Bareback Bella

I couldn't verbalize anything I was feeling other than by heavy exhales and quiet grunts. I wanted to tell her that I loved her, I wanted to tell her I never wanted to stop, and that I couldn't think of anything I'd rather do with the rest of my life than her but nothing coherent would come out.

"I want you to cum inside me baby, cum in my pussy Bill!" Ivy coaxed.

Her encouragement was all it took to drive me into a frenzy. My head swam in thoughts of filling her with cum and making her my girl. My body buzzed and tingled everywhere she touched me and my stomach tightened up as I felt my balls release a torrent of semen into the condom. I continued pounding myself into her until my orgasm subsided. She continued teasing her fingernails around my back and bum as she held me inside her.

"That was amazing!" I breathed into her ear.

"Yeah, you weren't so bad yourself either!"

"We should do that again sometime," I said.

"Yeah, but next time, I want to be the top!"

Her comment wasn't lost on me. She want wanted to be the top next time, not just on top. I hadn't played around with my ass in a couple months and wondered if I would still be stretched enough for her to top me. I wondered if she even had something to top me with. I started wondering about a lot of things concerning Ivy.

My deflated cock slid out of her warmth and flipped uselessly between my legs. The tip of the condom was filled with cum that squished around the head of my dick. I pulled the tip away from my cock head and the condom slipped off my shaft.

She grabbed the used condom and tipped it upside down over her mouth and let the contents slide out onto her tongue. I couldn't believe she had squeezed the cum out of my used condom and started playing with it in her mouth. She held the empty rubber mindlessly in one hand while she played with her boobs. She looked so hot right then with my cum on her tongue.

Ivy played with my cum for a moment before closing her mouth and swallowing my seed. Then she got on her knees and pulled me in for a passionate tongue kiss letting me taste myself in her mouth. I'd eaten my cum before, but tasting it on Ivy's tongue was by far better than any other way.

"I should have guessed you wouldn't be disgusted by that," she said.

"Nope, if you can kiss me after I lick you, why should I protest a kiss after you swallow my cum?" I said laying next to her and pulling her in for a cuddle.

"And what if I didn't swallow," she asked.

"I'd still kiss you," I said.

"Dirty slut..." she whispered.

I held her until I fell asleep, my face nuzzled into her neck breathing the sweet vanilla aroma. When I woke up, she was gone and I'd been covered in a blanket. I got dressed and stumbled outside to find Ivy getting some tack ready. She looked even more beautiful than the last time I'd seen her.

Her hair was pulled up into a messy bun on the top of her head and she wore a pair of cutoff shorts that left the bottom of her ass exposed, cowboy boots with red stripes on one side and stars on the other, and a blue tartan blouse with the sleeves torn off. She was in the tack room pulling a halter out.

"Where are you going?" I asked her rubbing the sleep from my eyes.

"I need to grab that mare and her baby, wanna come?"

"Do we have time to do that again?" I smiled.

My eyes landed on her tits. I could see her nipples tenting the thin material on her blouse. I let my gaze wander down to her midriff where her abs undulated below her skin. She was in impeccable shape and I felt my cock stir when I thought about what kind of panties she was wearing.

"Do you want to come get the mare and baby with me silly!"

I pulled myself back into reality. "Yeah, lemme get some better shoes on okay!" I said trotting off to the house to grab my shoes.

I sprinted back out to find Ivy sitting in the driveway. She kicked the door open to the pick up truck and patted the seat next to her. I got in and slid over to the center seat right beside her, placing one leg on either side of the gearshift. She push the shifter to the right and pulled it back only an inch from my junk. As we backed out of the drive her fingers played with the tip of my soft dick while she held the gearshift.

We headed out into the fields talking about life, our dreams, our goals, and whatever else came up. How it was growing up without a mom for her and a dad for me. She played with the inside of my thigh while we drove until we hit the first fence we had to open.

"Bitches duty! You're my bitch so you've got to open the gate!" She said laughing at the role reversal joke.

When I looked at her in protest, she laughed and nudged me in the arm.

"You know you'd like to be my bitch! Hell, I could probably even dress up like my bitch!"

