I get my haircut about every five weeks and I've been going to my local barber, Joe, for about six years. It's a one-man shop in our local shopping center and I can drop in late in the day and Joe always looks after me well.
This day I called in right on closing time, as usual, and found to my amazement that Joe was not there, behind the counter stood a lovely looking lady, probably in her late twenties. She gave me a quick look of annoyance as she was obviously hoping to go home and then turned on a beaming smile.
"Hello, can I help you?"
"Hi, I was going to get my usual cut but looks like Joe is missing," I replied.
"Yes Joe was taken to hospital with appendicitis last week and I'm standing in for him."
"Oh that's no good, is Joe ok?"
"Yes he is fine but has to rest for a few weeks so here I am, that is if you don't mind a lady cutting your hair?" she said, again with that lovely smile.
"Yes, that's fine by me," I said, "It will make a change, Joe has been cutting my hair for about six years or so, by the way my name is Steve."
"My name is Anne, nice to meet you Steve," Anne said as she came out from behind the counter. My eyes nearly popped as I took in her lovely figure, large firm breasts, trim waist and long legs. She was wearing a tee shirt and short skirt cut just above her knees.
"If you don't mind Steve I will lock the front door and pull the screens across. I'm a little weary and you will be my last customer today. Then I can take my time with you without interruptions."
As Anne walked to the front of the shop I saw the printing on the back of her tee shirt, "The floggings will continue until morale improves."
I grinned to myself and said, "Look Anne I don't want to put you out if your too tired, I can come back tomorrow."
Again that winning smile as she walked back into the shop after locking the door and pulling the screens across, "No that's fine Steve, I'm ok to do you, really. I'll just pop out the back for a second."
A short time later Anne returned to the shop stretching, "Ah that feels better, that bra was far too tight, much more comfortable like this."
I gazed for too long at her breasts and nipples straining at the white material and blushed when I saw Anne grinning at me.
"Ok Steve, let's wash your hair first, over here to the basin." Anne said as she turned on the water.
"Wash my hair?" I was surprised but quite willing to spend extra time with this sexy lady; "Joe has never washed my hair, but if you want to that's fine by me."
I lay down in the chair with the back of my head resting over the edge of the basin. Anne stood beside me and started to wet my hair. Looking up I had a very close view of her lovely boobs as she wet then washed my hair. Her strong fingers massaged the shampoo thoroughly into my scalp as we made small talk. Anne told me that she liked working as a hairdresser's locum, she specialized in looking after small businesses while their owners took a break for illness or holidays. She explained that it was much easier than paying rent and all the other associated costs of running a small business. Some water splashed on the front of her tee shirt making the nipples even more visible but Anne just grinned and went on washing my hair.
After a thorough wash and rinse I sat in the usual chair for the hair cut. Anne obviously knew what she was doing and I was pleased with the way the cut was proceeding. It was then that I asked the fateful question.
"Anne, that saying on the back of your tee shirt, can you explain it please?"
"Hee hee, it is a bit unusual isn't it," Anne giggled, "You know many have seen it today but you are the first to ask. I actually brought it when I was in England. I attended a medieval show where everyone dressed up as King Richard or a Knight or Princess or Robin Hood, that type of thing. It was great, mock floggings, great food, lots of beer and even a spanking tent where you could get your own bottom smacked."
"Really?" I laughed, "And did you get your bottom spanked Anne?"
"Oh yes, I sure did," Again that delightful giggle, "I must admit that a good spanking really turns me on, but don't tell anyone I told you that!"
"You get turned on by a spanking Anne, really? I can't imagine a spanking turning me on at all."
"Well judging by the lump in your pants when I was washing you hair I would guess that you are a tits man? Would that be right Steve?" Anne laughed out loud as I blushed bright red. "Don't worry about it Steve, I would have been disappointed if my boobs had no effect on you at all."
"Back to business for a minute Steve." Anne continued, "I have to give a guy a shave before his wedding tomorrow and I haven't shaved a man for ages. Would you mind if I practiced on you, no charge of course? Are you in a hurry at all?"
