Helping my quiet and timid son

I'm Pamela 57 married to Ronald and we've 3 children 2 boys and a girl. The middle child is Alexander 23, he has always been shy and timid especially around strangers and most of all women outside the family. His older sister use to bring her girlfriends home and terrorize Alexander for fun. Till I stopped her allowance for a month, so she stopped. But the damage was done and I took Alexander for professional help, it help bring him out of his shell, But not the extent I wanted, I heard that when boys/sons start engaging in sexual relationships their whole outlook in life changes. But Alexander was too timid to even ask a girl out, little chance of him having sexual relationship with a woman. I could've fucked himself I suppose but that wasn't something I thought would improve his relationships women outside the family. As a family we're quite well off and have servants. I was sitting and our maid Carmella 34 came in with my morning tea. I wouldn't normally take much notices of her looks. But Carmela is widowed and no children as far as I knew and no relationships either. She had come to away from the drug wars in her country. I got an Idea I could get Carmella to fuck Alexander and that I hoped would bring him out of his shell. I knew I could Carmella to fuck Alexander, but getting Alexander to take part was another matter. If I took Carmella into his bedroom totally naked, he would probably jump out the window and run away. But first things first Carmella I asked her straight out about fucking Alexander and with money to seal the deal she agreed. Alexander would be harder, luckily I paint as a hobby and have painted Alexander before several time including almost naked. Wearing just sheet like a roman, so I asked him again to pose for me in a similar manner. He agreed and I got him just in sheet and laying on bed in my studio. Then when he was in place had Carmella join him on the bed totally naked. He was a little freaked out, but settled down with my telling him to relax it helped that he was use to Carmella. He also showed a good sign to me, he got a hard-on and it made a tent in the sheet. I got Carmella to stroke his body and then play with his hard cock. I succeeded in getting him fucked by Carmella, but I knew once wasn't going to be enough. It took 7 sessions with me present before Alexander got enough courage to make a move on Carmella himself. Which was when she went into his room to make the bed and he asked her for sex, she of course agreed and I was looking for her to make another time for a session with Alexander and found her being fucked by him in his bed. I was delighted and left them at it, Alexander kept fucking Carmella and Carmella alone. But just when I was thinking of finding another woman for him, he started to date our neighbor daughter Elizabeth 21 similar to Alexander quiet and reserved. He still regularly fucked Carmella and I kept paying double as we had arranged. Money well spent, then last February Dunstan our neighbor came to see us. Alexander had started fucking Elizabeth and had gotten her pregnant, I almost shouted out in excitement, but was jus able to stop myself. My husband David was shocked and at first thought Dunstan was mistaken. I said I've seen them together quite a lot and I've also seen them kissing. So David accepted it as fact and Alexander and Elizabeth are to marry in June and will live with us still and attend the university to finish their courses. Whether or not Alexanders keep fucking Carmella isn't a problem as she can't have children to a botched abortion year before. As long as she works for us she will still get double pay. I had made one mistake I hadn't taught Alexander about precautions as Carmella couldn't children it hadn't been something I had thought of. But I really love Elizabeth.