tagTranssexuals & CrossdressersLeslie, the Wedding Crasher Ch. 02

Leslie, the Wedding Crasher Ch. 02


The church was full of our friends, all of them sitting comfortably on the benches lining the floors. There we stood on the' alter; Jenny on the left and me on the right, her father smiling as he took a seat after having walked his daughter down the aisle. The bridesmaids stood at my soon to be wife, and the best man stood at my side. The priest smiled at us, preparing to get the ceremony moving along, when I heard her voice yelling out across the church.

"I object!"

Everyone froze, staring at the woman standing in the doorway, lopsided grin sprawled across her face and a terrifyingly evil look in her eyes.

"Jenny...I'm afraid Tom won't be marrying you today,"

"What? Why not; who are you," Jenny replied angrily.

My heart was pounding in my chest now, I couldn't' breathe or speak, I could not think of what to do. The crowd was getting restless now, talking amongst themselves in confusion and the bride's parents were glaring at me furiously as though they knew; of course' they knew. They were her parents it was their job to know.

"Tom won't be marrying you today...because he'll be to' busy sucking my big fat cock for the rest of his life."

The room was' filled with gasps from everyone, they were all standing up now outraged and Jenny turned to look at me with disbelief in her eyes.

"Is this true Tom?"

I froze...what should' I say. What I even do?

"Tell her Tom," Leslie said smiling from across the room. "Tell her how you love my big fat cock in your mouth."


My life was over. It was all' ruined, all because of Leslie.

"Tom...Tom; Tom,"

I snapped awake, sitting straight up in bed and gasping for air, my heart pounding in my chest, sweat dripping profusely down my forehead. I looked to my left at the doorway of my bedroom to find my best friend and best man, Michael, standing there with a concerned look on his face.

"Dude...what the hell were you dreaming?"

"Wha-what...that was a dream?"

"Well yeah," he laughed confused. "You okay? You look like shit."

"Thanks," I mumbled climbing out of bed and wiping the sweat from my forehead. "I'll be fine; I just need a shower I think."

"Well hurry up," he said calmly as he walked out of the room. "We have to be at the church in three hours; it's your big day man."

Oh shit; I hadn't' even thought about it, but it was Sunday already. How had time gone so fucking fast? Jenny had stayed at her parent's house for the night, since the tradition was that the bride and groom were not supposed to see each other the night before or the morning of until the exact moment.

I had done my best so far keeping her in the dark about what I had done with Leslie; she had no clue. I almost felt bad for it, but a part of me actually found it easy to keep this secret buried deep down inside.

I know what you're' thinking; I am a lying, cheating, scumbag asshole who needs to tell her the truth, right? Well you aren't' wrong, that's' for sure. In fact, some part of me was actually hoping Leslie really did show up. I hoped that she would come to the wedding to tell Jenny that I had cheated on her, because Jenny deserved to know, but I didn't' have the balls to tell her. At the same time'...did I really care?

I did but I did not; Jenny wasn't' exactly innocent. She's' not your typical cold hearted bitch who treats me like shit, but I had for quite some time now been thinking that maybe there was a part of her that was questioning this union we were planning. When I first proposed to her' she was overjoyed, hell we both were. I mean I never would have asked her in the first place if I had not wanted to marry her.

I loved her; but over the months that had passed by, something had just...changed between the two of us. She had given me a few hints here and there that I wasn't' the only one thinking that way, but neither of us had come right out and admitted it just yet.

Still, even if I didn't' want to marry her even if her feelings had changed as well...did I want it to end like that? Did I want it to end with the "woman" I cheated with coming to the wedding and ratting me out in front of all of our friends and family?

That would solve the problem of neither of us having the balls to tell the other we weren't' interested in the marriage, but it would also lead to a lot of people that I cared about hating me in the end.

Or' would it even be that way if Leslie did show up, would she tell Jenny in front of everyone else. Would she find some semi-discreet way to pass the information onto her so that no one else would find out unless Jenny told them'; I knew she did not seem like the type of girl to be nice about it, but a part of me hoped that she would take into consideration that not everyone was a part of this. It was between me, her and Jenny, and no one else.

