Man to Woman

by Jane Futa

  “How does it feel to get a cock stuffed inside of you?” she asked me.

  “Amazing,” I moaned out between heavy breaths.

  “Good girl,” she said. She slid the cock in and out, over and over. The camera clicked repeatedly while we moaned.

  I bit my lower lip to keep from coming. I wanted to wait until Sasha came first. She moved her hips faster, pounding me with the dildo. I couldn’t believe the strength she had. It felt so good to be filled and stuffed by my best friend. It felt good knowing she was filled and stuffed, too.

  She didn’t come, but instead slid her hips off of me, taking the dildo with her. She pulled it out of her pussy and tossed it to the side. She rolled me over onto my back again, but not before grabbing one last snapshot of my ass.

  She straddled my face, this time facing my cock. She lowered her dripping wet cunt over my mouth and I stuck out my tongue. This time I could see every fold and crevice. She was beautiful. I never wanted to lick another pussy for the rest of my life. I knew none could compare to hers.

  She lowered her mouth over my hard cock. She sank her mouth down on it. She pulled up quickly with a pop sound and then turned her head over her shoulder. “Did you like getting your little ass pounded for the first time?”

  I nodded, using my tongue to stimulate her. She sank her mouth over me again and then pulled off with another pop. “Do you like being a dirty little slut?”

  Again, I nodded.

  “Good girl!” she cried before lowering herself over my cock again. She was turned on more than ever. Her tongue swirled all over my shaft and head. She moved her hips furiously above me. Her head bobbed up and down over my cock. I felt my balls swell and my head felt like it might explode.

  She pulled off one more time to say, “Come for me, you little slut.” She returned to sucking my cock. Her cheeks sucked in more than ever. I couldn’t have held back if I wanted to. I exploded my load into her mouth again. She moaned as she drank my come.

  Her legs began to shake and her pussy pulsed rapidly. She was coming. I kept licking and circling my tongue until it was clear she’d finished. She pulled her head off my cock and lifted her hips from my face. She spun around and crawled in next to me.

  I extended my arm for her and she cuddled next to me to catch her breath. She looked up at me with a big smile. I had to kiss her again. I closed my eyes and leaned in. I realized quickly that it was her cheek and not her lips. She had turned her face away.

  I pulled back with the biggest feeling of disappointment. “I’m sorry,” I said in case I had misread her signals. Did we not just have an amazing time?

  “No. I’m sorry,” she said. “I like you. I really do. I think it’s hot that you’re willing to cross-dress for me. Among other things…”

  “But?”

  “I don’t have the greatest track record with relationships. You’re my best friend. What if it ends like all the others? Who would I have, then?”

  I frowned. “It ends that way because they’re no good for you. I would be good for you.”

  “Maybe you’re right, but I’m terrified of losing you.”

  I stepped forward and wrapped my arm around her waist. “You won’t lose me. Look, we can take it slow. If it doesn’t work out, then we end it amicably. I would never jeopardize my friendship with you.”

  She pouted as she considered my words. I was desperate to keep her. “Sasha,” I told her, “I would do anything for you. I think I’ve proven that already.”

  She smiled. “You definitely have.” She sat up and gathered her clothes. I watched her dress herself with anticipation. What did this mean for us? Would she pretend like none of this ever happened?

  “I’m starving. Let’s go grab something to eat,” she said. I nodded and slid my jeans back up to my waist.

  “You’re going to go like that?” she asked.

  “Is that okay? I sort of like it…”

  “Of course it’s okay. I’m just a little surprised. At least put on the tank top.”

  “Oh I thought half-naked was in?” I joked. She laughed and walked toward me. She helped me with the tank top and then straightened my wig after.

  I slid on some shoes and we headed out. We went to Sasha’s favorite restaurant. We pulled up and I suddenly realized people would see me. Am I convincing enough? I wondered. Sasha’s hand met my thigh. She rubbed her palm against it.

  “You’ll be okay. You look hot,” she said. I smiled at her and blushed.

  “Thank you,” I said.

