Sabrina and I had come to be friends virtually after running across our respective profiles on some of our mutually favorite sites. We weren’t passable by any means. But being older and wiser in our love of all things feminine, we were comfortable with it and that allowed us to be genuine and graceful. The other thing we shared, we had never been with another person while dressed. And from the moment we disclosed this to one another, I knew we would need to explore this together.
Sabrina lived an hour away, so meeting wasn’t going to be difficult. But we had both been propositioned and enticed to have hookups before. Men, women, girls like us. And we always chickened out. But this time would be different
We spent months getting to know one another in texts and chats. Eventually, we began to video chat en femme, giggling and carrying on like two best girlfriends, talking about preferences for make-up and clothing and even our preferred methods for staying smooth and hairless. We showed one another our closets and wardrobe and shoe collections. We are both tall and athletic builds, and ironically we wear the same sizes, even in shoes. We also have the same taste, preferring hose and garters, cheeky panties or thongs and always picking a pair of sexy high heels over flats when possible.
At some point, we began to talk about other experiences. We had both tried anal play and neither of us enjoyed it. Though we admitted to one another that we had gotten into it and we both experienced a time when we would get horny down there. When in that state, we could mount a good size dildo with little lube or pain, riding it until we had a hand-free orgasm. We had fantasies, explored, but we agreed it wasn’t either of our favorite things.
We then discovered we had also shared fantasies of sucking a cock and used the exact same type of realistic, 7-inch dildo to explore that sensation as well. Eventually, the thought of tasting cum led to actually tasting and then swallowing some. Okay, for me, maybe more than some. First was the gentle lick of pre-cum. After that became a habit, I admitted moving on to a finger full or two of our juices after an orgasm and progressing to the point of enjoying and looking forward to having my heels high in the air, my back arched and my pulsing cock shooting a load of hot cum into my mouth. By the look in Sabrina’s eye on the screen of my tablet, I knew she’d never done this. But she wanted to hear more.
My first time had been while still enjoying anal play. I was so horny to fuck myself that I swore my ass was wet like a pussy. I mounted that toy and was soon going to town. I liked to ride it. If I were ever to decide to try it for real, I’d have to mount a real cock and my lover would need to allow me to take it in and to ride it to get lose. Then I think I’d like to be taken on my back, with my nylon encased legs and painted toes peeking out of peep-toe stilettos high overhead. I was riding my toy and I don’t even know that I even thought about it, but the next thing I knew my legs were in the air and I was thrusting that dildo in and out with a rhythm that matched my moans. I was about to orgasm and again without thought, I threw my legs up and back towards my head and I aimed my pulsing cock towards my open mouth and glossy red lips.
I hit the mark on the first two shots and that hot, salty cum slid across my tongue and down my throat so fast it sort of shocked me. The next shot hit my lower lip and chin, but I recovered to direct the rest right into my mouth where I tried to savor it for a bit before I swallowed. I then moved the bit on my chin towards my open mouth and licked and sucked it from my finger. I even gathered the final drops escaping my cock and hungrily licked those down as well. There I lay, spent, satisfied, my dildo still balls deep in my ass. I had swallowed my first load of cum and I really didn’t know how to process it at the time except that I knew I would do it again. And again, and again…
When I told Sabrina all of this I didn’t know how she would react because her face told me she’d never gone there. We had shared so much and I knew there would be no judgment. But she didn’t really say much after that and though our call ended friendly enough, I worried I freaked her out with my cum swallowing revelation.
We didn’t text or chat for almost two weeks and though I reached out, she didn’t respond in her normal friendly way. I was sure I lost my one true friend.
But then while working one day I got a text from Sabrina. She told me to check my email and to be sure no one else can see or hear what she sent me.
Of course, I went immediately to my email, I put earbuds in and I opened her message to find a video clip.
I clicked the play arrow and to my delight, it was my friend, sexy legs in the air, beautiful 7-inch cock pointed at her lipsticked mouth and she shot an enormous load right on target, the last drop ending on her lower lip. She reached up and scooped the drop to her mouth, turned towards the camera, and showed me her cum filled mouth before swallowing and licking her lips.
Then she said, “Thank you for the encouragement sweetie, someday we need to try swapping our delicious cum.” She winked at me and then said, “Oh I missed a drop,” and scooped a bit from the tip of her cock and licked it off her finger with another, “Mmmm,” before the video ended.
I nearly came right there and as soon as I was able, I got a tasty load of my own.
Needless to say, we moved the conversation to serious plans for a night together and a chance to swap our delicious cum as she suggested. I am dressed in a silk dressing gown over a lace, waist-cinching camissette with a matching thong; its garters attached to seamed, silk stockings.
I had a pair of T-strap, retro-style platform, Mary Janes, on. Fully made up with my best wig. Hairless head to toe. I am waiting patiently for Sabrina to arrive at my hotel room. She wanted to dress separately for our first meeting and keep the illusion. We booked rooms on the same floor and then to make it exciting we flipped a coin to see who had to walk to the other’s room. I won the coin toss.
I will let you know what else I win later. My date just knocked on the door!