When I didn't disagree with her she laughed even louder and called me her bitch more. I couldn't lie... the thought of being Ivy's bitch made my cock dance. Our conversation quickly turned into talk of me wearing a dress for her and taking it in the ass. Then she had me agreeing to have sex with men so she could watch. What could I do, I was already head over heels in love with the my sister. I'd agree with anything she wanted and she knew it!

We left the truck parked in the field and walked back leading the mare and her baby. We didn't get back until well after dark and it took another hour to get the pair settled into a stable for the night. I was glad to see the colt up and running around on steady but shaky new legs.

Ivy cooked us a simple meal of potatoes and sausages. She joked that since I was her bitch, I should be wearing a pretty dress and doing the cooking. I couldn't help but imagine myself in a pretty dress cooking for her but who would I be fooling, I couldn't cook.

"I don't know how to cook anything other than ramen," I said.

"Ah ha, you do want to wear a pretty dress for me," she laughed.

"I didn't say that!"

"But you did... I'd have never guessed my new brother would be a hot little femboy," she said.

After dinner she led me into her room and continued grilling me for secrets like how many boys I'd been with, what all I'd done with them, what I liked and what I didn't. She even made me tell her that I'd snuck into my mothers lingerie before. When I told her I'd worn my mothers panties and stockings, Ivy's eyes got big and she looked super excited. She ran to her closet and grabbed a pair of pink panties with ruffles on the butt.

"Put these on... for me," she pleaded.

I tried to protest but when my penis got hard she knew I wanted nothing more than to wear her underwear. I took them from her, turned around and stripped out of my shorts and briefs. The panties were a little tight but not so small they didn't fit other than the front.

I was super hard and my cock poked out the top. I didn't want to turn around but she started cat calling me and begged to see everything. When I showed her the front, she got quiet, but her lip and started pulling me toward her.

Ivy grabbed my panty covered ass cheeks and engulfed my throbbing cock. The entire length of my dick disappeared into her throat. It was by far the best feeling I'd ever felt until her fingers started snaking their way toward my asshole. Id had a guy suck me off while trying to finger me but it was nothing like what Ivy did.

When she started rubbing my prostate, it felt like the cosmos blew apart in my mind and i spewed into her throat. Ivy pulled back and jacked me off into her open mouth. I nearly filled her mouth with my seed and she continued stroking me until I jerked around and started screaming.

She pulled her fingers from my ass and tucked my shrunken cock inside the pink panties, then stood up. Her cheeks were pushed out and her lips were pursed tight as though she was keeping something from escaping. I knew what she was thinking when she pulled my face down to hers.

Ivy opened her mouth and pushed the cum into my mouth. Our tongues explored each other's through the sticky sweet cum until it started dripping out our cheeks. Ivy tried to scoop it back into her mouth but even more escaped. She closed my mouth for me and I swallowed what I had. She swallowed too and started scooping the drips off her face into my mouth.

She pulled me down into the bed with her and laid her head on my chest. She pressed her body into me and drifted off to sleep. I fell asleep wrapped tightly in her arms. I don't ever remember sleeping that good before I met her.

I woke up alone the next morning, still wearing her panties. I didn't want to take them off and wandered to my bedroom to get dressed for the day. I just pulled my jeans on and stepped into my shoes. When I got downstairs, I found a note telling me to get everything watered. It was signed "Love Ivy xoxo." I couldn't help but smile and hopped on the wheeler then set out to get my chores done.

About halfway through my rounds I passed Ivy in the pickup truck. She stopped me for a quick chat about what needed water and what didn't, then told me to hurry home. She had a surprise for me. I couldn't think of anything she might have that'd surprise me from how the week had been going so far. When I got back, I skipped inside and started looking for Ivy.

"Billy, come here please!" Ivy yelled from my bedroom.

I raced up the stairs and when I walked in, she was holding the sexiest lingerie set I'd ever seen. A white push up bra and white thong panties sat on a hanger in one hand while a white lace garter belt, and white seamed stockings hung from her other hand. Cute black flats sat on my bed near a sexy looking blue and white dotted A-line dress.

"Jesus, that's some cute stuff!" I said adjusting my pants in the front.

"You like it?" She asked.

"Totally, it's beautiful, are you going to wear that for ME?" I asked.

"No silly, I got it FOR you!" She said handing me the bra and panties.

