But first we went out to eat. Her first time in public, since moving to college. My first time with a girl. And although she dressed in something more suitable for a girl student, as the leather dress was special, it was wonderful. She wore a college sweater with a skirt, leggings and high heels, still more girly than most, and we walked hand in hand to a Korean fried chicken place. And as we ate, we talked and laughed and got many looks of approval.

I learned much more about Joanne than in the months before about Jona. How confused she was when she realized she wanted to try a skirt rather than shorts. From that moment on it was all about clothing, and she concluded she was a cross dresser. That changed when she got a breast plate, or a breast top as she called it. It was to get a better filling in her bra, to improve her figure. That worked really well, but the realization hit her when she was naked, with her breasts “still on”.

The euphoric feeling she had while wearing female clothes stayed while she was naked. The first night she slept with breasts she dreamed that she was a girl, and since then she slept like that anytime she could. And in the shower the feeling of being female stayed, as washing her breasts, even though there was no feeling, simply was amazing.

Once she realized her feelings, her mental state went much deeper, she started working on the rest of her body. Exercises that targeted her waistline, and full body hair removal, not just in the visible parts, enhanced her overall looks, though she'd been hiding her figure with oversized shirts.

Her dream was to start on hormones but she was scared of coming out to family and friends. But now, with me on her side, she knew she was meant to be a girl, and she didn't want to wait any longer in becoming one.

I suddenly realized how many chances she had taken on me, and how it had all worked out because I had accepted her, and I felt proud I had part in her realization. In the process I learned a few things about myself as well. And I asked her about the butt plug.

It wasn't really anything big. When she realized she was more than a cross dresser, she did some research on transgenders, sissy's, shemales and dick girls. And certain themes came back in all, like anal penetration. And part of that was a butt plug, something to prevent access, or make access easier once removed, or prevent fluids from leaking out after being filled with cum. She had bought a simple plug and simply liked the feeling. Later she got one a bit thicker and a bit longer, with a jewel at the end, and she had been wearing it any possible moment, simply because it felt right. And if I wanted to try, she still had her old one.

I wasn't sure about it, I mean I was the penetrator, right? But I was intrigued by it so I told her that maybe one time I wanted to try it. Which brought us to the question if I wanted to try anything else. Like heels, or stockings, or perhaps a corset or a wig. She even had another breast top, as she had recently switched to a larger size. I laughed, as I didn't think any of that was for me, but at the same time I felt a sense of excitement.

In my youth I had been called a sissy, because when all guys went into puberty and saw their voice drop, their muscles bulge, and facial hair appear, my body stayed behind, I never had to shave, stayed as small as I was, including my manhood. Working out helped make me stronger, but they often compared me with a girl. And that was one of the reasons why I had female friends but never girlfriends. Only the last two years did I grow a few inches, but not taller than the average girl.

It didn't matter to Joanne, even though she was an inch taller than me in her two inch heels. It was one of the reasons why I liked rooming with Jona, as I wasn't the shortest for once.

As we walked back to our room we passed a dump store, one of those places that sells pretty much anything, not always new, with a shop display as congested as the shop itself. But I saw a pair of rings, each like a snake wrapped around at least three times, with tiny diamonds for eyes. “Let’s buy these”, I said, and Joanne nodded. Fifteen minutes later we were “officially” a couple. My ring looked perfect on her, but I couldn't keep my eyes from the one on my own finger that she had paid for. It was so detailed, truly a piece of art, it really shouldn't have been in this shop. But it was another sign for how lucky we were, so we just accepted.

Back in the room we both had homework to do, but we finished around ten at the same time. We brushed our teeth and then tried out our “new” bed. Joanne wore only a satin nightie that made my blood boil. She needed only a minute to bring my dick alive. Then she sat on all fours and she pulled the plug from her rear. “Take me baby”, she said, “don't think. Just make me your woman!”

So I stopped thinking, and lined up behind her, her hole gaping at me. And I slid in easily, even though I went slowly. “Push it in, all the way”, she urged, and as I went deeper it got much tighter. But she moaned as I pushed past the tightness, and suddenly I couldn't move any further, as my balls slapped against her skin. With my hands on her hips I started pumping back and forth, and I could feel myself growing, while she kept moaning louder and louder. And when I felt I was going to cum, I started pulling out, but she told me, “Keep it in. Fill me up baby.”

