My urging to have gay sex for the first time is every growing and I keep dreaming of the first time it happens. Recently I have tried to push these dreams into reality by joining gay dating sites and chatting to people and posting pictures etc.

One day I was checking my profile and had a message in my inbox from a reply to a friend request with someone who had similar interests as me and lived in the same city. Our fetish’s included cum, crossdressing, piss and first timers. His reply read "looking for someone to take my virginity in my panties". This was exciting, all sorts of things running through my head, the possibility of actually meeting someone for gay sex. So I responded immediately with " I’m exactly the same how would you feel about meeting up?" Anyway a few emails fired back and forth until we finally talked about meeting and fucking. The place was to be at a bar in the centre of town and we both also decided on something else, we would both go out as women. I love to crossdress and wear womens lingerie but I’d never done it in public before apart from wearing some panties to work occasionally so this was something new and exciting for me. The other catch was we’d tell each other what to wear.

So a couple of days later we each sent an email with ideas of what to wear. I told him I wanted him in small white heels, about 3 inches, black suspenders with matching black garter, thong and bra, then to wear a small floaty skirt that just sat below the bum cheeks, showing off the top of the suspenders. He was also to wear a tight white vest top with a waist length jacket over the top. The hair and make up was our own choice but we had to be hairless everywhere else.

I was instructed to wear the following, strappy 3 inch heels with white frilly and lace socks with the bow round the top, a white thong with matching bra and a white tube dress only to sit just under my ass cheeks. So it was all arranged, the day time place and what we’d be wearing, all to do know was wait for the day to come and hit the shops for the items I was requested to wear.

Finally the day came and I spent hours getting ready, bathing, shaving, hair make up and getting dressed. I did my make up with some green eye shadow and not to bright a lipstick, foundation of course and even a light fake tan all over if I was to not be wearing tights. I used a blonde medium length wig that I tied up leaving the fringe sweeping over my face. I felt so hot and was super turned on but I had to control it so my bulge wouldn’t be to obvious. I left the house and headed for the bus stop, I could see a few guys I walked past checking me out which boosted my confidence knowing I must look alright as I was. Nervous about being out in public for the first time like this. The bus arrived and I hoped on and headed into to town.

The bar we were meeting at was supposedly a gay bar which would make me feel more comfortable but hopefully rather than looking like gay crossdressers we’d look like lesbians out on a date. Anyway the bus pulled up and I headed through town towards the bar. I’d never been in it before so didn’t know what to expect but when I walked through the door it was quite welcoming and everyone one seemed to be having a good time, there were different groups of people in there, some obviously gay and some that probably weren’t and even a group of lesbian girls in one corner. I searched around but couldn’t find my date, so headed to the bar and got a drink whilst I waited. I was a little early so wasn’t surprises he’d not arrived yet. Once I finished my drink I nipped into the toilets, which weren’t separate, no girl or boy toilets, just toilets. Well kept with no urinals.

This was good as I was undecided about which I’d use but think it would have to be the girls. But luckily didn’t have this problem or the choice. So I went into a cubicle, lifted my skirt and pulled panties to my knees and sat down for a pee, looking around I noticed that there where holes in the cubicle walls, gloryholes. My gosh this is defiantly a gay bar I thought to my self. Just as I was finishing I heard a voice from the cubicle next to me, "hey love how’d you like a suck on this?" It said as a floppy 8 inch cock was put through the hole. I was not expecting this at all but couldn’t resist the urge to take that cock in my mouth, so I pulled my pants up, pulled my dress down and then knelt infront of the cock and took it in my mouth. " Ah yeah that’s feels good" I heard the voice moan as I sucked his now erect cock.

After a while of giving him head he asked me if i was wet and wanted him inside me, he thought I was an actual girl, this was making me incredibly horny, I replied back to him saying "I thought this was a gay bar, why would you want my pussy?" "I swing both ways darling" he replied "awh I see" I said in a sexy voice " me too" as I continued to slurp his thick cock, "so how about it?" he questioned again." Well I’m supposed to be meeting one of my lesbian friends here soon, and hopefully we’ll end up having some fun later, I wouldn’t want her tasting you down there when we get down to it, so how about I let you fuck my arse instead" I offered, I didn’t know what else to say as I loved the thought of him believing I was a woman. Luckily he brought and enthusiastically replied with a "yes".

So I stood up and took off my panties leaving them on the floor, I then reached into my back and got out some lube I’d brought just incase me and my date ended up in this sort of a situation, I had not forgot about him but I still had some time before we we’re due to meet. I pushed the guys cock back through the hole and handed him the lube, "you’ll have to warm me up" I said as I turned around, lifted my skirt and push my arse against the hole so that was all he could see and wouldn’t find my bulge. He gently rubbed the lube around my hole until poking a finger in, "my your tight" he said thrusting his finger in my ass until squeezing another in.

He played around with two fingers for abit and adding more lube. Then when he felt I’d loosened up pushed another in and played some more. Finally I was ready for his thick cock in my virgin hole, he gently eased it in until it was all the way down to his balls, it felt so good inside of me, he left it there for a second so my walls could get used to it. Then slowly started to thrust into me. It felt so veiny inside me, I could tell every feature from the throbbing head to the pulsating veins. "You want to fuck me hard big boi" I questioned in a dirty voice, "oh your such a filthy bitch" he said as he started to quicken the pace. Pleasuring my prostate with every thrust, "yeah you like me fucking your ass don’t you baby" the guy grunted. "I want to finger your pussy too you dirty slut" I was so turned on my cock was literally oosing precum out onto the floor, "ahh its so wet for you but you can’t have it" I moaned, I didn’t want him to find my nice surprise as I was happy knowing he generally thought I was a girl.

I started to push my hips onto his dick as he thrust into me feeling the full length of his hard cock in me. "I’m going to cum" he mumbled, "I’m going to cum." "Yes" I replied, "I want your cum inside me" then I felt it, the hot creamy liquid shoot from his cock filling my hole, pulse after pulse, it felt so good. He slipped out his cock, which was followed by a gushing of his own cum, dripping out my ass and onto the floor. I pulled up slightly then turned around and sat on the toilet seat, taking in what had just happened and recovering from the pleasure. I looked back up and his cock was still dangling there. " This thing isn’t going to clean its self" he hinted. So still slightly shakey I slid from the toilet seat and dropped down so I was still using my feet but with my knees bent and my arse in between the feet nearly touching the floor, this position open my hole up some more and I could feel cum dripping from it again onto the floor as I took his soft cock in my mouth and licked it clear, he didn’t get hard, he just wanted me to clean it.

He moved back and I could see him zip his cock back in his trousers through the hole, " thanks love, that was dirty, your a filthy girl" he said as he left the cubicle. That was it he just left, I felt like such a used little girl, but that turned me on.

I was now about five minutes late to meet my date, but no harm done, I grabbed my panties and put them on and headed back out to the bar. I could see my date waiting patiently at the bar in the clothes I had told him to wear, so I headed over to him and introduced myself, "hi I’m joanna"...

To be continued...

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