My Unwanted Transition Ch. 06

"Ready for your massage?" Andy asked.

"Yes, I am," I answered smirking.

I wasn't expecting anything extravagant, just simple shoulder rub. Andy got up and left the room, so I scooted over some to make myself comfortable. I figured he could sit behind me, give me a shoulder rub and the whole thing would be just a few minutes.

"Alright! Lay down on this, and I'll get you nice and rubbed down," Andy said as he came back into the room with a towel and baby oil.

I carefully turned over and positioned myself on the towel, with my feet hanging off the end of the bed. He pulled my shirt up to expose my back, then a moment later, I felt the oil being poured on me. It was cold and made me jerk a little. I closed my eyes as I felt his hands start to rub the oil into my back firmly. Up and down, and side to side, he kneaded his fingers into my skin. It felt incredible, but I found myself being unable to fully relax since I was sure he'd only do this for a minute or two.

"Let's take this off," Andy said, tapping where my shirt was bunched up.

I lifted myself enough so that we could pull it off, then he continued with the massage. With my shirt out of the way, Andy moved higher up my back. I reached and pulled my hair out of the way so he could get my shoulders and everything. At least fifteen minutes went by with him, focusing on my shoulders, neck, and lower back.

"Do you want more?" Andy asked.

"Yeah, if you want," I answered, my voice coming out kind of raspy.

"I'm going to take the rest off then," he said.

Andy hooked his fingers inside of my shorts and panties, then pulled them down. He was careful with my ankle as he maneuvered them past my feet. I adjusted myself some, getting more comfortable. As Andy put my oil on me and started to rub, I thought about how I was fully naked and he still somehow managed to win in this too. It didn't bother me, though, I was enjoying the massage.

Andy started to move lower, his hands going and working my butt, then down to my thighs before eventually making his way to my calves. I was very relaxed now, and he worked his way back up, giving one more quick round.

"That was really nice," I said, assuming he was finished.

"If you want more, I can keep going," he responded.

"I think you got everything," I said again, even though I wouldn't complain about having more.

"I can do your other side if you roll over," he offered.

Of course, he'd want to do my front, I thought to myself. I decided to roll over, but I kept my eyes closed because I knew if I looked at him, I would blush or end up smirking like a fool. I expected him to make a joke or remark, and instead, I felt more oil being poured on me. His hands started on my stomach then moved up between and around my breasts and finally up to my nipples. I didn't have to see them to know they were hard, especially after being rubbed.

Everything was quiet too, so I could hear the sound of his hands gliding on me. It was a soft, soothing sound and went perfectly with the massage. He worked his way around my waist and hips, then my legs again. Just like before, he worked back up, giving one more round.

"I always wanted to give a girl a massage like that," he admitted.

"You did better than I thought you would," I said, opening my eyes. "And you still managed to get me naked anyway.

"You could've said no any time. Plus, I know you liked it because I heard the little moans you made," Andy said.

"I didn't moan," I said in protest.

"Yes, you did, when I was doing your thighs, and especially when I touched your nipples," Andy elaborated.

"I'll show you moaning," I said.

Something came over me, and I rushed my hand down between my legs, finding my clit with my fingers, then rubbing it right in front of him. I pushed a breathy moan from my mouth with the intent of Andy hearing me. If he wanted to tease me about moaning, then I could tease him with my moans. I moaned again, rubbing myself harder, wanting to really get him worked up. My eyes were closed, letting me focus, but instead of stopping after a few times, I continued. Suddenly, I felt my orgasm just in the distance. My fingers kept rubbing while my free hand moved to grip my still oily breast.

I didn't stop. I was horny, so turned on from the full massage he had given me. My body tensed up more and more until all of that sexual tension exploded at once in an intense orgasm. My fingers were wet with my creamy girl cum. After all of that, I ended up masturbating for him anyway, and it felt good. When I opened my eyes again, Andy was still there, watching me like some kind of porn, with his dick in his hand.

I watched as he jerked off while looking at me and slowly reached to touch his cock. His cock was warm and solid, with a bit off precum already formed on the tip. I curled my fingers around it, and he moved his hand away, leaning over to touch me instead. His fingers explored my wet folds, dipping into me for a moment before finding and caressing my clit. I pulled myself closer to him, moving my hand back and forth on his erect cock some.

I looked up at his face, leaning in while reaching my tongue out until I touched the tip. I licked the precum from him and closed my mouth on his dick. His fingers started to rub me faster, making me moan some as I pushed my mouth down and around his shaft. It only took me a few moments to work myself into a good pace. I heard him moan lowly, which encouraged me to continue. The thought of sucking another guy's dick crossed my mind. It was something I knew I'd never do, and now here I was doing it again. I liked it, the feel of having and tasting him in my mouth made me feel incredible.

