Judy led me to her bedroom; she seemed relaxed about having sex with me. I was nervous, as this was my first time. Thank God, she’d sucked me off. I loved the sensations she gave me when she did that, and I knew I would last longer when I was inside her.
Judy knelt on top of the bed as she looked at me so suggestively, “Darling, if you lie on top of the bed, Mummy will go on top of you and ride you like a cowgirl? Mummy is relaxed about doing this way for the first time, as her neglected cunt has had no cock for so long. So, lie back and enjoy what Mummy’s going to do to you.”
I told Judy to take me anyway she wanted. As Judy squatted over me, she slipped two fingers inside her juicy pussy, “Darling, just looking at your gorgeous monster cock makes me so wet, I’ll be able to take you so easily. Mummy is going to put you inside her slowly to begin with. Once she knows she can take you, she’ll take you deep and hard. Relax and enjoy.”
Judy teased her clit with the bulbous head of my cock, then positioned the head in the middle of her gorgeous sex slit. She pushed down on me as I slid inside her; I felt the warmth of her cunt walls as she took me deeper and deeper. I felt the head of my cock something inside her, I didn’t know what it was, I also felt her pussy lips were wrapped around the base of my cock, Judy gasped with pleasure and said, “Darling, the head of your monster cock is hitting my cervix, it’s never happened before. Mummy feels stretched, but it feels so good. I think I’ll call you Mummy’s big boy now, let me get a rhythm going, as I want to feel you spurt against Mummy’s cervix.”
Judy was gripping and releasing her powerful cunt muscles. The sensations this was giving me were incredible. She’d told me she was stretched, and she was comfortable with it. I tried something, as Judy pushed down, I pushed up, I could feel I was going deeper, “Darling, Mummy loves it when you take her deep, let me adjust my hips so I can take this monster cock deeper. How’s it for you, darling? If Mummy does something you like, tell her and she’ll keep doing it for you.”
How I lasted fifteen minutes of this, I don’t know, but ten minutes into my first penetration, I started caressing Judy’s huge clit, Judy pounded my cock, crying out a lot of naughty things, “This is the best sex ever for me. I love your gorgeous monster cock. Mummy’s so close, let’s cum together, let’s make this special. Spurt on my cervix, so Mummy feels it. Cum for Mummy, I’m cumming.”
We both climaxed within seconds of each other. I thought, fuck, I’ve lost my virginity, and it feels so good. Judy’s whole body was shaking; she was having a very strong orgasm. She leaned down, we kissed so passionately as Judy still kept gripping my cock, “Darling, you’ve given Mummy the hardest orgasm of her life, I can’t believe how good that was, now let’s get up and I’ll cook you a lovely meal. I’m so happy we’ve done this.”
The weekend was sex, sex and more sex. Judy loved everything; every day was a learning day. She started dressing in micro-miniskirts for me with Boudoir Lingerie; she was getting me so aroused. Monday arrived, and I took my time selecting the diamonds. When I completed the order, I knew I had chosen every stone perfectly.
When I got home, Judy was dressed provocatively. On Tuesday, we learned that Percy’s prostate was benign. This was a great relief to everyone, including me, as I knew I could learn so much more from him.
The next three months were wonderful. Percy checked the diamond order. He smiled and said, “There’s not a stone there that I wouldn’t have bought, Barry, you’ve done well.”
Every night, sex with Judy was incredible; there wasn’t a position we hadn’t tried. Judy loved anal as the head of my cock stimulated her G-spot and gave her a powerful vaginal orgasm. She even confessed that she had become addicted to my monster cock.
The way I changed the website, the more business we were doing on it. I found a sizable quantity of pink diamonds in one storeroom. When I asked Percy about them, he told me, “Barry, thirty years ago, I made so many millions in that year. Ruth had always wanted a pink diamond ring and earrings. I bought them for two hundred a carat. Today, they’re a hundred thousand a carat; a twenty-karat ring would cost you two million. There’s a lot of money in that storeroom.”
I suggest putting them online, as we’d be one of the few jewellers offering them, and that’d give the website more credibility for quality. Percy agreed to it. The most visited page on our website featured a 25-carat pink diamond, valued at £2.5 million. We were now selling one of these every month.
My salary was now ten thousand a week; few nineteen-year-olds earn that sort of money. Mum’s birthday was coming up, so I told Percy this and asked what the price of a Carat would be for a pink diamond?
He looked at me and said, “Barry, I owe you; you’re now running this business. The turnover is incredible. This is a private company, with Ruth, Judy, and me as the sole shareholders. We’ve discussed it, and we all agree that you should be a shareholder. I’m going to put this in place.