  “Cory?”

  “Yeah?”

  “I think we should give us a shot. You mean a lot to me.”

  “Oh my god. Are you serious?” I was stunned. Part of me thought she might be playing some cruel joke on me.

  “Of course, silly.” She leaned over and kissed me. It was soft and romantic. As much as I enjoyed the sexy kisses from before, this was special in its own way.

  She pulled away and I saw my opportunity. I reached my hand up to her cheek and stroked my thumb along it. “I love you, Sasha.”

  A tear fell down her cheek. “I love you too, Cory.”

  I couldn’t believe it. She loved me. I wondered how long she had been afraid to tell me. I couldn’t blame her of course. I was afraid to tell her too.

  It didn’t matter. All that mattered now was that we were together…going on our very first date.

  Oopsy Daisy

  Chapter 1

  I should’ve known it would end up this way. I was in too much denial; so much that I was genuinely shocked by my circumstances. But how was I supposed to admit that I wanted to be a girl? I was a college football player. I fucked every cheerleader on the squad at least once. It took the undertakings of the cosmos to show me.

  It should’ve been obvious when an ex of mine revealed her secret fetish. I should’ve known the second those silk panties were pulled up my thighs. She liked her men to crossdress. She thought it was retro or something. I obliged because I thought I loved her and she promised no one would find out. Lesson learned. Don’t ever break the heart of a girl who knows you crossdressed. She told everyone we knew.

  Fortunately for me, I was one of the star players and no one believed her over me. That didn’t keep my adrenaline from racing each time she told someone new, though. I’d spent so many months denying that I even wore women’s clothing that I started to believe myself. Deep down, though, I remembered how hard it made me when the panties cupped my throbbing member.

  Deep down, I remembered how sexy and confident I felt in my girlfriend’s bright red push-up bra. I had always wondered how much farther it could’ve gone before I’d stop her. Would I have let her put lipstick on me? Heels?

  I even had a few dreams of men bending me over like the dirty slut I was. I was a player, which was cool when you’re a guy on the football team and only fucking chicks. I secretly wondered what it would feel like to be fucked by as many thick rods as I fucked pussies. Of course, I shoved my dirty little thoughts down as far as they would go. By the time I’d discovered the Lotus Orchid, I’d all but completely forgotten about my little fantasies.

  It wasn’t really me who discovered the Lotus Orchid…it was a well-researched flower, but it was very rare. Its pile of research was also mostly done by one man: an old professor at my University.

  He was sort of known as a cook around campus. He’d been missing for several decades, but he believed this rare flower had certain mystical properties. Most people didn’t really concern themselves with the rumors, but a few of the more superstitious students had fun indulging in the idea.

  You can imagine my surprise when I eventually found it. Strangely enough, I wasn’t looking for it at all. It was a fall afternoon shortly after school had started again. There was a new cheerleader on the squad whom I hadn’t stuck my cock inside yet. Her name was Nina and I wanted to exert my manhood over her tiny, fit little body. Since no girl was immune to my charm, she agreed to follow me deep into the woods that surrounded our ca
mpus.

  The intention was to have a picnic and see how far she’d let a little make-out session go. Luckily for me she was as big of a slut as all the others. We ate a few bites of food, but our eyes scoured each other’s bodies. When I felt confident that she wanted me, I leaned across the picnic blanket and kissed her soft, sweet lips.

  I didn’t hesitate to plunge my tongue into her mouth. I wanted to lick every inch of her. Even amidst the smell of flowers and pine trees, I could pick up her hibiscus shampoo. I inhaled as I kissed her, and I wrapped an arm around her waist. I pulled her against me until I was laying on my back with her on top of me.

  She lifted her head and looked at me with a shy but gleeful spirit. Her eyes sparkled and she looked as if she wanted to say something but couldn’t. I watched her as she worked up the nerve to finally let the words escape.

  “I think you’re really cute, Josh,” she said, tucking a stray strand of hair behind her ear. “I’m really glad you took me out here.”