As I pushed back in I lost control, and a huge orgasm hit me, and I could feel my cum shoot deep inside her. She cried out at the same time, and she shuddered in my hands. It was so erotic, how we both came at the same time, and I realized she was milking the last seed from my balls. And as I went soft quickly, my dick popping out, she pushed the plug back in, keeping my junk inside her.

I saw how she used her fingers to scoop something from the sheets, and as she licked her fingers clean, I realized she had shot her own load. And since she was holding on to my seed, I felt hers belonged to me. So I pulled her against me and kissed her hard, my tongue going after the goo still in her mouth. In the end we shared, but I felt like I claimed most of it.

And as I pulled the separate blankets over us, she nestled in my arms as we laid together, and my last thought before I fell asleep was “I could get used to this.”

I woke up by myself and when I opened my eyes I saw Jona, just coming back from the shower. I could still see a bit of Joanne in him, but mostly he was back being my roommate. His smile was genuine though and as he held up his hand I could see my ring still on his finger. I looked at his ring on my finger, and gave him a soft high five. I knew by the time I'd get back from class Joanne would be back.

And that was definitely something I could get used to. She was radiant and stunning in a little summer dress, and waiting for me, with some Chinese food, so we didn't have to go out. But food could wait, as she started stripping me from my clothes. Before she assumed the position however, she held a rubbery plug in her hand. And I knew it was up to me to take it.

Did I dare? Would it do anything? Anything at all? What if I liked it? Joanne didn't seem to mind with hers. I saw the smile on her face and I read in her eyes that she really wanted me to try, nothing more. So, I took it from her, saw a thin layer of slippery stuff on it, and as I put the tip against my anal hole, I softly pushed.

Ok, softly pushing didn't do anything, so I pushed harder. It went in slightly but it wasn't a good feeling at all. Too big to fit and the way it stretched the skin hurt. “Push through it”, Joanne whispered. I had to trust her, so I pushed harder. I felt like I was about to tear, as suddenly the thickest part moved past the entrance. And just like that the whole thing sucked inside me.

Well, not the whole thing. The rubber handle that I had pushed on stopped at the entrance. I didn't realize I had kept my breath the whole time, and as I finally exhaled the rubber handle nestled between the crack, as the plug became part of me. And suddenly I understood why Joanne liked it. This was not an intruder, it was a guest. A guest that caressed my insides, and as I moved, it tickled my insides in a pleasant way. And it made my dick grow.

Joanne was waiting for me to take her, and as I started pushing into her gaping hole, I now recognized the motion of getting in. Past the entrance and then her hole essentially sucked me inside. As I started pumping deeper into her, my own movements worked my plug and I was stimulated from two sides, very much like the day before, when she moved her fingers inside me while blowing my manhood.

But, yesterday she was in control, and right now, I was. And I found a nice balance between pleasuring her, while sending myself higher. As I reached around her I put my hands on her breasts, and pulled our bodies into each other, so we became one. And as I kissed her neck I took her over the edge. And as I took her over the edge, she dragged me with her. But there was a foreign feeling as I shot my seed once more inside her, as my own rear gave me a slight idea of what she was feeling.

As she plugged herself again, to keep my cum inside her, I noticed how much bigger her plug was. And I wondered if one day I'd be taking that inside me. I wasn't going to worry about that right now, and just enjoyed our togetherness.

We rested for about fifteen minutes, she tightly wrapped between my arms, before we got up to eat. Sitting down was a completely different feeling as my guest pushed in deeper, and I was in bliss for the whole dinner. Joanne, recognizing my mood, told me I'd get used to it, but it would never be the same again without the plug.

Over dinner she told me she had made an appointment with a doctor for Friday afternoon and she wanted me to come. She knew I'd be done with my classes by lunchtime. The doctor was a specialist in gender transitions, and she had an advisory role in our school. Of course I would go with her, we were in this together.

