Chapter 1

Cindy's 50th Birthday

Cindy turns 50 on Saturday 14th Sep. I planned out a special birthday gift to celebrate this special occasion.

About Cindy and me

I has met Cindy on OkCupid first when I lived in California. We started chatting and slowly became intimate over the internet though Cindy lived in NYC. The one thing that drew and hooked me to Cindy initially was her smile. She has the best smile I know of, and I relish her beautiful oceanic eyes. Kissing her with my eyes locked into her deep eyes is an experience I am looking so much forward to.

Cindy is a 49 year old blonde who has a shapely, ample and curvy tight body of a woman in her sexual prime and a teenaged girl with a well-proportioned tight body is nowhere close to the charm and sexuality she exudes. She has long blonde hair which she keeps down and deep oceanic eyes. It is impossible to guess her age - she seems more like a woman in her early 20s. It seems she doesn't think she is sexy enough but I always feel that she is hotter than most teenaged girls in their prime. She has all the curves and is soft in the right places. Her perky 36D breasts with large, round nipples look very enticing on her. Her breasts are very well shaped, firm and rounded. The nipples seem to decorate them well indeed. With no hint of any sag, these breasts are always attracting attention of men making them dream of fondling, caressing and sucking them.

We slowly got intimate and spent many evenings chatting on the cam. Cindy would be home after work and would have just showered and unwinding for the day, watching TV. We would talk of so many things like work, her day schedule and general stuff. She would smile occasionally making me horny. Then she would herself get in the mood knowing very well the effect of her on me. On many occasions, when we just started chatting, I did show her my hard on right away to let her know that just seeing her smile made me instantly hard. She would get in her bath robe, and then get her dildo named Jim out. She then smilingly spread on the sofa, put the cam between her legs and start giving Jim a real workout. It was an awesome sight to see her fully spread out playing while she used to see me jerking off rapidly. We came together so many times ... she so much enjoyed making me moan and cum and liked to watch me shoot my load all over the place. Sometimes it so happened that she peaked really quick seeing me jerk off while I was still stroking myself - in such a case she would come close to the cam and watch my handjob making me feel like I was cumming all over her beautiful face. As soon as I cummed she smiled and waved at me.

Cindy brought a lot of joy to my dull and boring life. I worked very hard as a computer programmer and the startup I was working for was at a very critical stage. I had no social life other than my laptop - Cindy was my only distraction and I must admit it was seeing her and thinking abut her that made me over come the hard days we were facing. Fortunately, the startup took off and we were soon acquired by a big company for a princely sum. I was rich, but it did not mean much to me as soon I came to know that I had cancer. I had a short time ahead of me. God had been very kind to me and I was blessed with a lot of wealth but I never got a chance to meet Cindy and now I was unable to meet Cindy in person due to all my health issues however Cindy had left a lasting impression on me and I have been very grateful to her for touching my life. With this in mind, having no budget constraints, I planned out a special 50th birthday for her.

The start

14th Sep was a Saturday and Cindy had taken off from 13th to resume work on the 24th. She had 11 clear days free from any work and when she told me she had not finalized any engagements or celebrations, I discussed my proposal with her and it all started at 9AM on 13th.

There was ring on the door of her flat and there was an envelope which was delivered - it contained a brief note for her to reach the airport (there was a car waiting downstairs) and a single ticket to a flight taking off at 11AM to Borley in Russia. Cindy was instructed not to pack any clothing, just her handbag and passport. Cindy simply locked her apartment, took her handbag and got into the car. The trip to the airport, immigration and flight boarding were all uneventful. The flight was for long but Cindy was comfortably accommodated in the first class and well attended to.

Borley is a small town in Russia and there was again a warm limo with a respectable driver waiting at the airport. Cindy got into the limo and the trip took around an hour. Cindy enjoyed the scenic natural beauty along the way. It was clear she was being taken to city outskirts – the drive was long and she dozed off for a while. Soon Cindy opened her eyes to find herself heading into a castle in the middle of a large lake of water. The car stopped in the atrium of the castle and the doors of the car were opened. As soon as Cindy got off the car, the car went away.

(I had a friend who was Russian and he introduced me to Borley. Borley was a small town with a castle and was under the control of an oligarch who was my friend's father. It was easy to anage all the arrangements in Borley thanks to my friend. We had no reason to worry about anything we were planning to do.)

