Thanks for being a reader! I'm new to writing, especially on here, so if you have any advice or input please let me know via comments! I appreciate any and all input, and just like hearing from someone that read something I wrote, that's what makes it fun for me. If you haven't read chapter 1, I recommend you do that first.
Story contains elements of gay sex, voyeurism, feminization.
Ryan and I spent the next couple days mostly in our suite, enjoying the exploration of our new sort of dynamic. I became more accepting of the desires I felt, much to the credit of Ryan guiding me in his firm but caring way.
True to the rules he laid down, I wore a lot of my former fiancé's lingerie when he took me to bed. If we ventured down to the hotel bar, or out to a restaurant in the evenings, he'd have me wear just the panties from a set under my clothes.
It was remarkable, and took no small amount of adaptation, on my part, at any rate, how dynamic Ryan could be. He seemed to effortlessly transition between the dominant, insatiably lusty alpha male in our room, and my best friend outside of it.
It was hard for me to keep up with that level of emotional and mental gymnastics, but I learned.
There was, of course, always the subtle recognition from him of the change to our relationship. The occasional use of my feminine name, or talking about the panties I was wearing in public, for example. But he always did this out of earshot of others
Eventually the time came that we checked out of the suite.
I was exhausted.
My muscles were sore, including my jaw and my ass, as they had been to varying degrees all week.
But I didn't mind the soreness, I found. It was a reminder of the past days.
What I'd done, and what Ryan had done to me. For me, really. Both physically, and mentally.
We travelled as we had on the way to the resort in large part, just as a couple of good buddies that went way back. In appearance, we looked the same too. Only, my underwear had changed from then to now - the original white lace panties were tucked away under my jeans as we boarded the plane.
Aside from the wardrobe modifications, mentally we were in much different places. I was, especially. I had evaluated how I felt about myself, sexually.
I had determined that I was right about in the middle, something like bisexual, though I always found the labeling to be a bit clumsy. A solid "3" on Kinsey's famous scale, I would guess.
I still noticed the flight attendant's alluring hips, beckoning from behind her pencil skirt. But thoughts of Ryan's body flashed through my mind too. The heft and length of his cock, the muscular legs and ass he used in conjunction with it. The heavy, low hanging balls that he enjoyed emptying into me.
I found myself with bulging panties not a few minutes into the flight.
We arrived back home, and took an Uber to Ryan's place.
"Home again, home again." Ryan sighed as we grabbed our bags from the Civic's trunk.
"What's left of it.." I grumbled, thinking about the logistical mess of figuring me and Megan's lease out, and moving somewhere else. Megan and I had both been providing about half the income for the apartment, and I couldn't maintain it on my own.
"Talking about your apartment situation?" Ryan said, turning back toward me. He thanked the Uber driver in passing, heading to his first floor apartment at the semi-upscale community he lived in.
"Yea, it's a mess with the lease, finding a new place, all that." I mumbled.
"This is too easy, you can just move in with me here, man." He said, as if he was talking about loaning a friend a tool.
"I- well Ryan, I don't know if..." I stammered, caught a bit off guard.
"Relax, you'd have the guest room all to yourself, and between the two of us rent wouldn't be bad at all. It just makes sense, don't you think?" He said, turning the key and shouldering his door open. I followed in, thinking through the situation.
"Yea.. and I mean, don't think I don't want to.. because I mean obviously it would.." I trailed off, and he closed the door behind us.
"It would let me fuck your brains out whenever I wanted?" He said with a mischievous grin. I felt the fabric of my lace panties strain against the growing bulge the thought brought on.
He was subtly reminding me that we were alone together now. Rules in place.
"Y.. well yes sir, of course that!" I said with genuine enthusiasm. I had to admit that I had discovered that I absolutely loved getting fucked, at least by Ryan's picturesque cock. But the thought of living with him, and ALWAYS being "on" made made pause a bit.
"You're hesitant. I think I understand, you'd be alone with me about any time you were home. And you think that could be a bit overwhelming." Ryan said, as deadpan as if he was diagnosing me with tendinitis.
"Well.. yes, a little bit sir.. I mean, you know I love being your sissy. You know I love taking your big cock.. I just.. it could be a lot, over time.." I said, guiltily. Feeling like I lacked the resolve to live up to his expectations.
"Don't you worry about that Eva, I understand. We're both human. So that's why the rule would be that if you were in your room, unless you asked me in, you wouldn't be under the rules. Only when we were in the other rooms together. How does that sound?" He clearly had decided on all this earlier.
"Oh.. well I.. yes, yes sir it sounds great then!" I said with a smile.
"Good girl.." He winked at me. "Now, before we worry about moving you, and all that stuff, we have some other things to attend to, as per the rules. Remember the one about the dildo?" He asked with a cocked eyebrow.
"Oh, yes of course sir.." I recalled.
"Well we're going to go take care of that together. I want you to meet me at this place over on West Broad, called Cherries, at seven tonight, alright?"
"Cherries on West Broad, at seven, got it, daddy." I noted it quickly in my phone, seeing the rules Ryan had passed to me a week before on the same page in the notepad app.
"Good, now I've go some things to arrange, so you head out to your place and start looking at moving over here, and all that. I'll see you at seven."
I had to admit, I was a bit disappointed that Ryan hadn't decided to fuck me right then and there.
He had certainly been insatiable at the resort. He came four times over the course of a day there, once. And I didn't think there had a been a day with less than two.
"Yes sir, see you at seven." I said. I turned to head out and snag an Uber. Ryan groped my ass firmly as I turned.
"Wear that black thong tonight." He whispered in my ear. I nodded, smiled, and headed to my old place.
*******
Ryan was already in the parking lot when I arrived, at a punctual 6:55. He smiled to me in the parking lot that was otherwise empty, save an aging, red Toyota Corolla.
We stepped inside, and a young woman, a slim brunette with subtle, red highlights in her straight, shoulder length hair looked up at us. She smiled, maybe a bit more than I would expect from every day customer service.
She had a small stud on the left side of her nose, and a faint smattering of freckles across her face. She was very fair skinned, and undeniably cute.
