A Start of Something New- Chapter 1
Back Story: In the fall of 2015, I was in an online relationship with a guy, let’s call him Michael; he had short dirty blond hair with stunning blue/green eyes, 6’2 and an average build like a fit dadbod (muscular but not over the top). Personally, my favorite part about him was his 7″ cock. I know what you’re thinking how could that be my favorite part when it was an online relationship, well let’s just say that the sight and thought of him stroking and fucking me was the biggest turn on.
As for me at the time I was 4’9, had long curly brown hair with blonde highlights, size 38C tits, an ass that made me wear a size 16 in jeans (just entering in the plus sizes), and had an athletic build but not muscular looking. With that being said this online relationship was the best and worst thing that has ever happened to me over the 26 years I’ve been alive.
Upon meeting Michael online, things escalated pretty quickly from us talking about him being a chef and me just starting college, to how if we were closer in distance we would meet up and just fuck each other like no tomorrow. A few weeks into us talking about what we would to one another in person we decided to try something new. Now leading up to this point we had sent pictures that teased, it was never a complete nude or dick pic. It would be wet white t-shirts, a foggy mirror, or booty shorts and a tank top with no bra on. All of this was like innocent but sexy photos, innocent being used loosely in this case.
Chapter 1: Halloween Surprise Video
It was close to Halloween, and I decided that I was going to step out of my comfort zone and surprise Michael while he was getting ready to go to work (he worked nights at a restaurant as a pastry chef as well as a sous chef). In the spirit of the holiday, I dressed up in a dark fairy costume that showed off my curves, it was a low v cut black dress that came down to mid-thigh in the front but just barely covered my ass. I pared it with fishnet stockings and knee-high black latex platform heels.
I took a few pictures at first that showed off my costume as well as my cleavage and ass in a teasing manner as usual. Then I decided to record a short video of me stripping out of the costume until I was only wearing the heels and stockings. I started by giving a slow full turn, while moving my hair to the side. Once facing the camera again, untied the back of the dress and slowly slipped my left shoulder out of the dress, my right shoulder following. With the dress now around my waist I was left in a black lace lingerie bra that didn’t leave much to the imagination.
I turned so now my back was to the camera, bending at the waist as I slid the dress over my ass, looking back at the camera giving a little smirk letting him know exactly what was on my mind. Once the dress was off, I spun it around in the air a couple of times while turning back to face the camera. Throwing it to the side off camera, I started to play with my tits through the lingerie. My right hand squeezing my left tit, while my left hand started to explore down my abdomen, to my upper thighs, grazing over my center, moving to my ass to give it squeeze and slap.
Letting out a mix of a soft moan and whimper, I move my hands to undo my bra letting it fall swiftly to the ground. With my nipples getting hard from finally being free and from being so turned on at the thought of him stroking his cock to this video I let out a little giggle and say, “I hope you liked your surprise, enjoy”. Stopping the video, I send Michael the video and a follow up message saying “Happy Halloween, let me know when you get to work. Hope you have a good and eventful day *kissy face*”
About 3 minutes later he sends me a video of his hard cock standing up hands free twitching, he starts stroking it slowly, occasionally rubbing over the tip. Michael starts stroking his cock faster, slowing down right before he cums, his hips thrust a few times before his cock twitches as he gives three big spurts of cum. He lets out a small chuckle saying that because of me he’s going to be late for work because his cock is still hard and won’t go down.
In shock and awe about what I just witnessed, given that I was not expecting him to respond with a video right away. The only thing I could do was rewatch it a few more times before responding with “I’m glad you enjoyed it, my plan and surprise worked like I had hoped *winky face*”