Regarding the price of a carat of a pink diamond, it will be what I paid for them, two hundred pounds per carat. Please take a 25-carat pink stone for the ring and matching five-carat stones for the earrings. Your mother will appreciate your doing this for her.”
I shook his hand and said, “Percy, thank you so much. I will work so hard for you.”
I went to the stockroom and picked the twenty-five-carat ring stone and the two five-carat earrings, which were a perfect colour match. In the stockroom, the best technician was there, and we went to his workspace. We decided on the style of the ring. He measured my pinkie, which was the same size as Mum’s ring finger. Two hours later, he brought them to my office in a beautiful presentation box. He said, “The colour of the ring and earrings is perfect.”
I thanked him. Percy came into the office, I showed him the finished pieces of jewellery, he smiled and said, “Barry, you have picked good stones. I’ll work out what you owe me. Please pay me in cash, as I don’t want this transaction going through the books.”
Mum’s birthday was two weeks on Saturday, which suited me perfectly, as last year it was on a Monday. There’s an Italian restaurant close to where Mum lives. She wanted to go there. I didn’t drink and drove back to Judy’s after the meal. This year, I’d ask Mum to give me a bed for the night, as I’ve so much to tell her about how successful I’ve been working with Percy.
Percy was now only working mornings, as was all the diamond trading I was doing. Percy had slowed down now; he’d been to the doctor, as he was now regularly short of breath. His lungs were only functioning at 20 per cent. He continued his heavy smoking. Judy told me that Ruth had told her the doctor had told Percy that if he didn’t stop smoking, he wouldn’t be here in six months.
The day after Judy told me this, Percy began sharing very private details about his business with me. He’d inherited it from his father. Judy’s father had helped him in his early days. Percy had made him a director, as well as his wife, Ruth. When Judy’s father died, she inherited his shares and also his directorship. Percy told me that Judy knew a great deal more about diamond trading than Ruth did.
One afternoon, Percy called a board meeting. They agreed that I would become a director. They usually had a board meeting once a month. Percy changed that to weekly. I knew then that Percy knew he was dying, and he was preparing me to be his successor. The night after my first board meeting, Judy told me that Percy had informed Ruth and her that I’d be the next boss.
I had been so busy with things that I hadn’t had time to ask Mum about going out on her birthday. I’d told Judy about it, as she’d heard through the grapevine that I had some pink diamonds and was happy I was giving them to Mum. In addition, I informed Judy that I would spend the night with Mum because there was so much to discuss about what was happening in my life.
I sent a WhatsApp message to Mum: “Hi Mum, I hope all is good with you. I’ve been so busy for the last few months. Your birthday is next Saturday. I’d love to take you to Enzo’s for a delicious meal. Is this good for you? I don’t work on Sundays. We can walk to Enzo’s. So I can drink some Champagne with you, can you give me a room for the night? There’s so much I have to tell you. I’m now a director of all of Percy Goldman’s companies. Let me tell you about everything on your birthday. I hope you’re free to go out that night. All my love, Barry xxx.”
It took Mum two days to reply to me. I hadn’t noticed, as Percy had asked me to give him a report on the Goldman Jewellers shops, as the online sales were so high now. The shops were all still profitable, but the website made it so easy for the customer to get exactly what they wanted.
Mum’s message read, “Dear Barry, please excuse me for not replying sooner, as I hardly look at my WhatsApp messages now, as you were the only one who sent me any. What a pleasant surprise to find it now. I’d love to go to Enzo’s a week on Saturday with you. They now have a little duet giving a dinner dance on Saturday nights. As soon as I read your message, I booked a table for two at seven.”
“I’m so happy about your promotion. Are you enjoying being a diamond trader? Are you still living at Percy’s house? Have you got a girlfriend yet? I think of you every day. I enjoy living in the new apartment. All the work at the big house is gone. A bedroom is reserved for you, and it will always be available. Can you be here at three on Saturday afternoon, as that would give us a chance to chat? I will go out and buy a new outfit tomorrow for our big night out. Thank you for inviting me out on my birthday. Message me when you can, as they brighten up my day. All my love, Mum xxx.”
I replied immediately, “Mum, I’m looking forward to Enzo’s new dance on Saturday night. Yes, I’m still living in Percy’s house, but I’m working a lot harder now that Percy is only working mornings, as he has some health issues. Every day I’ve got to work, so there’s no time for girlfriends apart from Sundays, and I love to sleep on a Sunday. Being with you at three is good for me. However, I will need to buy some casual clothes as I only wear business suits when I’m working. How would you like me to dress for you on Saturday? All my love, Barry xxx.”
