I love watching my sexy 36 year old schoolteacher wife with her well hung, older, former boss. They had an affair a few years ago when she taught in his school. She's 36 and he's 60. I find the age contrast between them very hot. She was in her mid 20's when the affair began and it lasted until she was 30 when we moved. It has now become a regular thing again between them with my blessing. He usually visits every month for a long weekend.
She swears they never "actually had sex" during the affair but was always evasive when I would ask her about her relationship with him, saying they were just good friends. but I was certain that they were having sex because there were just too many little hints that just could not mean anything else. He eventually told me about the details of their relationship. This "Not Knowing" for sure is what made me start to fanaticize about her with him and now makes this whole thing so hot for me.
Their affair ended temporarily when we moved 6 yrs ago to calif. She was pregnant when we moved. She said she was pregnant from me, she had gone off birth control about four years before, saying her Dr. wanted her to. I was mostly in calif where we were moving, so the few times we had sex I used a condom. Right before we moved she told me she wanted to get pregnant. We only had sex once without a condom before she told me she was pregnant. I knew he must have impregnated her because from the time she told me she wanted a baby till she gave birth was only 7 months.
Initially I was hurt and angry, but those feelings were soon replaced by arousal thinking about her with him. I decided not to even tell her that I was convinced it was his. Instead I started to fantasies about them together and over time I even shared the fantasy with her. When my wife and I first talked about this she denied wanting to do it. But a couple of times I heard her masturbating when she thought I was asleep and whispering his name so I knew she really wanted it to, but was just hiding her true feelings. Eventually it led to us all talking and eventually meeting for a weekend in Vegas to see where our fantasies would actually go. He and I also talked a lot about their past the night before she was with him again in Vegas. The next day we met him and they spent the weekend together to give all our desires a chance to be explored.
One of the most exciting parts of the weekend for me was when he told me about their past is such great detail.
He told me that she resisted any penetration for the first year of their affair even as things got more and more sexual between them. Then he said they were out of town at a school convention and as she was giving him oral sex she took a condom and put it on him. He obviously knew that she wanted him to penetrate her. He said that within the first few strokes, she told him to pull out. He thought that she was having second thoughts, but instead she pulled the condom off of him and told him she wanted him to cum inside her. Hearing that almost made me loose it.
Before that out of town trip, I saw sexy bras, panties, the condoms, and douche in her luggage, so I knew she must be having sex with him.
That same night before our next day meeting with him, in addition to my time alone with him, she and I went shopping for the things she wore to be with him. I chose a bra and panties that were very much like the ones I saw in her luggage. I wanted it to be just like I was a voyeur to their past affair. And then him telling me the hot details I had fanaticized about was the icing on the cake. He had kept the panties she was wearing the first time he fucked her and as we talked he handed them to me. He said that since we had moved he would often masturbate playing with her panties and thinking about her.
He said that before the first time he penetrated here....... it all started as a work friendship that turned romantic and then sexual. He said it started with just making out and masturbation but gradually increased to everything except penetration.
