She Cheated With Her High School Sweetheart

The Kiss

One of my favorite customers / callers / lovers told me a story the other day before our role play. It’s all I can think about lately. “She cheated with her high school sweetheart”. This gentleman has been married for over 20 years to his beautiful, school teacher wife. He always speaks very highly of her and her innocence. They have been together since college and he loves that she has only ever had him inside of her sweet pussy. My fantasy lover calls her a “goody two shoes”. I am always this wife, of his that he adores, in our role plays.

When he asked me if he told me that she had kissed her high school sweetheart back in October and then just told him about it a couple weeks ago. I let him know I would definitely remember that and so “no” he did NOT tell me. Her old flame has a restaurant and she sometimes does some catering for him. He said that it happened at one of those events she had catered. I was in such shock that this pure and innocent woman could do this. My mind could not accept that she cheated with her high school sweetheart but my pussy was dripping as he continued.

The Cliffhanger

It only gets better though. He said that after she confessed to the kiss that he had heard from a friend that her high school sweetheart is telling people that they FUCKED. As of our last call he had not told her that he knows that John is telling people that his cock penetrated her sweet pussy. This is, by far, the most epic cliffhanger I have ever been privy too. Needless to say, I can’t wait to hear from him again. I had asked him what his plan is to find out the truth and he didn’t have one yet, but I know he can’t sit with it for long. If she cheated with her high school sweetheart it will be heartbreaking but if she’s didn’t, that man need’s a big dose of karma.

As he’s telling me this, I can hear the heartbreak in his voice and the cum filling up in his balls. I’m sure she had only ever bred to give the gift of life. If, after an event, he shoved her against a wall, placed a hand around her neck, hiked up her sundress and entered her forcefully then we have some huge issues. The biggest issue, in that moment was my dripping wet pussy from the thoughts of it. When I think about her beautiful pussy lips stretching over a cock I get wet. But when I think of her getting stretched and pounded by force I get soaked. Either scenario means she cheated with her high school sweetheart.

The Role Play – She Cheated

Apparently, the thought of John forcing his wife turned my customer on too. Because that is exactly what he proposed for that day’s fun. My body shuddered with anticipation. I couldn’t believe that he could do this right now considering this is his real life. In the roleplay I would be his wife and he will be John. He proceeded to tell me that he wanted me to go to John’s restaurant to tell him that we can no longer be friends. When John asks me why I will let him know it’s because I know the rumor he is spreading about me.

She cheated with her high school sweetheart so punishment was needed. The role play began when I knocked on the office door after the restaurant had closed and everyone was gone. John greeted me with lust in his eyes. I told him what I came to tell him. When I was done, he walked around the desk, grabbed my arm and pulled me into him. He said, “oh Cherie, you can’t deny that we’ve been fucking in our own heads for the last several months”. In character I said, “John, what are you talking about, you know I love my husband and I would never risk my marriage”. He reached down under my skirt and discovered I don’t wear panties.

In the role play I resisted with all my might but John overtook me and took what he wanted. My customer fucked my pussy so hard on that call. He stretched and pounded until he let out the most guttural growl and released his seed inside me. My pussy spilled her juices all over his spent cock in that moment and we laid satiated in our rhythmic breathing.

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