Bill had only come down a couple times since I guess I let him take me, sometimes it seem he was reluctant but he would come down watch and I really think he got off more on jerking off on me that fucking me.
I had been telling him of my fantasy to go out in public dressed as a girl and I wanted to do this with him, but it seemed he wanted no part in that, he was just happy with what we were doing in my apartment, but I had this itch to do it and I couldn't get it out my head, I had to do this with or without him.
I had been doing some research and found a couple clubs in Indianapolis that was CD friendly, I took a weekend got a hotel room and went the first night as just me to make sure it was safe, it was a nice club with several crossdressers there, some pretty sexy and a few ordinary, nothing special and they all seemed to get attention.
I figured if they could so could I, the next night I decided to bring me out, I was excited but nervous at the same time, I had been thinking about this for a long time and now the night was here.
About nine o'clock I started to get ready sipping on a glass of wine as I was getting dressed, I had laid out a choice between two outfit deciding on a short brown skirt, beige blouse and black three inch pumps, after putting my tight red bikini panties and padded bra I put them on.
I had already put my make up, lipstick and wig on looking myself over in the mirror, I wasn't gorgeous, but I was just as good as some of the others I saw last night, but one thing I must say with the heels, no hose my legs and body said hot.
I was still nervous as hell and I needed to relax, I took a joint smoking it only instead of relaxing me I got more paranoid not sure if I could do this, I was about to undress and not go but I came too far and put too much in this to not go through with this.
Looking out my hotel window seeing no one I rush out getting in my car only as I went out a guy came out his room a couple doors down, my heart was beating so fast as we looked at each other as I walked by, I smiled and he chuckled, I felt so relieved getting in my car driving off.
Driving the few miles to the club I sat in the parking lot for a while, I was trying to build up my nerves telling myself, you can do this over and over, come on just go I said to myself, getting out the car walking my knees were shaking, I went by a few people not making eye contact with anyone.
I was so happy when I got to the door there was only a few people standing in line, as I was about to pay the ten dollar cover charge to get in, the two guys at the door were staring at me not taking my money, one asked "this your first time here" I didn't want to speak so I just nodded, he responded "first time here and alone, I feel for you, no charge baby" letting me go.
I smile going in wondering just what he meant by that statement, I stopped just as I got inside the door, catching my breath but my heart was still pounding, looking a few people were staring at me I felt I should turn and leave but I was in now.
I decided no one knew me so I was just going to go with it, taking a deep breath I strolled over to the bar swaying my hips side to side, I kept saying to myself I'm doing it and people are watching, in my best girl voice I ordered a long Island ice tea.
Getting it I turned standing there surveying the club, again eyes seem to be on me, I saw a few of the crossdressers I saw last night plus a few others, it was a good crowd there with several on the dance floor, I really like the music they were playing, I sucked most my drink down when a guy came up surprising me asking me to dance.
I told him I wasn't finished with my drink, he took it from my hand saying "if its gone I'll buy you another" grabbing my hand pulling me out with him, I was really nervous now because now I was going to be out on the dance floor even though there was a good crowd there.
I put my arms up dancing with him to a fast song, I looked him in his eyes he was just grinning staring at me, we danced to three fast songs and I was out of breath looking around at others watching, after the last one a slow song came on, I was about to walk off the floor but he grabbed my arms saying "not without one slow one" pulling me in his arms resting his hands around my waist.
Putting my arms around his neck he was holding me tight, he was leading me which was new and Bill was the only other mans arms I had been in and I could feel a bump growing in the front of his pants, he asked my name, I told him Monica, he then said "well Monica has anyone ever told you that you have nice legs and well a great ass" just as I felt him lower both his hands on my butt.
I basically froze not knowing what to do as he squeezed both my cheeks saying "yes indeed, yes indeed" I wanted to say stop but I was too scared to say so but I started moving again with him closing my eyes shaking, I was sure he could tell, he started thrusting his hips to me, it was turning me on.
I couldn't believe I was letting this happen but still didn't stop him and he was really rubbing my cheeks now and the things he was whispering in my ear telling me what he would do to me, this went on for two songs, I was so relieved when it stopped, he let me go saying he would see me later.
Quickly I walked off the floor amazed at just what happen but looking there stood a guy who looked like Bill, we stared each other in the eyes, for some I went straight towards him, he said "hey you look like you could use a friend" I nodded yes stopping in front of him.
I was sure he told me his name but I can't remember, anyway we stood there talking and he bought me two drinks, I was feeling real comfortable talking to him and so buzzed, he told me I needed some air and he was right, we walked outside getting our hand stamped to get back in, we walked talking through the lot stopping at a car.
He sat on it pulling me in his arms putting his arms around my waist, I asked "what are you doing" and before I knew it he said "this" bringing his lips to mine kissing me, at first I put my hand to his chest stopping him, but I relaxed kissing him back.
It was so passionate with his hands going down cupping under my skirt feeling my panty covered bottom, I imagined it was Bill going for it holding him kissing him so hard, he pulled his lips from mine saying "lets get in the car before someone see us" I don't know what I was thinking but I got in the back seat with him.
We began to kiss again putting both our arms around each other, I felt one of his hands high up on my thigh rubbing it, he pushed his tongue deep in my mouth, I couldn't believe how good this was feeling.
His hand came over taking hold of mine putting it on the front of his pants, his cock was hard, he just held my hand on it, I didn't know what to think, he pulled his lips from mine, I watched as he opened his pants pulling his cock out.
I licked my lips looking at it standing straight up in his hand, he reached over putting his hand behind my head nudging it down, I hesitated, I didn't come here for this, only to see if I could be seen like this, he didn't say a word just nudged my head down more forceful.
