From Pushy to Big Tushy Ch 2

Story synopsis: When Rob makes the mistake of setting up his coworker Rachel with his misogynistic friend Jake, he has no idea his life is about to take a turn. His defense of pushy guys everywhere will put him to the test as he tries to keep himself intact once the pushiness is directed him - difficult since he is now his friend's dream girl.

Two weeks and three days after the change

Rosalyn

I laid on my bed in just a shirt, face still fully made up because I'd been too tired after my shift to remove it, scrolling Tik Tok on my phone. I'd never used it (or really any social media) as a man, but now I found it all strangely addicting. My overly long ruby red nails made it difficult, requiring me to girlishly extend my fingers and tap with the pad of my finger instead of the tip. They still frequently clacked annoyingly on the screen. I truly regretted getting them.

But a coworker had suggested long pretty nails would improve my tips even more, and since I was already showing off my big fat ass for the same thing I figured 'what's the harm'?

However, I hadn't known how annoying they would be. It was like learning to use your hands all over again. Once these wore out I'd never get long nails again.

I scrolled past some ugly liberal girl complaining that the new president had just followed through on his campaign promise, signing a bill to ban all hormonal birth control, Plan B, IUDs and all types of abortion from conception. I knew that I'd once been a liberal like her, though male, and this would have pissed me off then, but now I only felt vaguely annoyed. Politics weren't really my thing anymore, along with reading books, or having complex opinions. I just didn't think about it; the people in charge probably knew what they were doing and were doing other good things to offset this one thing I sort of didn't like. I didn't want to be like this greasy girl on Tik Tok.

There was a downside, though. I'd found a three month supply of hormonal birth control in my new things and had been taking them just in case. It seemed like an obvious precaution, for the possibility of being raped if nothing else. Once it ran out, I guess I'd be more vulnerable now. The thought of being pregnant was a disgusting nightmare; I'd never wanted kids even as a man.

I winced as I shifted, my burgeoning sunburn scratching itching under the shirt. I hadn't known I'd be serving the outside tables at the beachside restaurant, and with my bikini and lack of sunscreen it had been a painful mistake.

My musings were interrupted by a knock at the door.

Jake let himself in, his face lighting up at the sight of my panty-clad ass on the bed. I glared at him, but it wasn't the first time he'd barged into my room, or found other excuses to ogle me when he knew I might not be fully dressed. He kept saying it wasn't a big deal for roommates to see each other, and I guessed maybe it was a little unreasonable for me to expect perfect privacy all the time.

I looked up, and found I didn't care enough to complain. I just said. "Yeah?"

"I'm just checking on you. How was work?" he asked. I smirked at him pretending he wasn't hear to flirt.

"Fine." I said, noncommittally.

"Was it really fine? You can talk to me, I'm a good listener." He assured me.

Let's see about that, I thought, and I started telling him about my day, including the guest that kept 'accidentally' brushing his hand on my bikini-clad ass.

"Yeah, unfortunately some guys just can't help themselves around beautiful woman. It's just biology." I grimaced at the misogynistic comment, looking at him skeptically. "But at least you get to help people all day and stay on your feet. I just stare at spreadsheets and financial terminals. Taking care of people is the most noble thing a girl can do, right?" He asked.

"Uh, I guess?" I replied, mulling it over. Was taking care of people noble?

"I brought you something for your sunburn," he said, holding out the jar in his hand. I hadn't really noticed it. "Coconut oil. It will reduce the pain." This was unusually sweet of him, but I really could use something to take the edge off. I took it.

I opened the canister, smelling it. A nice coconut smell wafted out, and I could sense this would help my pain.

"This is sweet, thank you Jake." I smiled, and he nodded.

"Hey, I'm just being a good roommate. Every pretty girl needs a guy to take care of her, and since you are for some imaginable reason single I guess I can fill in." I winced at the misogynistic comment, but knew his heart was in the right place. There wasn't anything wrong with a girl letting a guy take care of her sometimes, I supposed.

"You know, I could help you put it on? I give great massages. . ." He asked hopefully.

"In your dreams, Jake." I said, and he left.