  “I’m happy you came,” I told her. “Now, would you like to come in a different way?” I flashed a playful grin and she giggled. She gently pushed me away and I pulled her back into me.

  She kissed me, this time sliding her tongue in first. I gripped her hips in my hands and felt the bare skin of her lower back peeking out from the bottom of her tank top. I slid my hand up the middle of her back, feeling goose bumps forming as I covered more ground.

  She broke our kiss long enough for me to remove her shirt completely. Her soft skin looked beautiful in the glow of afternoon sun. Specks of light danced across her cheeks and chestnut brown hair. I reached around her back and unclasped her bra.

  I looked at her small but full breasts as they hung in the warm air. Despite the weather still being on the hotter side, her nipples were hardened into little nubs. I smiled and then took one into my mouth, rolling it between my lips.

  She cooed with her lips pressed to my ear. I reached my other hand down by her flowing skirt. I found the edge of it, resting against her knees, and started to lift it up slowly. My fingers glided along the inside of her thigh. I felt my cock harden as I neared her brand new pussy. Well, brand new for me.

  The cheerleader finally got up the nerve to unfasten my jeans. I was surprised, as she seemed like the type who’d want everything done for her. I growled as she released my cock from my boxers. She wrapped her delicate hand around my shaft and I quickened my pace to her pussy.

  When I found her panties, I slid my fingers in through the side. I smiled when I felt how incredibly wet she was. I ripped her panties down to her knees quickly and then wrapped her legs around my lap.

  Her wet slit rested against the underside of my cock. I felt myself throb beneath her, begging and pleading for entrance. I reached my hand down, adjusted myself, and placed the tip of my cock at her slit.

  I looked up into her sparkling eyes. “I’ll be gentle,” I told her.

  “Don’t be,” she said with a smile. I couldn’t believe how sexy she was. On the field she seemed so innocent, but out in the woods her primal energy flowed like a fountain. I growled again and slid myself inside.

  She was so tight it was unbelievable. She let out a moan as I pushed myself deep inside her wet pussy. I pulled my head up and gently bit her shoulder to keep from coming early.

  She started to rock her hips above me, grinding her pelvis into me. This was a girl that new what she wanted. I grabbed her breast in one hand and her ass in my other. She lifted her hips up and slammed them back down. She was working my thick cock inside her pussy. She was loosening herself up, relieving both of us from the pressure her grip created.

  I flipped us over so that she lay on her back. Then I started thrusting my hips against her spread legs. Her hair fell all around her beautiful face and her tits hung perfectly from her small chest. I leaned down and sucked on her nipples. I kissed her neck. I kissed her lips.

  Her mouth formed the cutest little “O” as I pounded her. Her eyebrows furrowed and wrinkled toward the middle of her nose. Her eyes were half closed and her arms were wrapped around my neck.

  I pounded my cock deeper inside of her until I was about to come. “I’m going to come soon,” I warned her. “How do you like to come?”

  “Fuck…me…from…behind,” she said through tiny breaths. I didn’t need to be told twice. I slid my cock out of her pussy and missed her instantly. I flipped her over onto her stomach. I pulled her skirt up to her waist.

  She had a perfectly round, small ass. I leaned down and took some of her flesh into my teeth.

  “Ohh!” she moaned as I bit her left cheek. The I picked my head up and positioned my cock to re-enter her.

  I slid it inside slowly at first. She was even tighter from behind. I saw her reach down with one hand to finger her clit while I fucked her. I grabbed her ass in my hands and moved my hips back and forth. She was so wild and free. The forest always seemed to bring that out in my dates.

  I reached down with one hand and grabbed a fistful of her hair. My other hand gripped her hip tightly. I pushed in slowly. I pushed in deeper. I held it there for a second. I pulled out quickly and slammed it back into her.

  “Harder,” she told me. I slammed my hips against her ass over and over, panting and sweating as I thrust. “I’m going to come,” she warned me.

  I picked up my pace. When I heard her moaning and saw her shaking I let my load go. It shot up toward her belly, filling up her tight little cunt.

