The Match-Maker Madam - Sex Stories

The Match-Maker Madam

... time. I'm meeting her at six tonight. We're going to have a drink, go out to dinner and then drift back to my place. Does that meet with Mother Hen's approval?" he laughed. "Tommy, she's the daughter I never had. She's been so good in the business. I want the world for her. You two are perfect. No two parts could fit better together than your cock and her pussy. I know for a fact since I fuck you both. She comes home from dates with you and gushes all over me like a lovesick calf!' Tommy got out of bed and went over and retrieved a small box from his jacket pocket. "Does this meet with your approval?" he asked as he handed her the box. "Oh God, Tommy, you must love her!" The ring in the box had an enormous diamond, shining like the sun! "I do. But, Bella, sweet friend, what happens to us? And you and Micky? I know she loves your pussy as much as I do. Are you okay? I've been having you for twenty years. I know every curve and slot in your body. I've been in every hole. I love you too, Bella, but differently. You're more like a friend with benefits.” "Oh, Tommy, honey," she said as she cuddled his head to her breasts. "We can work something out. I love Micky as much as you. I have never loved a woman's body like I love hers. She does things to me no man can, baby, not even you. You marry the girl and see what develops. Who knows?" "After you marry her and get through fucking her silly let's see what she says, okay?" "I couldn't cheat on her," he said, frowning "I know you ...

... wouldn't, Tommy, but maybe we can keep it all in the family, so to speak." She tugged at his cock as it hardened again. "One more for old time's sake?" Tommy groaned, lay down flat on his back, and Bella rode him to as big an orgasm as he ever had with her. It was a fine 'Goodbye-lover.' fuck. Tommy Sullivan and Bella Rossi met in high school over twenty years before. They had been a 'thing' ever since; neither of them had ever thought of moving in together or settling down. Marriage wasn't Bella's style, being the madam of the best little escort service west of Chicago. Tommy had gone into the auto parts business out of high school and now owned a chain of over twenty stores. Bella, on the other hand, ran a 'chain' of over twenty high-priced hookers. The friendship with benefits suited them both just fine, as the demands of building a business occupied them both. Bella's girls became her dear friends. She recruited them and protected them until they worked out of the enterprise to marriage or other careers. Being a whore was not a life's vocation. The toll was too great. She made sure the non-marrying types went to school and saved their money, so when the years took their toll, they had an exit plan. The marrying girls, well, Tommy was about to find out. ***** Just after dessert, following an excellent dinner and a bottle of Micky's favorite wine, the waiter reappeared with an ice bucket and a bottle of champagne. Micky looked at Tommy. "What's the occasion? It's not my ...