(This story contains elements of being a sissy, feminizing, a dom/sub dynamic, and consensual rough play including slapping. If those don't jive with you, this might not be a story you would like!)
Is there anything better than thinking back to an ex flame that really turned you on? Re-living those moments over and over again. Pining for that feeling again. Your thoughts being consumed with connecting again and fucking each other's brains out. But knowing deep down it is in the past and not the future.
What if that past came back into the present though?
Bzzzz. My phone vibrated loudly on the counter.
"Not now!" I said joking to myself as I wrestled a pot of boiling water and pasta to the sink to drain.
I dumped out the pasta and water and wiped my hands clean before picking up my phone.
The screen popped up a notification of an instagram message and I blinked my eyes a couple times. It couldn't be...I thought to myself as I opened up my messages.
Yep. Sure enough I had a message from Dan. A semi-regular hookup I had almost a decade ago that still lingered on my mind. Mostly when my dick was in my hand or my dildo in my ass.
We had a steamy discreet affair after we had met through mutual friends. He was straight in public, but one night while we were out drinking, we wound up alone and he confessed he liked to fuck on the down low.
I mean I wasn't against it and I can keep a secret so we hooked up that night and continued to fool around a couple months until he moved 500 miles away for work. He met a girl, had a couple kids, and now lived just in my horny thoughts and when his once a year instagram post showed up in my feed.
My heart beat hard in my chest as I clicked open his message.
"Hey, been way too long! Too long to reach out? I'm traveling to your city for work soon."
My mind ran through several scenarios. All of which ended with me sucking his big dick or getting fucked through the floor.
I typed back, "I wouldn't say so. :) When are you here?"
His reply came fast.
"Next Monday. Still a good little secret keeper?"
"You're a naughty boy needing me to keep all these secrets, but yes I'm the best!"
"I'd say you are too. Still dressing sexy?"
I smiled to myself as my dinner got cold in the sink. At the moment, I was currently wearing a dark purple, cotton, thick banded thong and a long tee shirt that barely covered my ass.
"Would you believe me if I said just for you?" I snapped a picture of my shirt tugged up and the band high up on my hip and sent it to him.
"Haha no, but I wouldn't mind if you lied to me." And thrn when he saw the picture presumably, "God damn!"
"Ok then, just for you baby ;)"
"Can I consider us on for Monday night?"
"Yes :)" I said and immediately switched to my texts to cancel my plans with friends that night.
I turned off the burner that had my pasta water simmering and dashed off to my bedroom. Within seconds my dildo was in my mouth with my ass in the air as I thought about that stud being in front of me.
Then I flipped onto my back, tugged my panties to the side, and slid the dildo into myself while I rubbed my cock through my panties over and over again until I busted hard inside of them.
I laid on my bed panting. A big dildo hanging out of my ass and my panties soaked in cum. This was going to be a fun visit, I thought. Too bad it was three days away.
The weekend dragged. Even though I found myself spending a lot of time with friends and some family. The anticipation of Monday night was consuming my thoughts and making me want to strip naked every second.
I held off on touching myself after Friday night. I wanted to be fully ready to explode that night.
On Monday morning, I showered and shaved every inch of my body and slathered lotion until I was baby soft everywhere.
I worked from home as usual, but made frequent visits outside to get coffee and lunch. If I stayed home, I was too tempted to touch myself.
When I got back from lunch, I had a package waiting for me. The apartment manager handed it to me and I saw it was from Dan!
My cock stirred as I rushed up to my apartment and quickly ripped the box open.
Inside was a note that just said "For tonight."
Under the tissue was a black full bottom panty where the front was lace, but the back was mesh with a thin string across the hip between the two fabrics. My whole ass would be viewable! There was also a black mesh bra with the same band around the edge.
My eyes lit up as I continued to search the box of goodies.
Other attire was a black collar with the word "slut" imprinted on the front, a blonde wig, and black nipple pasties shaped like flowers.
There was some makeup. Blush, red lipstick, and red nail polish.
In the sex toy section was a butt plug, a leather crop, and lube.
I was in for it tonight by the looks of it!
I opened all of the new boxes and killed the afternoon by distracting myself as much as possible.
I opened my app and messaged Dan to confirm details. "When can I expect you?"
He responded pretty quickly. "Around 9. You get my package?"
"I got one of your packages, still waiting on the other ;) thank you."
";) see you soon."
It was 7pm and the anticipation was killing me!
I showered again and re-applied lotion. I poured myself a glass of red wine and I went about exploring the new gifts from Dan.
First, I inserted the butt plug. Then slid the panties over my smooth legs and nestled my cock in the front.
I spun around and checked myself out in the mirror. My glute focused workouts had certainly been working! My ass had a great round shape to it.
Next I applied the nail polish, blush, and lipstick.
Finally, I pulled the mesh bra on and clipped the "slut" collar on my neck.
I looked at myself in the mirror and smiled. I was fucking hot! I thought as I sipped the wine.
At 8pm, I snapped a teasing pic of just my leg in the mirror and sent it to Dan. "I'm waiting..."
He replied, "Leaving early. On the way."
I smiled and poured another glass of wine.
Finally, after what felt like ages he messaged he was here!
I messaged him back, "Great, I'll buzz you up."
"No, come down. I want to see you in public looking like my little slut..."
My cheeks burned red, but I couldn't resist.
I slid on some sandals, a pair of black womens athletic shorts and a loose black tee shirt and hopped in the elevator with a couple I had seen a few times on my floor. I hope they liked my makeup I thought.
I got to the first floor and saw him waiting at the door. I opened the door, held it for the couple who walked out, and smiled at Dan.
"Hey you." I said. "You're still up to your little tricks I see."
"Hey." He said smiled and walked inside. "Not much changes after a few years I guess!"
But he had changed. At least physically. Ten years ago he was lean, clean shaven, and was an avid runner.
Now it seemed he had leaned into the dad bod lifestyle and had grown out a short beard. Still hot as fuck, just a different type of hot!
"Cute outfit." He teased as we walked to the elevator.
"Thanks. I see you went bold with the jeans and a long sleeve tee look?"
"I'm a wild guy, what can I say?" He said as I pressed the button for my floor.