Since Judy had told me about Percy’s illness, things had changed a lot at the granny apartment. That’s not entirely true, for three months previously, Judy hadn’t wanted as much sex. I honestly thought we’d both overdone it, as for months we were three or four times a day, now we were down to three or four times a week.
Judy kept saying she was getting old, and she was spending a lot of time in bed sleeping. Ruth wore a very distinctive perfume, which she had purchased from a small, independent perfume house in Grasse. Recently, I’d smelled Ruth’s perfume in Judy’s bedroom a few times. I wondered if there was something about Judy that they weren’t telling me. However, Judy was still cooking and taking care of me as usual.
Mum had replied, “Barry, great, you can be here at three on Saturday. I’m so proud of you getting that promotion, and you’re now a director of Goldman Jewellers. Does Percy have any children? Saturday will be a fun day for me. I’m another year older, but I don’t care. I popped into a couple of boutiques today and found a lovely pink cocktail dress that felt incredibly comfortable. The dress felt moulded to me. The only problem with it was that it came to my mid-thigh. I didn’t know how you’d react to your Mum in a miniskirt, so now I ask the big question: would you feel comfortable seeing your Mum in a miniskirt? I’ve asked them to hold it for me. Let me know what you think as soon as you can.”
“You should have a girlfriend and be out at discos or clubs. The years will fly past. At your age, girls are part of growing up; you should be out enjoying yourself. Let me know if you’d like to see your old Mum in a miniskirt? All my love, Mum xxx.”
Mum had written this at ten to twelve last night, and I’d picked it up at five to eight in the office. Percy wasn’t in; he was now starting later and finishing earlier. I wondered how I should reply to Mum; I laughed to myself, with her writing, girls are part of growing up. She did not know that I was involved with a seventy-two-year-old woman who was utterly obsessed with me. It made me happy that Mum would wear a mid-thigh miniskirt for me; now I was thinking how far I could push her. The pink cocktail dress would complement Mum’s ring and earrings?
“Mum, a couple of things: we’re both adults. You have a voluptuous body. Please get and wear it for me on Saturday night. Second, you’re not my old mum. Look at Percy and Ruth, his wife—there’s seventeen years between them, which is nearly the age difference between us.”
Now I put in the risky part of my reply as I was aware the sexual activity between Judy and me was slowing down. “Of course, I have needs and urges, but my work comes first. I must ask you the same question: I’ve never known you to date anyone in my life. Why don’t you date someone? You’re a beautiful, intelligent, and busty woman. Do you have the same needs and urges as I have? I’m looking forward to Saturday night. Percy and Ruth have no children. All my love, Barry xxx.”
How would she reply? I did not know how she’d respond. Using the word busty could swing things, as telling your mum she was a beautiful, busty woman was not everyday mum-son talk, nor was asking her if she had the exact needs and urges as you.
My day flew by. Percy only stayed for an hour and a half. I was entirely in control. I had placed the weekly diamond order. Online sales were rocketing, as the shops were now being used as pickup points. It was apparent that the online and offline businesses were merging. I had two emails to reply to before I could get home.
My phone beeped. Mum had replied, “Darling, thank you for that lovely message. I wasn’t aware of the age difference between Percy and his wife; it doesn’t surprise me, as wealthy older men prefer, as you put it, busty younger women. On Saturday, I’ll be thirty-six. I wouldn’t be interested in a man seventeen years older than me.”
“Darling, I had you when I was eighteen—all my life I looked after you. It was a tremendous loss for me when you started working with Percy. I haven’t been on a date since I had you because you were my life. Selling the big house and then moving into the apartment was a significant event in the last year. We all have needs and urges. That’s part of life. I trust you completely, Barry, but I’d rather not discuss it here. There would be no problem with my chatting with you about the birds and the bees, but I’d rather not write about it here. I’m not a prude; I’m very open-minded.”
“Thank you so much for letting me get the pink cocktail dress. Everything I will wear on Saturday night will be pink, including my pink silk stockings and pink three-inch heels. I also bought a gorgeous pink leather micro-purse, which will hold my makeup and essentials. Darling, it occurred to me I’m putting a lot of thought into what I’ll wear on Saturday. It was like I was going on a date, so on Saturday night, you can be my date. I’d love to hear your thoughts about that idea. I can imagine Percy looks at you as the son he never had. Write soon, with all my love, Mum xxx.”

Being Mum’s date, that was a thought. I’d been giving some thought to what I’d wear and had bought some Ralph Lauren shirts and chinos. Judy and I had never dated, so Mum was going to be my first date. When I replied to her, I would tell...