"Really?"

My heart fluttered and my voice stuck in my throat. I felt my cock stir thinking about wearing it all. Mostly it was the stockings. I'd had a thing for white stocking ever since I discovered my mothers pantyhose. The first time I felt my legs in nylons I was hooked. Ivy couldn't stop grinning as she helped me out of my clothes. I don't know who was more excited, me or her.

Ivy left me alone to get dressed and I held the bra in front of me. It wasn't just a push up bra, Ivy had sewn in padding so the bra was always full. I wrapped it around my body and pulled the shoulder straps up. I'd watched enough low budget forced feminization porn to know how to put everything on. The garter straps, while simple in theory proved to be more than just a little difficult but I managed all the same.

I felt super exposed and quite self conscious stepping into Ivy's bedroom. She was dressed in a light blue button down long sleeve shirt, loose wranglers tucked into her cowboy boots and a wide brim cowboy hat with a beaded hat band. Even dressed in a masculine manner she exuded sexy from every pore.

"Are you gonna be my girl today?" Ivy asked.

"Um, I guess so..."

"Well, there's my makeup. Do you want help or can you do that too?"

"I've never done makeup before. I've only ever worn a little bit of lingerie." I confessed.

She already knew that. We'd discussed that and many other things over the last week, our honeymoon week, we joked. I watched her transform my face from Billy the boy in a dress to... Ivy's girl!

I didn't ever think of myself as a girl before but watching myself change under Ivy's skilled hands exposed more than just the thought. I loved being a guy, but there was something about feeling pretty that I couldn't shake. There was something about becoming a girl that excited the hell out of me.

"What do you think of the name, Bella?" Ivy asked.

"It's a pretty name, who is that?" I asked.

"It's your name if you like it."

"I like it," I said giving her a little twirl, tripping on my own feet and almost falling.

"Careful, don't break your leg the first time I get you in a dress!"

"Yeah, that'd be bad!"

"It'd ruin my plans for our date!"

"Wait, what plans and what date?"

"You're my girl, I'm gonna take you out, we're gonna have some fun, get some food then come home and if I'm lucky I might even get in your panties tonight!"

"You're going to take me out? Out where?" I cried.

"We need to go into the city and grab some things. You'll need to pick them out with me!" She said stuffing the truck keys into her wranglers.

"What things, and where? People are going to know I'm a dude in a dress Ivy!"

"Relax, no one will know. You just moved halfway across the country! Have you ever even been here before?"

"Well, no... but this is where I live now. What if someone recognizes me today and then sees me later. What if I'm known as the crossdresser for the rest of my life!"

"Come on, you need to relax. No one is going to recognize you. Your own mother probably wouldn't recognize you the way you look right now!"

"Fine but I'm not getting out of the truck though."

"We'll see, come on then. Let's go."

I couldn't believe I was actually going out in public dressed like a girl. My dress tickled my legs when I walked and I could feel the air on my ass when a breeze blew up my legs. I didn't understand how women wore dresses as short as they did. Mine landed just above my knees and I felt like I was showing the world everything. I couldn't imagine ever wearing a mini skirt!

I slid into the middle seat next to Ivy and we started talking about everything again. I told her how I'd wanted to be a biologist and live on the coast somewhere, she wanted to be a large animal vet which made sense for where she lived and what she did. I tried to not talk about when my dad left and how I thought most of my social problems came from that. She shared heartbreaking details of her mother passing.

Before I knew it, the two hour drive was done. I'd been so caught up in the conversation that I forgot how I was dressed until we stopped at a gas station. I didn't want the conversation to stop, I wanted to talk to her like that forever but my bladder was screaming at me! I had the biggest dilemma of my life up until that point.

I squeezed my legs together as tight as I could, to hopefully push some of the fluids back in but nothing was helping. Ivy saw the pain in my face and suggested I go use the bathroom.

"I can't, someone will know!"

"No one will know, come on... I'll go with you."

I could argue with her or piss myself. I knew I couldn't get away with holding it so I scooted out of the truck and shot Ivy a painful look meant to tell her to hurry, she met me at the front of the truck and took my hand. Ivy ushered me past the men's room when I instinctually tried entering ad pushed me into the ladies room.