Sighing, I got in the shower and washed up, the smell of Irish spring filling the bathroom. I wanted to get this over with as fast as possible. I had tried to contact Leslie several times since that last phone call to tell her I would do whatever she wanted, but I could not get a hold of her.

I was beginning to go crazy over this; even if I didn't' want to marry Jenny I did want it to end in a more civilized manner then this. I even hoped that maybe we could find a way to be friends. There was a lot of history between the two of us after all.

But' that definitely wouldn't' happen if it ended with Leslie telling her I had cheated on her.

Once I finished showering, I got out, dried off, and proceeded to get dressed in my tuxedo, which I had bought specifically for the wedding. An hour later, I was dressed, wearing some very nice smelling cologne, clean shaved, and almost ready to go. Michael helped me with my tie and a few other last minute things that had to be' done, and once all of that was out of the way we were out of the apartment, in my car and on the way to the church.

We arrived around 11:00 am; we were a little early to say the least, but most of the other people were here. A lot' of my friends were there, at least fifty percent of my family was as well, and the majority of the people from Jenny's side had been there for at least an hour before I even showed up.

On the way into the building' I greeted everyone who said hello and congratulations to me; my parents were waiting inside excited to see me. We exchanged hugs and then I and' Michael made our way out back behind the church after I told him I needed some air.

"Dude, are you okay? Don't tell me you're second guessing yourself."

"No, no of course not; I'm fine Mike, don't worry."

I lit up a cigarette and took a long drag, exhaling the smoke and sitting down on the step behind me.

"I'm just nervous, that's all; normal right?"

"Yeah," he said sitting down beside me. "It can be normal. Tom...listen, I want you to be straight up honest with me here. Do you really want to marry Jenny?"

I gave him a look that said not to go any further, but I knew he would anyway.

"I'm not trying to offend you buddy," he insisted.

I knew that; he was' my best friend in the world, he had been for years. I knew he was just looking out for me like' he always had and hopefully always would do for me.

"It's just I know you, and I know something is wrong; like I know you and Jenny have been drifting apart. And' I know you see it and so does she and I know it's' hurting you but you don't' really know what to do about any of it; and that's' okay. Really, it is, but sometimes...sometimes, you need to talk to somebody about this shit man. It's not healthy to hold it all in."

"I know," I replied calmly, taking another drag. I hesitated for a moment, wanting to tell him the truth behind all of this. I just did not know how to get it out without choking on my own damn words.

"Listen," I said with a start. "I uh...may have done something...a little stupid,"

He waited calmly for me to continue; I didn't' see any judgment in his eyes. I was sure he knew at this point, what I was going to say next, and knowing that he would not judge me for it made it a little easier.

"I slept with somebody else."

"Yeah...I thought so." Silence hung in the air for a few long seconds after he said that, and I tried desperately to read his expressions.

"How did you know?"

He laughed, shaking his head and patting me on the back. "I know you," he said standing up slowly. "And' I just had a feeling. Who was it? Anyone I know?"


"Oh okay...so then who?"

"Her name was Leslie. I met her at a bar and uh...we went to some cheap motel the same night and spent the night together."

"A cheap motel huh, that's real classy bud."

"Shut up," I joked standing up and tossing my cigarette on the ground. "This shit is serious man; I'm getting married in an hour and a half, and I am absolutely going insane here okay?"

"Okay, okay, relax man. What's' the problem; you feel guilty? You should tell her then. Tell her now, before you go through with this and she finds out on her own later. You will feel a lot better about yourself, even if she breaks up with you."

"I know," I said leaning against the wall behind me.

"I do feel guilty; but that's not all that's bothering me. What's really driving me nuts is that...Leslie said she's coming to the wedding to tell Jenny herself."

Michael laughed hysterically, and I really found myself wanting to punch him right now; but that was Mike. He had always been the kind of dude to laugh at serious subjects, it pissed me off, but he would not be Mike if he wasn't' like that. I took in a deep breath and exhaled, trying to calm down.

"What's the deal," Mike said finally getting a grip.

"She feel' bad or some shit?

"No, not really, anything but actually; we did it twice. The second time was a few nights ago and apparently she filmed us without me knowing. She called me the next day and black mailed me; said if I didn't' do as she asked, she would come to the wedding and show Jenny the tape. I said no, and she said she would see me at the wedding and she hung up on me. I haven't been able to get a hold of her since."

