Over the next 6 months my behaviour became obsessive, and the frequency of such events increased to at least twice a week. The more frequent I did it, the more careless I became. First, I was not so careful about the way I put the lingerie back in the bag and secondly I was beginning to get cum on the lingerie. I got cum on the lingerie because I was not just wanking over it on the desk; I was actually wearing it while I was wanking. Yes, I was imagining myself as Caroline's sissy. I dressed up and strutted around in her stockings, suspenders, knickers and bra. There in my darkened office, late at night, sometimes in the early hours of the morning I would walk around in Caroline's lingerie, and then adding one of her dresses and also a pair of her shoes. I became a total sissy, but the ejaculations, when I allowed myself to cum, were absolutely fantastic; the best I have ever had. But I really could not control them by now, so from time to time I would get cum all over the underwear. The radio played the latest country hits as she stared absently at the billboards dotting the interstate. It had been about 11 AM when she and Mable set out to do some shopping in the “big city,” but after only about 30 minutes of conversation, predominately pertaining to gardening, shopping plans, and Erika’s family in Japan, long silences began to echo in the Caddy.“Erika,” Mable interjected after a particularly lengthy silence, “Do you mind if I ask you a personal question?”Erika wasn’t exactly sure where she was going to go with her “personal question,” but she was game. The events of the previous night and the seriousness of her request had piqued her interest. “Sure, no problem,” she replied.“I know that you and Charlie are in an odd situation right now, living so far apart and all,” she began. “But have you guys talked about family plans?”Not exactly sure what Mable was asking, Erika’s brow furrowed. “What kind of family plans?”“Well, dear, you guys have been married for a few.
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