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 at him - difficult since he is now his friend's dream girl.
Five weeks after the change
"Ah, I'm so nervous!" I said, leaning over and hugging my legs. I wore a baggy band t-shirt of a band I felt I'd once known but was now too young to really recognize. It was one of Jake's that I'd stolen the day after my change in a fruitless attempt to avoid the trappings of femininity. He didn't know yet what hid underneath, and also didn't mention my shirt theft, despite sitting across from me now.
"You can just talk to me, Rosie, whatever it is." He said, so understanding.
I tried to find my bearings, a way to articulate what I knew I needed to do. Why I'd brought him to talk.
Roommates took care of each other.
"You've been. . . you know. . . taking care of my needs. . ." I gulped. "And last time you kind of said you'd like me to do something about yours. . . so, I was thinkingIcouldhelpyoumasturbate!" I finished in a rush.
He looked confused, so I enacted the next part of my plan. I stood and removed the baggy shirt, revealing the red lingerie I'd found.
"What's this?" Jake asked, looking thirstily at my lingerie-clad form.
"I thought you could, you know, touch yourself. . . While looking at me. Or even. . . touching me. . ." I played with the bra strap, a bit tight for my generous but not overly large breasts.
"Oh.. ." He responded, looking away despite the display of creamy lushness before of him. He didn't seem excited. I felt a spike of alarm.
Was he disappointed?
"What?" I asked. "Do you not want to?"
"Well, I was hoping you'd want to do a little more. Eventually." he said, looking back at me. "I made you cum directly, a couple of times, after all. . . Do you think this is the same as that?"
He was right. This wasn't as good as what he'd done for me. But what was just as good? Could I do it, whatever it was?
"But. . . I've never given a, um, hand job or anything before. . ." I said, suddenly feeling timid.
Jake's poker face broke, apparently not expecting me to be a complete virgin. He didn't seem upset by the revelation, however.
"Oh! Rosie, don't be silly. . . this isn't the 50's." I felt a moment of relief until he continued. He had something else in mind? But my relief was short-lived. "Girls don't give hand jobs anymore. They give blowjobs, of course."
My eyes widened. I couldn't do that!
"But Jake, I don't-" I started, but he cut me off.
"It's ok, Rosie, don't be embarrassed. Blowjobs aren't a big deal!" He assured me.
Blowjobs aren't a big deal? NOT A BIG DEAL?
"I don't know, Jake. . . It kind of seems like a big deal. . . I never thought I'd ever, you know, suck one. . ."
"You don't have to be nervous. I'll teach you. . . You can trust me. You'll enjoy it, believe me. Maybe not the first time, but you'll grow to love it." He looked at me pointedly. "With lips like yours, you can probably be better than any girl I've ever had. And I have been taking care of you, right?"
That was true . . . Was it just nerves that were the source of my reluctance?
Were blowjobs really not a big deal?
I looked at him, a little skeptical, but he was so earnest. How was he so persuasive?
"Um, I guess I can try it some time. . ." I started, but he interrupted me.
"Now would be a good time." He said, looking at me expectantly.
"Oh." I said, still feeling a little reluctant, but not thinking of a good reason to say no. "I guess. . . Um. . . ." I stalled, but nothing no alternative was coming to me."
I gave in. There wasn't any alternative. "Ok. . ."
I leaned forward, and hesitantly plopped down to my knees in front of him. Was I really about to suck Jake's dick? It felt surreal, but I knew the events that led me here were backed solidly with logic.
"Right here?" I asked, trying not to be nervous, like he told me.
"Yep, that's just fine. I'll walk you through it, step by step. Don't be scared," he said, and his reassurance helped. I can do this, I thought.
++++++
"Wow you're doing so much better now!" He said. "Almost no teeth."
I had both hands around the base of his large penis, as he'd instructed me, and I carefully took his glans in and out of my mouth, making sure to keep my teeth behind my lips. It wasn't easy.
I continued for about a minute before the next challenge.
"Now I want you to try taking more. . . Go as deep as you can without gagging, he told me.
I didn't think to complain, having been persuaded this was something I needed to do to even the scales between us.
I obliged, pushing forward until his pubes tickled my nose and I felt like I was about to gag on the cock now extending deeper down my throat than anything had ever been before. I pulled back when I could take no more, gasping and looking up at Jake to see how I'd done.
"You got so far that time! Good job." He said, looking at me happily. I smiled shyly, feeling so submissive in this position, but I felt unexpectedly proud of my progress. He was so happy to teach me that I felt myself caught up in it.