I'd never been in a women's bathroom and wasn't sure what to expect but it didn't seem all that different from a men's room other than the lack of urinals. I couldn't figure out why women took so long in the bathroom until I closed myself in the nearest stall.

I knew pissing like a man was out of the question but couldn't figure out what the hell to do with my dress. I didn't want the back of it touching the toilet when I sat down but couldn't pull my panties down far enough to release my cock either. I'd put the garter straps on over my panties so I had to hike my dress up, then pull my panties down far enough I could just stick my dick down into the bowl.

Finally... relief. What a pain in the ass. I took a mental note to never trap my panties under my garter straps again. Ivy was growing impatient. She had started pacing back and forth in front of the stall.

"Did you fall in," she asked.

"Sorry, almost done," I said.

I tucked the front of my dress down into the neck opening to free a hand so I could get my panties back on and wondered why I haven't thought of that before. I could finally push my panties down far enough for my cock to not be strained backwards and sideways at the same time.

The gusset of my panties had a dark wet spot that was either escaped urine or precum. I couldn't tell but didn't want to add to the stain, so I dabbed my cock head to clean any moisture and pulled my panties back up, flushed the toilet, and opened the door to a shocked Ivy.

"I thought you fell in," she said.

"I almost did," I said brushing past her on my way to the sinks.

I washed my hands and glanced up at the mirror. I didn't immediately recognize myself and panicked for a fraction of a second thinking someone was right behind me. I jumped and splashed water all over, then started laughing at myself. Ivy had really done a great job with my makeup, and my boyish hair looked just feminine enough with the blue hair bow in it.

"What was that," Ivy asked.

"Didn't recognize myself for a second," I said.

"You're too funny Bella."

We headed back out to the truck and I noticed about half the guys in the store watching me out the corner of my eye. I started panicking that Ivy was walking slow when a cute looking blonde guy stepped in front of her.

"Where you going Ivy, were you really not going to introduce me to your friend," the guy said.

Ivy stepped to the side and allowed the newcomer to have a good look at me. I was in shock like a deer in headlights, both from being caught in public dressed like a girl and being in front of such a good looking guy. I opened my mouth to speak but nothing came out, then I looked to Ivy who seemed happy with herself.

"Bella... this is Jason, my ex boyfriend. You should stay away from this one for sure," she started.

Another guy over Jason's shoulder caught my eye. He was just a little bit taller than I was and had an unruly mop of brown hair that spilled down over his face. I could tell he was in great shape even though he was wearing baggy pants and a loose football jersey from some local school.

I heard Ivy mumbling something about how inconsiderate Jason was. I was far too distracted to listen to them argue, then Ivy grabbed my hand and started pulling me toward the exit. The brown haired guy smiled, then winked at me as Ivy pulled me out the doors of the store.

"Comes on, we have places to go, we can't be wasting our time on boys who don't deserve us Bella," she said loud enough for the whole store to hear.

We pulled away from the convenience store and I couldn't stop looking to see if the cute brown haired guy looked our way. He did seem to notice me, and just as fast as the thought of something coming of the two of us had entered my mind, it was shattered by the fact that I wasn't myself. He wasn't looking at Bill, he thought Bella was cute.

I wondered if I could get away with being Bella all the time... maybe then I could be with that cute guy but what would my mother say, what would Benjamin say? It just wasn't feasible. I'd have to forget about the hot guy I hadn't even met.

"I'm starving, are you hungry sweetheart?" Ivy asked.

Sweetheart, she called me sweetheart! I kinda liked that. She put her hand on my leg and squeezed the inside of my thigh. It was just close enough to my junk to excite me but far enough away that it didn't excite me too much.

"How about somewhere with a drive thru." I said reminding her that I didn't want to get out of the truck.

"Really, I thought you were over that," she said.

"Maybe, no... not yet. I just had to use the bathroom."

"Okay, there's a burger place. We can get our food then sit at the lake. How does that sound?" Ivy asked pulling into the drive thru.

We ordered our food, then pulled up to the lake. Ivy backed into a parking stall overlooking the water. I was surprised how empty the lake was. We were the only truck in the parking lot and ivy insisted we eat sitting in the back of the truck. I couldn't really say no since there wasn't anyone around, and it was such a nice day too!