After a few minutes, I pulled myself back and looked down at his working hand between my legs. He pushed two fingers inside of me, then started to rapidly bang me with them. I was already starting to get close again, and his new effort was making it that much faster. My hand was still around his dick, but I couldn't focus on doing much. It didn't stop him though, he pumped his fingers in and out me and used his thumb to rub my clit. I pumped my hips against his hand, moaning, my body tensing up again as I started to climax. His fingers eventually pulled out of me, covered in my wet, creamy, feminine essence. Andy looked at his fingers, then brought them to his mouth and sucked it off.

"I can't believe how wet you get," he said after tasting my cum.

"Like you know how wet girls are supposed to get," I said, joking.

"I can make at least one insanely wet," he said back, grinning.

I just looked at him, then down to his still erect cock. Carefully, I turned on the bed, not wanting to hurt my ankle. As I faced him now, I spread my legs and looked away.

"I can't really do much because of my ankle," I said.

"You won't need to do much anyway," he said.

Andy came up to me, holding my bad leg with care as he lined his cock up to my slit. His length sunk into me with wet ease. The way his girth stretched me felt incredible. Once his dick was all the way inside of me, he didn't waste any time pulling out and slamming back in. He moved himself and my hips around, trying to feel out the best angle. That moment came soon, and when it did, he started to fuck me intensely. His pace was slow, but deep and hard. He touched my body, squeezed my breasts, and rolled my nipples between his fingers.

Gradually, he picked up the pace until the sound of his cock entering my pussy filled the room. Each time our eyes met, I looked away, still unable to get over that weird feeling of having sex with my best friend. He put a hand on my shoulder for leverage as he began to speed up even more. Every time he moaned or grunted, it made my pussy throb.

"I'm about to cum," he grunted.

He pulled out of me fast, then I sat up as he started to jerk himself off. I moved my hand to his cock, then put him in my mouth again, using my hand to stroke him quickly. He told me he was about to cum again and tried to pull away, but I held him in my mouth. His fingers curled tightly into my hair, then I felt his cum rushing into my mouth. Powerful spurt after powerful spurt filled my mouth. I couldn't believe how much there was. I relaxed my mouth and throat and swallowed it down, every bit of it. Andy looked at me, like he was waiting for something, maybe for me to spit it out, but then he looked surprised.

"Did you swallow it all?" He asked.

I didn't answer.

"You did! That's fucking hot!" He said, obviously very pleased.

"I need to clean myself up," I said, trying to change the subject.

My pussy was a mess from me being so wet. We took some time to clean ourselves up, and I thought about how glad I was that I could make him feel good after taking care of me so much. Sex made us both hungry, too, so we got something to eat and eventually turned in for the night.

When I woke up, the sun was already out. I had slept the entire night without waking up once, and it was good sleep too. I turned to face Andy, who was just waking up as well. Looking at his face reminded me of the pleasure I had seen in his eyes yesterday. We looked at each other in silence for a moment. There was a thought in the back of my mind of wanting him to kiss me. I waited a bit longer, almost sure that he would, so I moved a little closer, but then, at the same time, he started to move the opposite way and got out of bed.

"I have to get ready for work. Will you be okay?" He asked.

"Yeah, I think I can manage," I answered.

( Recovery )

I didn't do much except watch TV after Andy left for work. Before midday, Skylar called. I just looked at his name on my phone, unsure if I wanted to talk to him or not. The phone rang in my hand several times before I finally decided to answer.

"Hey," I said, answering the phone.

"Sorry about the other night, I was drunk and wasn't thinking straight. How's the ankle?"

"I sprained it, so it's wrapped up right now," I answered.

"I hope it gets better soon!" Skylar said.

"Thanks. It will take a couple of weeks at least. I guess I twisted it up pretty bad," I said.

"Maybe I should come over and take care of you then," he said.

"No, that's okay, Andy has been helping me."

"Oh, is he there now?" He asked.

"He's at work right now," I answered.

"Then I'll come over and help out, it's the least I can do," he said.

"I'm really okay," I said again.

"I have to make up for the night other night anyway, I'll be there in a bit!" He said, insisting.

I sighed to myself after hanging up. Maybe it would be nice to have company, then I wouldn't have to wobble back and forth to get food or a drink. I also tried to remind myself that Skylar is a guy and thinks of me as a regular girl that he likes. Since I used to be a guy too, I figured it would be okay. I got up and pulled my shirt off, then put a bra on before putting my t-shirt back on. My bra was getting tight again already, which meant my tits were still growing.

Skylar texted me when he arrived, and I got up and let him in. He gave me a hug, followed by a quick kiss to my lips, which caught me off guard. I showed him around the best I could and at least pointing out where the bathroom is. He helped me back to the bedroom, and I laid down and propped my foot back up. Skylar brought me everything I needed throughout the day, which did turn out to be helpful. Not having to move around made my ankle feel better.

Skylar put on a movie and made it a point to lay close to me. He eventually put his arm around me and remained like that for most of the show. When it was over, he apologized again for not being more attentive to me at the party.

"I really am sorry," he said. "I even got you something."