It was the second blowjob I'd given him today, since he'd insisted I would learn more if we reinforced the lessons from the first try right away. I didn't mind; it really wasn't a big deal to give blowjobs, after all.
He was right, of course. The first time had been really awkward, but this time was going way better. Maybe his cum would even taste better this time.
I'm gonna get so good at this, I thought, as I found the learning process just as enjoyable as Jake had predicted.
++++++
6 weeks after the change
"See Rosie, it was good right?" Jake asked me about the movie we'd just watched.
I had been skeptical I'd like any anime, but he'd talked me into trying it. I didn't look up at him from where my head laid in his lap, and told him what he wanted to hear even though it hadn't really been for me.
"Yeah, it was good." I said, trying to believe it since he clearly wanted me to share his passion.
"Great! We can watch more. None of my other girlfriends have ever been willing to try it." He didn't seem to realize what he'd just said.
His other girlfriends. Implying that I was his current girlriend. I looked up at him from his lap.
"Did you just call me your girlfriend?" I asked, not sure what else to say.
He looked down at me. "Rosie, you just cuddled with me through an entire movie. We've spent every night with each other for a week, and neither of us has left the apartment other than for work. I've had to change my sheets twice this week." He grinned, pausing for breath, then said sternly while looking into my eyes. "You steal my t-shirts.and wear them around the apartment and to bed. I even caught you sniffing it.one.time, like you wanted to smell me. That's something girlfriends do."
"So yeah - you're my girlfriend."
The statement rang with complete and unassailable certainty in the air. My tummy fluttered as the reality set in.
I'm a girlfriend, I realized. I'm JAKE'S girlfriend.
I had no idea when we had crossed the threshold from roommates to dating but his logic was too sound to argue the point now.
The revelation niggled something in my mind, that Rachel had told me. If I could show her he was a good boyfriend she'd admit she was wrong and change me back. This was a good thing; what was wrong with my brain that I hadn't thought to make this happen? Why did I feel like such a passenger in my own life now?
I sat up. "OK, but if I'm your girlfriend you have to take care of me." I said, while instinctually rubbing his hardening cock through his pants. Wait - that wasn't quite what I'd meant to say. "I mean, you have to treat me with respect." That was better, and aligned with what Rachel had said.
Jake smiled, giddy that he was dating a specimen like me. "Of course sweetie," he said. "Now, why don't we celebrate?"
Jake pulled down his sweat pants and my mouth watered in a practically pavlovian response. I was on my knees, being respected, before I even thought about it.
He wagged his dick at me, and I took it deep into my throat with ease.
Two weeks worth of practice had honed my skills remarkably for this first blowjob as his official girlfriend, and he didn't stand a chance. He was excited about it too.
I'm getting so good at this, I thought, as I took his hardness in my mouth once again. It was so satisfying to be good at this.
But am I the best? I wondered.
I'll have to update my socials to make it really official, I thought absently. I can post about him being an amazing boyfriend, like all the time, and Rachel will have to admit she was wrong.
After he came in my mouth, the bleachy-briny flavor of his cum now quite familiar to me as I swallowed, he exalted in the pleasure. It wasn't tasty, but that didn't matter as much as taking care of him.
"Hnghh Baby. You're the best girlfriend in the world," he said. He'd never called me 'baby' before. "But, you know there is something I've been meaning to ask. . ."
I felt a spike of alarm as he trailed off. "What is it?" I asked.
"Why did you stop doing your nails all long and pretty like you had them a few weeks ago?"
Oh. That's all. Why did he care about that? I looked down at my neat and short unpainted nails, which suddenly seemed a bit plain to my eye.
"Uh, they were just annoying to take care of and I wasn't used to them. I didn't really like them."
He responded without referencing anything I'd said. "I thought they were really sexy, I think you should start getting them done again. I'll pay for it." He smiled, and my reticence was chipped away. "I like them rosy red, to match your hair. And your name." Of course. I'd decided a while ago it was ok for him to call me Rosie; but not anyone else, of course.
"Um. . ." I swallowed, considering the inconvenience of maintaining such nails against his desire for me to have them. ". . . Alright. I'll get them done if you like them." I said at last. His smile smoothed away the last burr of reluctance, and I smiled back.
It wasn't a big ask from my BOYFRIEND, I supposed, especially if he was paying. I'd done it before to make more money, what would it look like now if I wouldn't do it to make Jake happy? I resolved to make a salon visit for tomorrow.