There was a butler waiting for her at the gate. He was dressed formally and seemed to be more than 80 years in age, though he seemed to be very fit and active. He said, "Welcome to your 50th birthday celebrations. Master Jim has made intensive preparations for the next few days. Please hand over your passport and purse to me. I assure you that your belongings are in our safe custody and will be returned back to you when you depart. This castle is exclusively for our use and has facilities like a heated pool, tanning bed, tennis court, football pitch, 20 luxury bedrooms and a staff who will work in the background to take care of your laundry, food and other needs. In order to have a seamless experience please do not try to contact any of the background staff and channelize all your requests via me. I am available 24x7 and you can just yell Howard to get me come to you. This facility is under complete audio and video surveillance and your safety and comfort are of paramount importance to us. I would request you to take a shower and make yourself comfortable to rid yourself of the travel fatigue. Let me escort you to your room."

The room which Cindy reached was a large room and had good heating, top class bohemian furniture and was oozing off rich luxury at every corner. It resembled a Victorian theme and it was clear it was a very comfortable place. Cindy was directed to a shower area by Howard who said, "There are two rooms in the shower – please take off all your clothes and leave them on the floor in the first room before you enter the shower in the second so that we can hand over them to the laundry folks." After saying this he turned around and disappeared.

Cindy took off her top, skirt, bra and panties and parked them on the floor in the first room she entered. Then she entered the shower area and treated herself to an exquisite hot shower. When she stepped out of the shower room, she was surprised to find that the clothes had disappeared. She could not find any clothes to wear in the room and left without any choice, wrapped herself in the towel and came out into the main room. She was surprised to find Howard sitting there.

Howard immediately stood up on seeing her and said, "Welcome back Madam. Now let me explain to you some of the basic rules of the castle. On your right you will see a wardrobe that has a large collection of clothes and dresses that Master Jim has chosen for you. It also has multiple sets of footwear from heels to boots which all should fit you well as they are of your size. Master Jim has purposefully not kept any bras and panties/thongs - I am sorry that you will have to do without them during your stay. You have access to a full time beauty salon that's staffed in the background but is available 24x7 at your beck and call. It has facilities for full body waxing, hair styling, massage, spa, sauna, a collection of wigs should you find use for and also full services of pedicure and manicure. They work 24x7 and are always waiting for your orders. I would suggest that you use their services fresh after the shower. For the first set of activities, you just need to lie down and let them work out the schedule Master Jim has chosen for you."

With this he clapped his hands and suddenly two women appeared. They were rolling a large cart which seemed to have the full kit of cosmetics. Howard turned around and disappeared again, and one of the women guided Cindy by hand and seated her on a chair. Cindy tried to make the women talk, but they did not utter a word – it seemed those women did not speak english but they did understand what Cindy was asking them to do. They took away her towel as she sat on the massage chair, and then did a full body wax. Surprisingly the waxing was relatively painless. They also waxed her pubic hear but left a small tuff of hair on the top. Then they applied lotion on her whole body, manicaured and pedicured and then painted her fingers and toes nails, styled her hair and applied make-up to her face with lipstick, eye liner and mascara. Then they disappeared as they had come without making much noise. Cindy glanced at herself in the mirror on the wall – she looked exquisite - a very elegant lady and her new hairstyle with a tuff of hair on her forehead made her look a lot different and younger. She found a silky bathrobe on the chair they had left behind which covered her till mid thighs and was well fitting - Cindy put that on, tied the lace at her wrist and sat on the chair waiting for the next thing to come.

Howard entered again and this time he was followed by 5 men, all completely nude. The formed a horizontal line after entering the room and stood behind Howard. All the men had a nice muscular, firm body with six pack abs and firm hips and all of them were fully shaved other than their well-trimmed pubic hair. All of them had a number (1 to 5) written on their chests via a permanent marker. Cindy could not help noticing that they were well endowed with large, thick cocks which could be made out even though their cocks were hanging flaccid. All of them looked like male models from a TV show and were staring at the floor as Howard spoke walking across back and forth parallel to the men in the line.