He reached around into his pocket and pulled out a small box. I opened it and saw a necklace inside, which made my heart start to beat fast. This wasn't something I ever pictured happening, in fact, I thought I'd do something like this for a girl. It reminded me again that Skylar didn't know me as anything but a girl. He didn't know about my past, and he had no reservations about me being a girl. He took the necklace out of the box, then reached around my neck to put it on me.

"You're so beautiful," he said, placing his hand on my cheek.

My mind was still trying to process the moment as he leaned in to kiss me. He shifted closer and pressed into the kiss, pushing his tongue into my mouth. I didn't know what to do except kiss him back. My acceptance encouraged more, spurring him to kiss me deeper still. I felt his hand pulling my shirt up, then pushing my bra so that he could cup my breast in his palm. My thoughts were finally catching up, and I realized that if I let him continue, we were going to have sex.

"Wait," I said, breaking away from the kiss. "I need to tell you something."

"Don't tell me you're on your period," he said right before moving down to lick my nipple.

"No, it isn't that," I said, my voice breaking some as I shivered from his attention to my nipple.

"Mm, what is it then?" He asked as he unhooked my bra and pulled it away.

"It's about my past," I said, finding it hard to concentrate with him still licking and sucking on my nipples.

"What about it?" He asked again, now sliding his hand down toward my shorts.

"I used to be a guy!" I blurted out, then grabbing his hand.

"I know," he said, then pulling his hand away from mine and shoving down between my thighs.

"How did you know? I asked, shocked.

"That doesn't matter. If it's part of who you are, then I'm fine with it," he said.

I closed my eyes, feeling his fingers rubbing me. He pulled my nipple into his mouth and sucked on it, his free hand pinching my other nipple. I felt his fingers move down and slowly push inside of me, rocking in and out of my now wet slit. He fingered me faster as he left my breast and started mouthing my neck, biting my skin with his teeth some. The sudden bite made me throb, which he took notice to and did it again, this time a little harder.

"You're really getting wet for me," he said with a smirk. "I guess its time to taste now."

His fingers pulled out of me, then he moved down to my legs so that he could slide my shorts off. I wasn't sure if I wanted to have sex with him, especially since I just had sex with Andy last night. I watched as he dropped my panties, wondering if it was too late to stop now. He kissed his way down my leg, making a slow path toward my sex. His tongue reached forward, licking directly upward between the folds of my labia. Before he could finish a second round, my phone began to ring. I grabbed the phone next to me, seeing Andy's name on the screen.

"I have to answer this," I said, trying not to panic.

"Okay," Skylar responded.

"Hey Andy," I said, answering the phone. Skylar licked me again, then put his mouth over my clit.

"Hey, I was just calling because I'm about to leave work and was checking to see if you wanted anything," Andy said.

"Um," I said, pausing, then shivering from the feeling of Skylar's tongue whipping back and forth against my clit while he sucked on it. "I don't think I need anything, I'll see you when you get here," I said, trying to wrap up the call.

"Yeah, I should be there in thirty minutes or so. Did you make out okay today?" Andy asked.

"It was good," I said, clenching my fist.

Andy proceeded to tell me about some things that happened at work, but I couldn't concentrate anything except Skylar's mouth and tongue. I mouthed the word stop at Skylar a few times. 'Not until you cum' he mouthed back at me. When we finally ended the call, I let out a much-needed moan. Skylar slid his fingers inside of me again, pumping them in and out while working my clit with his mouth.

I put my hands on his head, moving my hips some, which he seemed to enjoy too. His tongue just kept going and going, flicking rapidly with his mouth pressed firmly over my sex button. He was going to make me cum, and soon too. I moved my hands from his head and squeezed my own tits, feeling that climax getting ready to crash through my body.

"Yes, fuck!" I moaned out, cumming.

Skylar worked me through my orgasm, waiting for my shivering to stop before finally lifting his mouth away from my pussy. He crawled over me, kissing my body as he did until reaching my mouth for a final kiss. Feeling incredible, I put my arms around him and kissed back, meeting my tongue against his. He tugged on my lip with his teeth as he pulled away again. I looked at his face, feeling horny, confused, and upset with myself for doing this, even though it felt so good.

"Andy's going to be here soon," I said.

"That's a shame,' he responded. "I guess I'll just have to jerk off to you when I get home then."

He pulled his phone out of his pocket and took some pictures of me. Snap after snap he took them, so I pushed my breasts together for a pose, stuck my tongue out for another and finally spread my pussy for him as he stood at the end of the bed. I did a quick cleanup of myself and walked Skylar to the door. He held me, and we kissed once more before he left.

I went back to the room and let myself fall on the bed. As I stared at the ceiling, I thought about what I was getting myself into. It was going to be simple after the other day. I thought Skylar didn't care enough about me, and now he came over and took care of me all day. Maybe he was just after sex, but either way, I enjoyed spending time with him, and well, he is cute. For now, he recovered himself with me, and I would have to see where it goes.