Tom had left the office early as he had a wine delivery this afternoon. He loved his wines. He was a lawyer and at twenty-six was the Senior Partner of his father's firm. His father had died eight years ago. Miss Gibson, who was a spinster and an outstanding lawyer, was the Managing Partner. She was the one that ran the firm. He lived with his widowed mother. She was a Urologist with her own Clinic. She had gone on holiday with one of her girlfriends, and he had to look after himself for the next seven days. He would eat out a lot. He kept a car at the office and a car at home. He lived a two-minute walk from the station. His office was a one minute walk from the station. He did this because he could work on his iPad for twenty minutes on the train.
When he boarded the train, he saw Mrs Reid sitting at a window seat. She was one of his mother's best friends. She was a widow too. She was fifty, a couple of years younger than his mother. She was tall with a voluptuous body. Tom had fancied her for years. After his father had died Mrs Reid, his mother and Tom had gone on holiday together. Tom was eighteen, and his mother had given him an iPhone for doing so well at school. He had beautiful pictures of Mrs Reid in her swimming costume. Her vulva looked incredible. It was swollen, and you could see the outline of her slit. He had lost track of the number of times that he had masturbated looking at her pictures.
He said, "Mrs Reid what a lovely surprise to see you. May I sit with you?"
She replied, "Tom, of course. Please sit down. Dot and Jean have arrived safely. Dot told me that the hotel is excellent. She WhatsApp me a message five minutes ago. I am sure that they will have a wonderful rest there. How are you doing? If you want to come over for dinner any time, then let me know, and I'll cook for you. Do you have my mobile number?"
He responded, "Mrs Reid, that is so kind of you. I have booked a table at the Italian restaurant this evening. Would you like to join me? I don't have your number. Please give it to me."
She accepted his offer as her house was closer she invited him for Champagne at six-thirty. She gave him her iPhone number then said, "Please call me Sal, I bought a very risqué outfit this afternoon would it be alright if I wore it tonight?"
He replied, "It depends on how risqué it is. I love risqué outfits and risqué lingerie. Unfortunately, I am not seeing anyone that wears this type of clothing. Wear what you want as I will be happy to enjoy your company."
She said, "You are a darling, I am surprised that you don't have a girlfriend. You are a handsome man. I also bought a beautiful crotchless bodysuit which pushes up my breasts. Dot is the same size as me, so I bought her one too but her's is red as she loves red lingerie. I remember when we were on holiday and you couldn't take your eyes off my tits and pussy. I even bought a very tight fitting costume so that you could see how swollen my cunt was."
Tom couldn't believe that she was talking like this. It was arousing him. He smiled at her as the train arrived at the station. He helped carry her shopping bags to her house. She invited him, but he had to refuse as he had to be there for the wine shipment. He said, "I will come at six. I have an excellent Champagne being delivered which I will fast chill and bring it with me."
She replied, "OK, but you're coming here tomorrow evening for supper. Message me what you want, and I will do it for you. Tom, if you want to get to know me, then I want you to know that I am very submissive. I love to be dominated. My husband was fucking useless in bed. I haven't had one man since he died. I have had a lot of women who dominate me, and I love it. Have you any instructions for me tonight?"
He replied, "Wear the crotchless bodysuit with no panties. I want you to take my cock in all three of your holes tonight, and tonight you will stay at my house and tomorrow morning you will cook my breakfast for me."
They kissed her tongue deep in his mouth. She said, "We are going to get on very well. I am going to become your cum bag. I have an appointment with my hairdresser at eight-fifteen, so I will prepare your breakfast at seven-thirty which will allow me to go home and change into something more plainer than the risqué outfit that I will wear for you tonight."
They kissed again then he left. He arrived home and went straight to his mother's bedroom. He went through her wardrobes and found the most amazing lingerie. At her bedside table, it was full of every vibrator and dildo imaginable. He went to her laptop and switched it on hoping it didn't have a password. It didn't. Her iPhone and iPad were linked to it on cloud. She had been on a roleplay site ten minutes ago. He looked in the drawers of her desk. He found so many masquerade masks, the majority in red to complement her red risqué lingerie. He also found three USB sticks.
He put one into the laptop, they all contained pictures and videos. Then the wine arrived. He took the wine and put it in his wine cellar. He put three bottles of Champagne into the fridge and took the fast chill sleeve out of the freezer and put it around another bottle of champagne and put that in the fridge too. He then went back to Dot's bedroom. He went back to her profile. Her username was big breasted mature looking for young cock. He must be intelligent and a non-smoker over six feet tall. He set up an account and an anonymous email on Gmail.
His username was horny graduate with massive cock looking for a mature woman. His cock was hard as he was now very aroused. He went into his study and took three beautiful pictures of his hard cock.
He trimmed the pictures, so all you saw was his shaved cock and balls with no recognisable background. He sent a message which read, "Hi, Big Breasted Mature. I am a young graduate. I was privately schooled. I have never smoked. I am twenty-six. I am not into online sex, but I want it in reality. I am single and not seeing anyone at the moment. I am clean and healthy. I note that we live within twenty minutes of each other. I would also ask you to note that although penetration is a major plus for me. I love long periods of stimulation, with my tongue, lips and fingers. I love to make a cunt wet before I penetrate. If you like it hard and deep, then you will love me. I will be honest with you; please be honest with me. I love your curves. I have attached three pictures of my 'Prince' I look forward to hearing from you. Horny Graduate aka Jack."
He sent it from his smartphone. It was now time to get to Sal's. He had a quick shower then went to Dot's surgery in the house. He knew where she kept the Viagra for her patients. He took a packet which he put in his toiletry bag. He took one tablet and put it in his wallet. He arrived at Sal's two minutes later. She opened the door, and she looked stunning. Her massive tits were pointing at him. They looked incredible. She was wearing a very tight top and a very short skirt which just covered her self-supporting stockings. He said, "You look amazing. I love your push up bodysuit. It does a wonderful job. Thank you for buying Dot one if these. I am sure that she will love it. Treasure, could you get two glasses for this excellent Champagne?"
She got the glasses and an ice bucket. He poured the Champagne. Then he said pull your skirt up. I want to check that you have done what I wanted. She pulled her skirt up. She had no panties on. He fingered her hot wet cunt. They toasted each and the Champagne was wonderful. Sal said, "This Champagne is the best that I have ever tasted. Where can I buy it?"
He topped up her glass then replied, "I will tell you later. I want you to kneel in front of me. I will now take my cock out. I want you to suck him but keep sipping the Champagne as I want your mouth to be cold as you suck him."
She replied, "Yes master, I will do that. My mistress likes the same when I eat her cunt. She also likes it when there are two subs, and one is sipping hot tea, and the other is sipping cold wine."
For the next twenty minutes, she sucked his cock and balls. Her mouth was always cold. She was taking his full shaft in her mouth without gagging. She was good at giving oral. He had been topping up her glass regularly. His glass was a quarter full. On the last top up of her glass, the bottle was emptied. He said, "When you finish your glass we will go to the restaurant. If you want to bring a change of clothing with you and that will save you time in the morning."