I Love My Life, Now.

Ever since I can remember I’ve dressed up in my older sisters clothes. Anytime I was left at home I’d prance around in her outfits. I even went with her and helped her choose better clothing. She had some style but needed guidance. She was always so happy when I said yes and that in turn made me happy. When I picked things out for her I was able to wear it later.
I’ve always been petite and ran track and cross country to help. I’m a cis male but am much happier as androgynous most of the time and choosing male or female outer depending on the day and how I feel that day. I’ve pretty much always known I was bisexual though I’ve questioned over the years a few other options. I was blessed with the body type and skin to be able to pull this off but back to my sister and so on.

I was 15 the fateful day my sister and her friend caught me dressed completely with make and my long red hair in looped pig tales. My sister to my surprise didn’t look surprised in the least. Her friend looked the exact opposite, with that she also totally complimented my attire and makeup work. I was blushing and was waiting for judgement. My sister burst into tears. Both me and her friend can to her aid. I was terrified I didn’t know what was happening. She explained that she was hurt that I hadn’t trusted or thought I could trust her to tell her I was gay or whatever was happening. Her friend asked what was happening. I did the best I could explain how I felt somedays and not so much other days. My sister excepted it better than her friend.
Her friend confessed her crush on me. I asked how she felt now that she’s seen me like this and like my masculine side. She said she was undecided. I kissed her on the cheek I and said that’s the best place to be and explained I had always found her beautiful along with her style being within nearly every outfit I’ve ever put together. She was beyond flattered but still confused and caressed her blushing cheek.
My sister and I became so close after that day. Her friend and I became lovers for a while. She sadly came to terms that she liked her man to be a man all the time but had enjoyed our time together. She sadly ended up with an abusive husband.
I moved in with my sister after I graduated and was able to live as I loved. We bonded over men and after a bit of convincing she gave a beautiful lesbian I’d befriended the time of day. Ended up enjoying a lovely one night stand. This furthered our bond. We dressed each other and so one before going out dancing drinking and everything else.
One of said drunken nights ended someone unexpectedly for me. We returned to the flat drunk but standing. She pinned me to the door and told me she loved me. I said I loved her too. She shook her head and kissed me like sisters normally don’t kiss their brothers even if they are dressed as a beautiful Irish lass that had been fondled most of the night by drunk frat boys. I was confused but enjoying the kiss and went with it.
She went to her knees lifted my skirt and pulled my panties to the side and pulled my erection into her mouth. Thankfully I do not suffer from whiskey dick.
I soon was dizzy moaning as she sucked me off my skirt had fallen over her head so I could just see her head bobbing but I was myself. She least her balance and I asked to move to her room. She took my hand and pulled me there. I went to pull my outfit off and she stopped me. She wanted to do it. She did, kissing every inch of pale freckled revealed skin along the way. I had goosebumps she left my thong and bralette on. She laid me on her bed and removed her own as I watched. I’d seen her naked a thousand times but this time her pale skin was different and I was throbbing for her caress. She noticed and slowed down making think she was less drunk than I thought her wicked grin totally gave it away.
She leaned in
To my ear and asked if she could fuck me like a girl. I agreed not sure what she meant. She pulled a strap on put of her nightstand and put it on. And joined me in bed kissing me a bit more forcefully. Then moving down my body licking biting and sucking my nipples. I’m rather hairless and pluck the rest except a small red patch above my cock. She bit the inside of my thighs and moved my thong aside licking my asshole(boypussy). I could only wimped and make my feminine noises that my lovers seemed to love. She was no exception and was encouraged. Fingering my hole with her saliva she stroked her shaft. After she could get four fingers in my hole she came up and demanded me to suck her cock and I did without hesitation. She gasped and moaned like
I was sucking a real cock attached to her. She pulled my hair skull fucking me a bit choked and she laughed. She took it way and told me to get on all fours. She lived her cock and my hole and slipped into me. She waited a moment I knew then that she’d been butt fucked and understood. Not long after she was pummeling my prostate calling me a dirty whore and other demeaning slut words. It was turning her on so much my clitty as she called it was streaming not dripping. She went back to pulling my hair and telling me I was beautiful and ho got it would be for me to cum while she fucked me. That was it I did hands free. I came while my sister dildo was deep in my ass. She cheered as I collapsed Into my cum. She pulled out. Removed the strap on and sat on my face after I rolled over. Ohh you’re not done. I got close really close but you’re finishing me. I did. I took her pink sopping lips into my mouth and licked and sucked her puffy pussy and tongued her clit.
She came twice before she fell over. We retired to my bed cuddling.
We went on a date the next night. Her dolled up and me in a vest and tie. She was gorgeous she told me I was handsome. I was a bit more masculine than I normally I was dressed like this. After dinner we were in the parking lot making out against her suv. I put her on her knees and fucked her face until I came. Told her to swallow it like a good fuck toy. She did and then kissed me. I took her home and fucked her gently kissing and caressing her skin. She smelled Devine. Her pleasure was my only goal. I’d cum so I had no worries on that. I pulled her wand out and held it against her mound as we kissed will she was shaking in my arms. I put it away before I desensitized her and went down her tasting her after she’d just cum. My throbbing cock was aching. I flipped her over and like an animal took her from behind. I didn’t last long according to her long enough to get one more orgasm.
This went on for a year or so before we got braver. When we went on vacation we’d invite strangers to indulge themselves in debauchery. You’d be surprised what fucked if things married or unmarried couples will do when they think theirs no judgement. Just know they leave happy and often questioning their sexual orientation.