"Wow," was all he could say. For the first time he looked like he was taking this a little more seriously. He knew it was an issue, and I hoped he was trying to think of a solution.

"What did she black mail you for?"

"I told you, she filmed us having sex."

"No, no, I mean what does she want? What were the conditions?"

"Oh," I laughed nervously. How was I going to tell him this part? He didn't' know that Leslie was actually a transsexual, and if I told him the conditions were me being her sex slave his first response would be why would I say no to that.

Unless I told him she was a tranny, he wasn't' going to understand. At the same time though I really did not want to tell my best friend that I had fucked a man with tits and been black mailed to be her...HIS sex slave.

"It's complicated."

"Well that doesn't help; c'mon, tell me."

"No, really; it's complicated as shit."

"Okay...WHAT'S complicated about it?"

I sighed, sitting down on the step again and clutching my stomach; suddenly, I felt really' sick to the fucking stomach, like' I was going to puke.

"Oh shit," he said suddenly. "You said you fucked her twice; you did it the first time a while ago I assume? Dude, did you get her knocked up?"

"No," I laughed shaking my head. "It's not that."

"Fuck man, don't scare me like that. You really would be screwed then."

"No it's just...Leslie...she's a little different than most girls."

"Different? Different like how, like she actually likes anal?"

I laughed; he was on the right path there. He had no clue how close he was actually.

"No, uh...actually anal is really the only option there is with a girl like Leslie. There's not really...any other' holes besides her ass and her mouth."

"Okay, now you're really fucking confusing the shit out of me man,"

"Fine listen...Leslie...Leslie is a transsexual."

No other words were spoken; Michael was completely quiet for what felt like fucking forever and I prayed to whatever god existed that I wasn't' going to lose my best friend because of some stupid homophobic reason. I did not even really know if he was homophobic, but I really hoped he wasn't'.


"Wow? That's all you say is just...wow?"

"Well...I mean what...what else do I say? I kind of didn't' expect that. Like, at all, I really did not think you were going to tell me that. I mean, I thought you would tell me she hates giving head or some shit, not that she has a fucking cock."

"Well that's what I told you okay? I said it; Leslie has a dick. I fucked a man."

"Okay," he said.


"Yeah...okay, Tom. What else is there? I'm' not going to hate you just because of...that. Sure it's weird to me, but I'm not some fucking homophobe dude, you should know me better than that."

I sighed, relieved that he was not suddenly my enemy rather than my friend.

"So...what are the demands though; you still didn't tell me that part."

"Yeah well...the demands were pretty clear really. She wants me to be her sex slave, and she'll' stay away from Jenny, no questions asked. If I don't, she shows her the video of her fucking me in the ass on the couch."

"Holy shit dude," he laughed. "You took it in the ass bro?"

I couldn't' help but laugh at my best friend who was now keeling over from laughter. He was a total fucking jerk, but he was my friend.

"Can we take this seriously please?"

"Right, right," he said trying to keep a straight face. "Sorry...where were we?"

"So, I told her no; and she said she would be coming here to show Jenny. Now I don't know what to do to stop her, and I'm running out of time."

"Did you try telling her you changed your mind?"

"I can't get a hold of her," I said frustrated.

"I've tried calling her back. I can't reach her though she won't' answer her fucking phone. It's like she wants to drive me up a god damn wall or something."

"Maybe she won't even show,"

I hoped so; maybe Michael was right. Maybe it was just some stupid scare tactic, to freak me out or something. But' what would the point be? To make me change my mind is the obvious question, but how am I supposed to tell her it worked if she won't' answer her phone.

There was a pretty' good chance that Michael was wrong, that Leslie was coming to the wedding today to tell Jenny I had slept with her, and that I was as good as fucked. I was going to have to come to terms with that very real possibility.

We made our way back into the church it was getting closer to the start of the wedding. When I got back inside, I received word from Jenny's little brother Jake that she had just arrived along with her two sisters and their mother.