I put on the cream thickly but struggled a bit getting it on certain parts, like the very middle of my back without scratching my sunburn painfully with my nails. Maybe I should have let him do it?

But the oil helped! The pain was a little less. Jake could be really sweet sometimes and he had always been a good roommate.

++++++

3 weeks after the change

Rosalyn

I walked out of the surf, trudging back up to our place through the sand, my huge hips rocking back and forth. I'd always loved the beach, evidenced by being willing to pay half the huge rent in the beachside apartment we shared, and just because I was a woman now didn't mean I wouldn't take advantage of it.

However, it did highlight that if there was one word to summarize my experience as a girl so far, it would probably be "jiggly".

Over the last 4 weeks I'd slowly gotten a little more used to how my body jiggled in so many places when I moved, but walking in sand set my ass and boobs moving in a way that would never feel natural.

At least the beach was empty with no one to ogle me, but I'd actually mostly gotten past any aversion for that anyways. Showing off my ass made me enough in tips to rival my previous earnings as an accountant, after all. The catcalls and leers were worth it, just like Jake had said.

I ran into him when I entered, and I pretended not to notice his admiring leer. Good roommates are hard to find, and he still was a good one even if he didn't know how to keep his eyes to himself.

"Rosie, your sunburn! That looks bad." he said, grimacing. "You'd better let me see."

I winced at his repeated use of the nickname 'Rosie'; it sounded like the name of a 5-year old girl to me. "Please call me Rosalyn." I asked for the dozenth time.

"Rosie suits you so well though!" He disagreed, and made no commitment to stop using it, in his typical fashion. I mean, I guess I can see why he thinks it suits me, with my red hair and constant sunburns lately. I even had the red nails still.

He was right about the burn being bad as well, but it had been a busy four straight days working at the cabana and I hadn't been able to reapply my sunscreen often enough to avoid burning. My shoulders were burned the worst, though my ass stung as well. I pulled the strap of the swimsuit to the side so he could see the contrast.

Without asking for permission, he reached out and poked it to see the color change. "Ouch!" I said to shame him for the uninvited touch, but I wasn't truly surprised and I smiled at him so he didn't feel too bad. It was true that guys can't help themselves around beautiful women; I couldn't really hold it against him. He'd been finding excuses to initiate contact with me more and more lately; a nudge here as we were both in the kitchen, taking my hand to examine my tattoos there when were discussing them . . . it wasn't that bad for him to touch me, even though I knew he never would have when I was his male roommate.

"I guess I just need to remember I burn easily now," I said, referring to the fact I'd been changed into a ginger girl with such pale burnable skin.

"What do you mean, 'now'?" He asked, and I froze. Somehow that statement hadn't been specific enough about my transformation to get blocked by whatever kept me from telling anyone about it.

"Um, I mean now that I live in Florida," I covered, poorly.

"Aren't you from Arizona?" he asked, still confused.

"Yeah. . ." I chuckled, remembering the fake history. "I guess that was kind of a silly thing to say." I winced.

"It's ok, I think it's really cute when you say ditzy things like that." Jake smiled charmingly at me, and for some reason I felt a little better. I didn't have to try to act smart around him. But wait - was he implying I said ditzy things a lot?

I didn't have a chance to ask. "I've got something else for you, let me get it." he said, walking towards his room.

A few moments later he returned with a new bottle, containing an Aloe Vera lotion.

"You'd be lost without me, eh?" He asked with a smile, handing me the bottle, and I just rolled my eyes, even if lately it seemed like maybe there was a hint of truth to it. He'd also helped me remember to pay my phone bill last week. "But hey, it's important for roommates to take care of each other."

"Sure, roomie, whatever." I turned to go up to my room and apply the lotion.

"Rosie, wait." He stopped me, taking my hand. "You're burned all over. I think you should let me help you, make sure you don't miss a spot." He smiled at me, and I smiled at his persistence. Guys just can't help themselves.

"I'm sure you'd love to." I smirked at him, about to reject the idea outright once again, but I fiddled with my hair instead as I weighed what he said.

I did scratch myself last time, and this burn was definitely worse.

