly the vibrator stopped and her orgasm slowly rolled away. After about a minute she opened her eyes and saw him watching her intently. She reached out a shaky hand and grabbed her G&T and took a long gulp.