"All these men are Master Jim's gifts for your birthday celebrations. He as handpicked all of these men for you. I assure you that all of these men have been tested for diseases and are completely safe for any known sexually transmitted infection known to man. All of these men are here out of their free will, have signed extensive legal contracts to protect your privacy, are either UK or US nationals and have been with us for the last 5 days. They have been in a 24 by 7 camera monitored facility for the last 5 days and have had absolutely no sexual activity, including masturbation since they came in here. Master Jim wanted them to be completely ready for you when you came here. None of these men will try to force themselves on you at any cost – they will pay dearly if they even try as they will be prosecuted and punished severely. They are fully aware that they will not be able to go back home alive should they molest you or fail to please you while you are here. They are completely at your beck and call. They will not be allowed to masturbate in their dormitories during their stay here and so any kind of sexual relief they get here will be solely and completely at your discretion. In order to safeguard their privacy and our total command on them, they will be referred to by their chest numbers instead of their names. None of these men is over 25 and all of them will do anything to making your stay here fully memorable."

"The average width of the erect male cock is approximately 1.5 inches while the length is 5.3 inches. You may have already noticed that these men are very well endowed – their minumum erect length is 7.2 inches while the erect width is 3 inches or higher. The even numbered ones are pure virgins – 2 is 18 years old while 4 is 19 – none of them have ever even experienced a blowjob. Extensive background checks have been performed on the virgins to ensure that they are completely pure and virtuous. In addition to being virgins, these men are known to ejaculate a higher volume of semen than normal putting them in the top 0.1% of men (one in thousand) in terms of ejaculate volume. This is a trait they share with the odd numbered men. The odd numbered men are sexually well experienced and are extremely sought after by single women in their social circles for their attractive physique, sexual skills, size and thickness of their cocks and ejaculate volume. Each of the odd numbered men have been sexually intimate with many women by the time they turned 21 so you can guess how much in demand they are. These have been specially hand-picked by Master Jim so that you have the proper mix of experience and innocence during your stay here. Another trait of the odd numbered men is their extensive experience and skills while going down on a woman – we are very confident that these men will be able to provide you the pleasure that you deserve and expect for your 50th birthday celebrations."

You can pick and choose one or more men to be with at any time during your stay and the rest will retire to their dorms till called for and will always be at your beck and call. You will be pleased to know that all of these 5 men have rated your beauty and sexuality as 9.5/10 or higher out of 500 odd profiles they were shown of the women they would like to be intimate with. It's obvious that they find you very attractive and sexually irresistible. All of these men prefer mature, older women and the odd numbered ones are hit on regularly by cougars and milfs to be their boy toys. Master Jim recommends not using any contraception including condoms as these men are disease free and since you are post menopause, there is no risk of any unwanted outcomes. Master Jim has informed these men that you are very demanding sexually and these men would try their best to meet your standards. They are instructed not to compete with each other for your favours and will be rewarded on the basis of the acts they perform to pleasure you. Their pay out during your stay is dependent on the number of times they are able to cum – since they are not allowed to masturbate, they can cum only with your permission inside your pussy, mouth or anus and each of these ejaculation gets them $1000. In addition, Master Jim has kindly allowed them to be paid $250 for every time they cum on your body – for example your breasts or your face, BUT this has to be with your permission or your command. As an example they are free to request you to allow them to masturbate on your breasts or jerk off to your face HOWEVER it is up to you to decide whether they can do it or not. Since these men find you extremely sexy, they are free to make such requests on you however they are not allowed to repeat their requests more than once in a day and they will completely respect your decision if you do not allow them to get this relief. They will get $500 for each incident in case you give them a handjob and allow them to cum at the place of your choice."

"All of these guys have been preparing extensively for your birthday celebrations. They underwent a rigorous exercise and diet schedule for 6 weeks prior to coming in here. As soon as they came in here, all of these men were asked to masturbate to your sexy pictures flashing on the TV screens loudly moaning your name while they emptied their balls. After that they have been on a stringent vegetarian protein and fruit diet regimen comprising of apples, mangoes, oranges, pineapples and strawberry. None of the men has had any chocolate, coffee, alcohol, tea, cigarettes, meat, onions and garlic since they came in here. All of these men have been fed only one fruit along with the vegetarian proteins – for example one of these men has been only eating apples in the fruit selection for the last 5 days, the second has been solely feasting on pineapple and so on. This has led to a specific flavour of sperm build up in them so that you can enjoy the flavours in the taste of their cums should they be lucky enough to get a blowjob. So out of these, one man is apple flavour, one pineapple, one is orange, one is mango and the last one is strawberry. Master Jim has mandated that you not be told about their individual 'flavours' by these men and this be left as a sweet birthday surprise for you to discover and enjoy."