  I collapsed over her and we both caught our breath. I looked at her, my cock still buried inside of her. She was distracted by something and she looked confused.

  “What is it?” I asked her.

  She pointe straight ahead, toward the flowers that grew a few feet from where I’d laid the picnic blanket. “Isn’t that the Lotus Orchid?”

  Chapter 2

  I shifted my gaze toward the wall of flowers. I thought I would find a Lily or something and we’d laugh about it. What I saw, though, was the strangest flower I’d ever set my eyes on.

  It was bright pink and glowing. It looked as if it could’ve been fueled by neon and electricity. I couldn’t believe I didn’t notice it earlier. It was the most breathtaking thing I’d ever set my eyes on, and I felt like it was calling to me. All of this was strange to me since I really wasn’t much of a nature person outside of fucking cheerleaders in the woods.

  My mouth hung open in complete surprise. “How do you know that’s it?” I asked her. We’d all heard of the Lotus Orchid, but few of us had ever seen photographs or drawings of it. I was sure there were some, but most students were content with never really knowing what it looked like.

  “I’m taking a horticulture class,” she said. “We talked about it on the first day. It was Mrs. Lawson’s way of stimulating our interest in the class, I guess.”

  “So you’ve seen a photograph?”

  She nodded. “And sketches by Professor Dubois. Only he drew them with an aura around them. Now that I see them in person, they do look as if there’s a halo effect.”

  “It’s probably nothing. We’re still high on endorphins from our orgasms. Or it’s the way the sunlight is hitting it.”

  “Yeah, you’re probably right,” she said. “But aren’t you curious?”

  “About what?”

  “If it’s really magical? If it really gives you what you truly desire?”

  “That’s just a stupid rumor. Mr. Dubois was a nut job. It’s like Santa Claus or the Tooth Fairy.”

  She shrugged, flipping over after I slid out of her. “Maybe you’re missing out.”

  “I can’t pick it even if I wanted to. It’s illegal,” I warned her.

  “Isn’t that a shame?” she said, gluing her eyes back on the mysterious flower. We dressed ourselves and sat up on the blanket. “What do you think it would give you if you could take it?”

  “I’d make the pros. I’d have all the women,” I said with a wink.

  “You’re probably already getting those thing
s anyway,” she teased. “Do you have any other deeper desires?”

  For a moment I remembered my ex’s panties hugging my cock. “No,” I said, shoving it back out as quickly as it rose to the surface.

  “I’d want to be famous,” she said. “But I’d also want a loving family. My parents have always been kind of shit to me.”

  “They’re paying for your University, right?” I asked, remembering a detail I’d overheard among the cheerleaders.

  “Yeah, but only because they want me out of the house. That’s why I’m going to study something absolutely useless.” She had a smile on her face but her eyes were sad.

  I wanted to reach out and brush her shoulder or give her a hug, but that wasn’t what jocks did. I kept my distance and let her have her moment.

  “I guess we should get back,” I said finally, after checking the time on my phone. “We’re both due at practice soon.”

  “Oh shit! I almost forgot,” she said.

  “I’m good like that,” I teased. She playfully shrugged me and grabbed her things. When her back was turned, I reached for the Lotus Orchid and gently broke the stem until it pulled loose. I carefully tossed it in the picnic basket. My adrenaline was rushing at the thought of getting caught.

  We picked up the blanket and I threw it over my shoulder. I carried the basket in my other hand. I helped the cheerleader out of the woods and took the basket back to my dorm room.

  After practice, I high-tailed it to the school library to find a picture of the mysterious flower. I went to the oldest, dustiest corner of the library on the highest floor. It was a corner where less useful books were kept. Books that students had no need to check out, nor did they want to.

  I searched the spines until I found it. Lotus Orchid: by Francois Dubois. I pulled it off the shelf and looked around me to see if anyone had noticed me. It was dead silent in that empty, dark corner of the library. I sat on the floor with my back to the shelves of books and began to flip through Mr. Dubois’ research.