Straight Male / 42
I really fucked up. I ran into one of my closest friend's wives in downtown Boston. She is about ten years younger than us and is a very attractive woman. She and I have always gotten along well. I saw her waiting outside one of the nicer hotels in town. I knew she worked in town for a law firm so seeing her wasn't a big surprise. The surprise was the strange guy who came out of the hotel just I was about to say hi. He said ok babe and put his arm around her and led her inside with her giggling and putting her arm around him.
I followed and saw them get on an elevator holding hands. They were kissing and his hands were all over her. I was shocked as was she when she saw me watching. Her face just dropped. I stayed in the lobby for a few minutes very upset when the elevator opened and out she came alone. She walked over to me and said she was sorry and asked me to keep it to myself until she had a chance to talk with me. I said ok and she went off back upstairs.
A few hours later she texted me and asked if my wife was at home and could she stop by. My wife wasn't going to be home for a few hours so I said it was ok for her to come by. When she showed up was clearly upset. She talked about how close she had always felt to me and how understanding I've always been when she needed someone to talk to. She hugged me and gave me a soft kiss and just rested her head on my chest.
She was so soft, so pretty, I just couldn't push her away. She told me that she's had occasional affairs because she needs an emotional charge every so often. She said that she loves her husband and doesn't want to hurt him or lose it. She said that she is very discrete and never expected to get caught. She asked me if I would please keep her secret to myself. She went on to say that she has always felt like she and I would have been wonderful together and that she has fantasized about having sex with me.
Like an asshole I just stood there as her fingers started massaging my cock. I should have pushed her away but I didn't. It felt so good. I was as hard as I'd been in a long time. She started stroking my cock through my pants til I felt her unzip me. My stomach was in pain I was so hard. She started kissing me and I kissed her back. i just wasn't strong enough to pull away.
She fished around in my pants til she managed to pop my cock out of my briefs and finally popped it out through my fly. She said oh my and commented on how nice it was. She gave me a long deep kiss and then bent down to give my cock a series of soft kisses. I was standing stiff as a board saying stop this to myself but I couldn't.
She dropped to her knees and took my cock into her mouth and started sucking me. After a minute I said enough and tried to shoo her away but she just gripped onto my hips and pressed me against the wall and sucked me harder, deeper and faster. I was saying lame shit like we shouldn't do this but she just kept on sucking and sucking. She was amazing. I watched her as she sucked, her face kind of screwed up in a super aggressive expression, he cheeks sinking in time to her sucking. Her eyes were closed and she was just a machine. It wasn't long before I felt a huge orgasm building. She could tell and focused hard on my head, sucking it hard and fast. I felt her hand gripping the base of my balls massaging me and making me squirm. I heard myself saying oh shit honey, honey and then it was upon me. I struggled as hard as I could to hold off my orgasm but it only delayed it for a few seconds. I grunted as the first spurt shot out. She let out a squealing noise in her throat but kept her mouth on my cock sucking the head extremely hard making me cum harder than I ever have before. Oh Jesus I was so drained. She swallowed all of my cum and used her mouth to lick my cock clean. I was still catching my breath when she gave my cock a final kiss before putting it back in my pants and zipping me up.
Then she said, see, cheating can just happen. It's not worth ruining our friendship and our marriages over it. She said that everything that happened today should just be our little secret and then she left. I got a text from her apologizing a few minutes later. She said she was so scared that I would tell and when we were alone it just happened. She said I was one of her best friends and hopes that nothing changes between us. Of course, I feel like a piece of shit now. I'll never say anything but I'm going to feel guilty for a long time.
I followed and saw them get on an elevator holding hands. They were kissing and his hands were all over her. I was shocked as was she when she saw me watching. Her face just dropped. I stayed in the lobby for a few minutes very upset when the elevator opened and out she came alone. She walked over to me and said she was sorry and asked me to keep it to myself until she had a chance to talk with me. I said ok and she went off back upstairs.
A few hours later she texted me and asked if my wife was at home and could she stop by. My wife wasn't going to be home for a few hours so I said it was ok for her to come by. When she showed up was clearly upset. She talked about how close she had always felt to me and how understanding I've always been when she needed someone to talk to. She hugged me and gave me a soft kiss and just rested her head on my chest.
She was so soft, so pretty, I just couldn't push her away. She told me that she's had occasional affairs because she needs an emotional charge every so often. She said that she loves her husband and doesn't want to hurt him or lose it. She said that she is very discrete and never expected to get caught. She asked me if I would please keep her secret to myself. She went on to say that she has always felt like she and I would have been wonderful together and that she has fantasized about having sex with me.
Like an asshole I just stood there as her fingers started massaging my cock. I should have pushed her away but I didn't. It felt so good. I was as hard as I'd been in a long time. She started stroking my cock through my pants til I felt her unzip me. My stomach was in pain I was so hard. She started kissing me and I kissed her back. i just wasn't strong enough to pull away.
She fished around in my pants til she managed to pop my cock out of my briefs and finally popped it out through my fly. She said oh my and commented on how nice it was. She gave me a long deep kiss and then bent down to give my cock a series of soft kisses. I was standing stiff as a board saying stop this to myself but I couldn't.
She dropped to her knees and took my cock into her mouth and started sucking me. After a minute I said enough and tried to shoo her away but she just gripped onto my hips and pressed me against the wall and sucked me harder, deeper and faster. I was saying lame shit like we shouldn't do this but she just kept on sucking and sucking. She was amazing. I watched her as she sucked, her face kind of screwed up in a super aggressive expression, he cheeks sinking in time to her sucking. Her eyes were closed and she was just a machine. It wasn't long before I felt a huge orgasm building. She could tell and focused hard on my head, sucking it hard and fast. I felt her hand gripping the base of my balls massaging me and making me squirm. I heard myself saying oh shit honey, honey and then it was upon me. I struggled as hard as I could to hold off my orgasm but it only delayed it for a few seconds. I grunted as the first spurt shot out. She let out a squealing noise in her throat but kept her mouth on my cock sucking the head extremely hard making me cum harder than I ever have before. Oh Jesus I was so drained. She swallowed all of my cum and used her mouth to lick my cock clean. I was still catching my breath when she gave my cock a final kiss before putting it back in my pants and zipping me up.
Then she said, see, cheating can just happen. It's not worth ruining our friendship and our marriages over it. She said that everything that happened today should just be our little secret and then she left. I got a text from her apologizing a few minutes later. She said she was so scared that I would tell and when we were alone it just happened. She said I was one of her best friends and hopes that nothing changes between us. Of course, I feel like a piece of shit now. I'll never say anything but I'm going to feel guilty for a long time.
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