She was flattered and surprised by the ones I chose. After a minute or two of silence she reciprocated the compliments and said, "That Twitter is perfect stuff! Lol... Hell, if I was single I would have fooled around with you by now." After knowing Sherry for over 10 years and keeping our flirting to an innocent level, this was the first time she directly said she wanted to get down and dirty with me. I relished this moment and told her I was flattered. Then she added, "Yep, I've definitely wanted to do 'more' with you lately, especially after seeing these videos. Holy shit!"
At this point, I was in heaven. My shorts were getting so wet with pre-cum I decided to pull them off. My cock was rock hard and glistening, and I lay in bed naked below the waste. I started to stroke myself and I had so much pre-cum I didn't even need lube. If I had been drunk I may have told Sherry what I was doing, but since I was sober I decided to avoid straight up sexting with my married friend...
The moment I had that thought I got a new text from her. "Okay now I'm looking at your porn.. lol" Then she sent a screenshot to prove it. She was looking at one of my dick pics. It was a POV shot of my hard-on, which is thick, circumcised, and 7 inches long. I never considered my dick to be huge but apparently Sherry did ... "This one makes you look enormous!" she said, and then followed that up by saying I was "definitely" bigger than her husband. I could feel myself blushing and my heart pounded. I thanked her and kept stroking, and it felt amazing.
Before I could text back she sent another screenshot, and this time it was a still shot of one of my cumshot videos. This wasn't a cum tribute; it was a POV clip of me stroking myself and shooting several ropes of white jizz onto a black towel. It was one of my best cumshots, consisting of 14-15 spurts of semen, and at least half of those got good distance.
When Sherry showed me she had watched this, I almost came right then. Luckily she distracted me with a bunch of silly comments. "Jesus. It looks like Elmer's School Glue... lol... How do you keep your towels from getting all stiff?" she asked with another "lol." After that she wondered how I held my phone so well while recording myself masturbating. "How do you not drop it into your jizz? Lol..." Before I could answer she said, "And how do you clean your computer after you squirt all over it?"
I absolutely loved this hot, yet silly conversation. Somehow laughing and talking frankly with Sherry about my cum was hotter than sexting with her. I had less guilt I was sharing something so dirty with a married woman because we weren't directly talking about having sex with each other. Instead, she was just describing what she saw and sharing her reactions with me... and it was amazing. I got off knowing strangers were watching me, but now I had this sexy longtime friend looking at my cock and my cumshots. That was a feeling I'll never forget.
At that point in our text conversation, her spelling was getting worse and I could tell she might be fading, either from the alcohol or her nightly sleeping pill. Or both. I had been struggling to text her with one hand on my phone and the other on my wet cock, so I asked if she was getting tired. I fought the temptation to tell her how much this conversation was turning me on, and how I was stroking myself. I started moving to my office where I kept my cum tribute monitor and that's when she wrote back that she was, in fact, really tired and also a bit "fucked up." Her text was barely legible so I knew she was telling the truth.
I pulled up one of my favorite selfies of her and set it up on my tribute monitor. In the photo she was all dressed up, with nice hair and makeup and a sexy low cut top. She had lovely D-cup tits and this pic showed plenty of cleavage. I was extremely horny and, although I felt guilty that I was practically sexting with a married woman, I didn't want it to end. I decided to finally just come right out and tell her what I was doing ...
"I may be preparing to do your tribute right now. Any requests?" I asked. My heart was pounding and my cock was throbbing. I wasn't even sure if she'd respond since she was clearly out of it. My mind raced with the implications of this moment, especially considering she was very inebriated. Would she send me a dirty photo of herself for my cum tribute? Where would this go next? Would we continue to escalate our relationship and turn this into a full blown affair? I was so close to cumming I decided to ignore the feelings of guilt and enjoy this pinnacle of sexual tension between us.
Suddenly I got a response from her. I had to decipher the jumbled words in her text but she said... "Nice! Since it's all for fantasy go ahead and do it! And I'd like to see your face in it." This almost pushed me over the edge, so I quickly got her photo blown up on my computer monitor and laid it on its back. Then I got one final message from her ... "Just don't post it on Twitter!"
I was extremely close and scrambled to get my camera app open to record Sherry's cum tribute. The second I pressed record I could feel my orgasm building. I turned the camera toward my face, as she requested, and I moaned and closed my eyes to let her see how good this felt. Then I pointed my phone back toward my cock as I stroked it over her photo. I lasted maybe three more seconds before my load erupted.
The first shot of cum was powerful and sailed clear over the monitor. I adjusted my aim and squirted the rest of my semen all over the screen. Multiple forceful shots burst from my erection and landed all over her photo. It was an excellent load and she was totally covered. I let the camera linger over my pulsing, dripping cock as it hovered above her cum plastered pic. Then I pressed stop and sat down to enjoy my post orgasm bliss. I watched the tribute I had just recorded and was proud of it. I counted 15 spurts of cum, which was a testament to how hot this moment was between me and Sherry.
I went to bed that night fantasizing about watching the clip with her together. I certainly wasn't going to post it on Twitter since it showed both of our faces, and I knew it was too risky to send it to her via text. So I had to keep the video hidden on my phone until I had the chance to show her...
EPILOGUE
It turns out that chance didn't come for a long time. It may be disappointing to know that things calmed down quite a bit between me and Sherry after that. I ended up meeting a woman and we really hit it off. It wasn't long before we were engaged. Sherry was happy that I had found love but she still tried to sneak in an occasional flirt session with me, and I could tell she was still watching my nanny cams once in a while. I gave her a show here and there because I couldn't resist casually showing her my cock. I also still had the urge to show her my tribute, and even though it took months, we were finally able to arrange one last drinking session alone.
That was my chance to finally show her the video of me jerking off to her photo. We watched it a few times and she was definitely into it. She said she was impressed and I'm pretty sure she said "Good job" at least once or twice as we watched the video multiple times. That part is a little hazy because I got very drunk.
Now that I had a fiancΓ©, the feeling of guilt was strong and I drank so much I got sick. Sherry, being the sweetheart she is, had to help me get home. She didn't let anything else happen between us that night and she helped me come up with an excuse to tell my fiancΓ©, who hadn't heard from me that night because I passed out early from the booze.
I still can't believe Sherry and I got to the point that I was masturbating for her. I was definitely tempted to keep naughty moments like this going with my longtime friend, but I needed to be "good" and let this fling fade. We still chat often, though, and sometimes we'll vaguely reference my cum tribute or my "Slipper Dance" in front of the pet nanny cam.
Before I got married, I changed the nanny cam passwords and Sherry stopped following my dirty Twitter account. I almost deleted it but I knew there was a chance she could still find it if she wanted, and the thought of her continuing to look at my personal porn was too tempting. So the account is still active and I occasionally update it with new posts.
I love my wife and she certainly pleases me sexually, but I admit I often think of Sherry watching my nakedness... watching my cock swinging in front of the nanny cam... watching videos of me shooting big loads of cum... and thinking of her reactions to those dirty images of mine helps me get off to this day. I'm still impressed she and I didn't cross any lines physically, and I often think she and I likely would have crossed those lines if I hadn't met my wife when I did. It's a level of teasing I don't think I'll ever experience again, and it remains a secret only Sherry and I share.