I was surprised that another part of me wanted to let him for a different reason. I'd been repelling his gentle advances for a month now, and he'd shown no signs of stopping. I couldn't afford to move out, so maybe he'd give it a rest if I let him do this one thing. "Alright, fine. But just my back and no funny business . ." I said, handing him back the bottle.

I walked up to my room with him trailing behind me, unconcerned he was probably enjoying the view back there. It was harmless.

+++++

I was not at all prepared for how incredible Jake's oiled hands felt on my skin. "Mmmmm!" I moaned from my prone position on the bed as the aloe vera lotion eased my burn pain and his strong hands started to massage knots from my back put there from 4 straight days of waitressing. I melted into the bed. "Wait--" I whispered. It was too much, but I couldn't complete the thought and he didn't stop.

Jake continued rubbing my back, my tension fleeing. I moaned again.

Then he squirted some lotion on my left butt cheek, then the right. Wait, it was just supposed to be my back. I can reach my own butt pretty easily. . .

"What are you doing?" I asked, still feeling melted into the bed.

"You should let me do this part too. All that time on your feet, your glutes, hamstrings and calves must really need a massage." He said confidently, and the proposal seemed far more reasonable than it should. My body was starting to feel warm and fuzzy.

I'm getting horny! I realized. It wasn't the first time since the transformation, but it was far stronger than anything exploratory I'd done so far and the possibility hadn't occurred to me.

"I don't know, Jake. . ." I started to protest at him touching my ass, but he didn't stop and any further protest died on my lips when he started to rub the lotion into my sunburned cheek. It felt just as amazing as my back. I melted more.

"See, roommates take care of each other!" Jake said, and I couldn't argue with that, even if he was pushing this further than I'd intended. Why was I letting him?

He's taking care of me. That's all right for roommates.

Jake didn't say anything more, just moved down to my hamstrings, then my calves, then back up via my inner thigh, to return to my ass. On the third circuit he accidentally went a little deeper than before and briefly brushed the lips of my most private place through my bikini, damp and sensitive from the long day and his attentions. It suddenly felt needy.

"Hngggh." I moaned, hips rocking involuntarily, but I felt too sluggish to actually move further or close my legs tightly to block him.

At the edges of my mind, something was aware at how humiliated I should be in this position. Prone on the bed, with a big man having talked me into letting him rub my nearly bare ass, and now even my pussy, protected only by a bikini. But it couldn't penetrate the shell of whatever submissive haze had taken over my mind.

Jake didn't stop, and after a few more passes he touched me there again, this time lingering in a way that seemed less accidental. I moaned in need when he moved away again, and when he did it again on the next pass I caught his hand in my smaller, red nailed one and put it back purposefully against my wetness, unable to wait further.

"Roommates take care of each other," I said with a gasp, as he started to stroke me. I felt something building, and now that he'd pushed me this far there didn't seem any point in stopping now.

"We have to get this bikini off," he said, challenging my thoughts with a new escalation, and he started to pull the fabric down without asking.

I should really stop him. . . I thought, and would have never let him do this if he'd tried at the beginning of all this. I vaguely remembered something about a slowly boiling frog.

But now I wanted - needed - to see what it felt like to have my bare pussy touched.

He already had the bikini past my juicy cheeks, so I gave in and stood to let him take them off all the way. If he tried to take off any of his clothes, I'd put a stop to this whole thing immediately. Definitely.

Probably.

But he didn't. It must have been a heroic effort for him to resist, since men can't really control themselves around beautiful women.

I returned to the prone position, and opened my legs a little to give him access. He started stroking around my labia immediately, spreading my wetness around, his experience with women obvious.

It highlighted in my mind my complete inexperience with men, and I felt suddenly very vulnerable but also slightly grateful that he knew what he was doing. I was now the virgin girl feeling things for the first time with an experienced older man. The fact that I'd also been a 31 year old man weeks ago and not a 19 year old girl didn't penetrate.

Somehow that seemed hot to me in the moment, and when he starting stroking that special spot, lubricated well now with my own wetness, it didn't take me long to fall into my first female orgasm against his experienced, manly fingers. My squeals were muffled by my face in the mattress.

God, I have the best roommate, I thought.