Joanne wanted to experiment a few things later that night, and I let her talk me into trying her old set of breasts. It was a latex top in a skin color and really hard to get on, so tight it was. But, when it was done I had a small set of breasts. I could feel the weight of my new breasts hang from my chest, and an instant heat filled my tummy. Was I enjoying this?

Joanne definitely enjoyed it as she couldn't keep her hands from me. She tried a few of her bra's on me, and although they're designed to relieve the weight, I couldn't deny the sexiness of satin and lace. For the first time I enjoyed my naturally smooth skin, but it was scary how feminine my body looked. Was I meant to be female as well?

Sleeping with breasts was a whole new feeling, I think Joanne's hand was always on one. But in the morning I had to pee so badly, I had to wear an oversized sweatshirt to get to the shared restrooms in the hallway. It was a thrill and a scare at the same time. The other thing scary was that I couldn't get the top off by myself. I had to make Joanne promise to never leave for class unless she's sure my “breasts are off”.

Not until I was in class myself did I realize my butt plug was still in. And I simply accepted that's how it was going to be, I was just as hooked as Joanne. And similarly, back in the room, like Joanne, the first thing I put on was my breast top and a bra. It was just.. my face was a bit awkward, not fitting anymore. And Joanne had another wig, curly red, like her fantasy girl that she described a while ago. And with just a tiny amount of makeup I became that girl.

A girl named Georgia, as Joanne named me now, and again I was surprised how easily I accepted it. Just like I stepped in the little summer dress she had worn the day before. I told myself it was simply cross dressing but in the back of my mind I wondered if there was more.

There was more, because I saw Joanne's hard-on as she stared at me, and this time I sat on all fours and I told her to “make me her Georgia”. And she was oh so gentle, because even with my plug removed her meat took a lot more effort to fit me. So, Georgia lost her virginity, even though it didn't give me any satisfaction. But, I was happy to feel her seed spray my insides, and I understood the thrill now to lock it inside with the plug back in.

At first we switched positions, but then she laid on her back, under me, and for the first time I took her, while we looked at each other, our breasts pressed together. I made her cum with me, but there was no spray from her dick this time, so shortly after it was used up. And we could only conclude that it was the first time she came as a woman. We cried together about the progress we'd made in such a short time.

That night I slept in one of her silk nighties, and I realized how much better it was for girls, with this kind of night wear. I woke up in the morning from her mouth, wrapped around my member, and soon I filled her up. I returned the favor, as we enjoyed the wonderful world of morning sex. Time was tight though and in our rush we almost forgot to get my breasts off. I wondered if the day would come that we would simply forget.

That night she had a surprise for me, as she fitted her leather dress on me, with both a leather bra and panties under it. And I learned that while touching leather on the outside was wonderful, feeling such a touch on the inside was heaven. And being fucked while her hands felt me all over my leather was otherworldly.

Later she had me try her two inch heels, and I was surprised how all our sizes seemed to match. That didn't help me though in walking, as I was so clumsy, I didn't feel glamorous at all anymore. We may have walked around our beds a hundred times, as she walked in front of me, and I tried to mimic her moves. And oh so slowly did I get the hang of it.

I slept in my leather underwear and once more I was shocked about the extra fun girls can have. In the morning Joanne challenged me to wear my leather panties to class as well, as she had a beautiful silk pair under her own jeans. How could I not? She reminded me that we'd see her doctor that afternoon, so I shouldn't linger after class. No problem.

What I hadn't expected, although I should have by now, was that she wanted me to come along as Georgia. It would be my first time as a girl outside, but she guaranteed me that nobody would guess. My walk in heels was smooth enough now, after the long practice from the night before. But before I could put them on she gave me some panty hose.

It seemed like I kept on learning. How could I never have known the feeling of nylon covering my legs. Every step was electric. I had a denim skirt and a long sleeved off the shoulder top, and looking in the mirror I realized I was very much now Jona's perfect girl fantasy.

On our way downstairs we had two boys whistle at us, and ask for our number, at which we smiled but ignored. Outside we each took a scooter that would take us much faster to the other side of the campus than walking would do. We laughed like lunatics, as we still tried to hold hands while moving fast through the streets, and people called us crazy. And when we reached our destination I had forgotten all about being dressed as a girl in public.