"No I'm not in a hurry," I said glad of any excuse to spend more time with this delightful lady, "You can shave me, just be careful with the cut throat razor."
"Oh thank you Steve, that's very nice of you, and yes, I will be very careful."
Anne completed cutting my hair and lay the back of the chair down so she could shave my face. Again the delightful vision of her breasts was close to my eyes and well she knew it. After lathering my stubble Anne leant over me to see up close the area she was shaving. Her lovely bosom was practically on my chest at one stage and I could feel the blood rushing into my cock under the protective hairdressing sheet.
"Getting hard again Steve?" Anne asked mischievously as she completed the shaving and wiped the excess soap away, "If you aren't careful I'll have to give you a spanking!"
"Give me a spanking as well as a shave?" I liked the way this conversation was going and decided to test the waters, "You wouldn't dare!"
"Wouldn't I?" Anne laughed again as she removed the protective sheet. "I'm game if you are, you never know Steve you just might enjoy it!"
As I rose from the chair Anne walked backward into Joe's private room, her finger beckoning to me to follow. I grinned and quickly joined her in Joe's office.
"You are really serious aren't you Anne?" I questioned.
"Oh yes Steve, I sure am!" Anne said as she pulled a chair into the center of the room and sat down, "Ok Steve, drop your pants and over my knees!"
"What? Drop my pants? You must be joking Anne!"
"Come on now, don't be bashful Steve, leave your undies on, this will be fun and who knows where it may lead?"
The last few words were the clincher so I quickly took off my shoes and dropped my trousers. With a little trepidation I bent down, positioned and then settled myself over Anne's slim thighs.
"Very good Steve," Anne cried out with delight as she lifted up the tail of my shirt, "Oh a virgin spankee, my first deflowering!"
Anne's laughter echoed through the small office as she placed a hand on my arse. She bent her head down and whispered in my ear, "You behave and do what I say Steve and you can spank me later - on the bare!!"
With that statement I made a silent promise to obey Anne's orders as she started to lightly spank my arse cheeks and upper thighs. I thought to myself this is easy to take, it doesn't hurt at all, little did I know of what was to follow.
Slowly but surely the pressure of Anne's spanks started to increase and although most of them were through the cloth of my undies there was already a slight sting to each swat. There was utter silence in the room except for the sound of Anne's hand making contact with my arse, the sounds of the spanks slowly growing in intensity. I was now starting to wiggle around a little on Anne's thighs so her spare hand now pushed firmly into the center of my back. Then she paused and I thought that it may be over, but then I felt her hand grasp the elastic of my undies and pull them down. I decided to cooperate and raised my hips to assist and heard Anne mutter "Good boy" as she pushed the undies down past my knees and off over my feet. Her hand slid up between my thighs firmly pushing my thighs apart and then resumed the firm spanking.
"Ah that's better Steve, now I can see the effect my hand is having on your skin. It's already a nice pink color but I'm going to turn it red."
With that statement the spanks grew harder and harder and I was calling out after each swat.
"Whack" - "Ouch", "Whack" - "Owww", "Whack" - "Shit that hurts!"
"Don't be a wimp," Anne ordered, "There's still a lot more to come!" Then she bent and whispered to me, "If it really gets too much for you call out 'red', that is your safe word."
After some more hard spanks, which stung quite a lot Anne, stopped and said, "This is stinging my hand too much Steve, stand up for a minute."
I obeyed the instruction and stood up, my hard cock standing straight out in front of me. Anne looked at my cock and then at me with an 'see I told you so' look on her face then turned the chair around so that the back was in front of me.
"Take off your shirt, bend over the back of the chair Steve and grasp the seat." Fearing the outcome but nevertheless looking forward to turning the tables on Anne I obeyed. "Good, don't move, I'll be back in a sec."
I heard Anne's footsteps move into the shop, a drawer open and close and then she quickly returned. She stood behind me and suddenly "whoosh", a leather strap burst across my arse cheeks.