I was still' feeling sick to the stomach, anxiety was driving me crazy. I stepped out onto the alter, just to get a look at how many people were here already; there were a lot of people standing about, some sitting, but most standing since it wasn't quite time just yet.

I scanned the room for one person in particular though; I didn't' see her. Maybe there was hope that she would not show or maybe I was' fucked. I tried to relax, making my way back behind the' alter again, but before I could pass through the door I felt a hand on my shoulder. I turned around to find myself face to face with Jenny's father, Robert.

"Hello Tom," he said.

"Uh...hi, how are you doing Sir,"

"Well, I should be asking you that question Tom; it is after all your big day."

"Oh, well I'm doing good...thanks."

"Nervous?" he asked.

"Yeah," I chuckled softly. "A little...I'm actually very nervous."

"It's alright son; you'll do just fine."

Robert was a big man; he was around 275 pounds and it was mostly all muscle, he worked out almost all of the time and at 54 years old he still happened to be in pretty damn good health. He was not someone you would want to fuck with or piss off.

He had been in the Marines from the age of 18 until his mid-twenties when he and Jenny's mother Barbara got married. After that he started his own construction business and had gotten pretty' big in that particular field, his business was very successful. If anything ever happened to him, his son Jake would become the new business owner and he would be set for fucking life financially as long as he held it above ground.

I thought he was going to give me some sort of long speech, but I was relieved when he smiled and turned and walked back down to be with his wife Barbara. I sighed heavily, sweating again as I walked back behind the' alter as I originally planned. I needed a drink of water,


I turned at the sound of my name being called' out and saw my two cousins Kenny and Julie walking towards me, they both looked very happy to see me. We exchanged hugs and talked for a few minutes, before Jake approached me.

"Tom, there's someone out back asking to talk to you? She said she was invited, but I don't recognize her at' all."

I froze; this was it, I thought. It had to be Leslie, waiting outside for me, probably putting on a great fucking act for all of my friends and shit' convincing them that she really does know me while making herself look innocent enough that none of them would suspect anything between us.

"Excuse me," I said to my two cousins before pushing by Jake and making my way outside trying to look as calm as I could. Sure enough, as I stepped outside, there she was standing in the middle of the parking lot talking to who else but my soon to be sister-in-law Kristine.

Still trying to keep my cool I rushed down the steps and into the parking lot, Michael greeting me halfway and walking with me to try to separate Kristine and her new "friend" so I could talk with Leslie and fix this, if it could even be fixed,

"Tom, hey, I just met your friend Leslie from work; she's really nice. She told me you two were like brother and sister, how come you never mentioned her before," Kristine asked.

"Oh, yeah, we're like the two siblings that are always fighting," I said jokingly, shooting Leslie a dirty look while Michael placed a hand on Kristine's shoulder.

"Kristine uh, your sister was asking for you inside,"

Nice one Mike, I thought to myself; he really knew how to take care of shit like this I realized as he easily guided Kristine away from the scene leaving me and' Leslie to ourselves.

"What the fuck are you doing here," I asked outright, completely forgetting about the anxiety I had felt all morning' as I had known she would be here.

"I told you Tom," she said. "I said I would be here. I even came dressed for the occasion, do you like my dress?"

She was wearing a blue satin dress that showed off a little bit of cleavage, her hair was dyed' red and curled and she was wearing a very good smelling perfume. I had to admit; she was fucking hot.

"Sorry, I just didn't think you were-"

"Serious? I think you knew I was; hell, you've been calling me repeatedly ever since I hung up on you, I obviously got through to you."

"You knew I was calling? Why didn't you answer?"

"I don't know," she said as though it were nothing.

"I liked the idea of you panicking over me. And' by the way, I was serious about the whole thing. I even brought the tape with me...I do intend to show her."

"Look, you can't do this okay? Please, I'm begging you not to do this."

"Why not,"

"Because, this is my fucking life,"

She laughed and motioned for me to follow her around the corner out of sight of everyone else. Not knowing why really, I followed, I guess part of me was hoping there was still some way I could talk her out of this. What would I do though? Suck her cock again; let her fuck me in the ass again? If I did that, then we would be right back to square one with her black mailing me.

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byWhiskeyIsGood© 9 comments/ 30953 views/ 19 favorites

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