Being nervous and scared too if I didn't do it I let him push my head down and when it reached my lips I opened them taking the head in my mouth sucking it, he forced my head down farther and more went in my mouth, I kept my eyes open watching it, I could hear him moaning.
Here I was in a car with a guy sucking his dick, I couldn't believe I let myself get in a situation like this but here I was so I just went for it, down my lips went engulfing his cock, up and down I went keeping my mouth wet, even though this wasn't planned it was turning me on.
I could hear him talking to me, telling me what to do, this was something different since I've only sucked Bill before this, letting it drop from my lips I licked it all over just like he was telling me until he pulled my head back up and I took it back in my mouth.
Holding my lips tight together up and down I went going faster, his hips were pumping to my face, I was so into this my hand went massaging his balls as I continued blowing him.
His hips began to buckle as he thrust, cumming in the back of my throat, as many times as I had sucked Bill he never came in my mouth but this was something I had dreamed about, I imagined it was him, I felt his cock pump several shots, I just started swallowing my mouthful of cum, it wasn't bad tasting, but different.
I just sucked hard swallowing it all, pulling his juice in my belly had me more worked up than I thought it would, I just kept on sucking feeling it soften up in my mouth some, giving it a last pull I released it from my lips coming up licking them.
When I came up I just stared at him, looking him in his eyes, wondering what he was thinking, he grinned telling that was good, he'd never believe I had only actually sucked off a couple guys, I was still nervous as we made small talk with him fixing his pants telling me we should go back in.
We got out the car going back in, I was clutching to his arm holding him tight, I did feel pretty good about what I did making him cum, it seemed easy, once in we went back to the bar, getting us a drink, I didn't want him to leave me so I kind of followed him around never thinking anyone was watching this.
A few slow songs were playing and a guy came up to me saying lets dance, I looked over at that guy (I still can remember his name) and he made no effort to stop me so out in the middle of the floor we went holding each other, slowly moving.
I was really liking the feeling of being in theses men's arms, I was resting my head on his shoulder and he was stroking my lower back, he whispered in my ear "baby you feel good and I have to do this" surprising me he lowered one of his hands down clutching one of my cheeks, I jumped a little.
Again I was stunned but it was exciting to me that theses guys like my butt, I danced with him and it seemed once out there I couldn't get off the floor from all the frisky and nasty talking guys, looking over I saw my blowjob guy going towards the door, I told the guy I was dancing with I needed to go, rushing over catching up with him.
"Hey, leaving without saying bye" I said, he told me he was going to but it looked like I was having fun without him, I guess he was watching the way the guys were handling and caressing me, I decided I should probably leave too before something else happen with someone else.
I didn't get far when the last guy I was dancing with came over to us telling me I can't leave yet taking me by my arm pulling me back on the dance floor, I watch the other guy leave as I was letting this other guy control me, I knew I shouldn't let this happen but being dressed I was playing the part of the girl.
We dance and danced it seemed like forever and he was handling me feeling all over me and I was enjoying it then he whispered in my ear "lets go outside'.
We walked out talking with him going over to my car, I was going to ask him what he was expecting from me, like I didn't know, but before I did he put his finger to my lips then pulled me in his arms putting his lips to mine, I put my arms around his head holding and kissing him back, this time it was me pushing my tongue in his mouth, it was so passionate.
Again I felt his hands under the back of my skirt feeling my cheeks, it was feeling so good I started rolling my hips to him, I felt him take hold of my panties pulling up so they were in the folds of my cheeks then he took hold of my bare flesh squeezing it, I was so hot that now I wanted to suck him.
I pulled my lips from his as he was holding me I reached in my purse getting my keys opening the door, he just grinned getting in behind me, back at it we went with me reaching over opening his pants leaning taking his cock in my mouth sucking hard and fast, I don't know what got into me but I really went at it, attacking it, I couldn't believe myself but I wanted to make him cum in my mouth.
He pulled my head up from it saying "no baby I want that ass" I shook my head no, but he said `oh yes" reaching under my skirt pulling my panties down, I knew I should stop this but I did little, he turned me to the side getting behind me, looking back I watched him spit on his hand rubbing it all over his cock and rubbing some on my butt hole.
He pushed two of his fingers in me, it was tight and hurt some, he pulled them out wetting his fingers again pushing them back in me, working them back and forth, he did this for a few minute then I felt his cock at my butt hole, he gave a push and it began going in me, it hurt more, but he pushed and I felt it gong in me.
I couldn't believe I was in my car letting a guy do this to me, I' m too old to let this happen but here I was, I was just laying on my side feeling it going in me, he put his hands on my hips pulling me back stopping, at this point I knew he was all in me.
I held my eyes close as he began to move his hips to me, I was so nervous and scared at the same time, he told me to move with him, someone afraid, yet excited at the same time I started moving with him, I could feel his cock sliding in and out my hole, it was very tight on him.
Faster he went thrusting hard to me, it seemed like it took forever then he stopped holding it in me, cumming inside me, I just paused feeling the walls of his cock shooting up in me.
For some reason I clinched my butt cheeks tight on his cock, his hands around my waist was holding me tight, I just laid there opening my eyes looking out the window, he pulled back coming out of me.
I could hear him fixing his pants, I reached down pulling my panties back up, still in disbelief about what happen, I looked at him, he chuckled thanks, kissed me on my cheek getting out the car leaving me there.
I sat for a few minutes feeling like a cheap whore, I started the car driving back going in my hotel, undressed laying on the bed, now thinking how excited I was by this.
all the while I was laying there I was kind of in disbelief about what I did but at the same time I was tingling with enjoyment reaching back feeling my worn hole with a tinkling of cum dripping out, the more I though the more of an enjoyment it was and I was thinking now of doing it again.