Working for Halloween Ch. 03

"Feel full again?" Brad asked.

I nodded, biting my lip as I could feel my libido rising back up. My clit was starting to get hard again, so I tucked it back into my panties, and got them lined up properly, pulling the thong around the base of the plug. I stood and I was a little wobbly. Between the heels, being bent over and fucked, then being plugged, I had gone through a workout.

I turned and Brad was smiling down at me, "What?" I asked, cocking my head to the side.

He looked me up and down in the corset, garters, stockings and heels, "My goodness, you are sexy." He pulled me into his arms and started kissing me. I melted into his arms, amazed at how nice it felt. I was also surprised at how aroused I was getting. I still had a sticky mess all inside my panties with how excited I was the previous time.

Brad broke the kiss, "Do you want to sit for a bit?"

I nodded and we slid over to the couch, I made the mistake of forgetting the plug and sitting directly on that sucker, again. A moment later I tucked my legs on the couch and was snuggled up, my head on Brad's shoulder. This was pretty nice, too.

Brad wrapped his arm around me, and we both sat there quietly for a bit. I may have dozed off, because I started a moment later when he asked me something.

"I'm sorry, what?" I asked.

"You want to get changed? I can step out for a few minutes," he offered.

I thought for a moment, "No, I'm just going to wear this home."

"This?" Brad asked, looking pointedly at my panties, stockings and corset combination.

"Well, I'm going to put something over top, obviously," I noted.

"Good, I wouldn't want you getting arrested!" Brad joked.

I leaned up and kissed him on the cheek, "Thanks for looking out. Speaking of looking, I'm going to try on some of this stuff Anna gave me. Do you want to watch?" I smiled and raised my eyebrows.

Brad look like he was just he just won a prize, "Hell, yes! What kind of stuff did she get?"

"I don't know, I didn't really get to go through it much," I pulled out a few pieces. The business suit caught my eye, but I didn't really want to mess with anything complicated right now, plus I was looking for something a little... well, sluttier, if I'm being honest. For some reason, the idea of riding the bus home looking like a hooker had me getting very fired up again. If my panties weren't already wet, I'd be making them wet.

So, I dug around and found a denim mini-skirt that was cute and kinda sexy. Not really what I was going for, but it might not be a bad start. So, I shimmied into that and buttoned it up, doing the zipper in the back. I looked in the mirror and turned to Brad. He smiled and nodded.

"Not bad," I said, shrugging.

"It looks good, but you don't seem impressed," Brad noted.

I shrugged, "Its not bad, but not exactly what I was looking for."

"So, what are you looking for?" Brad asked.

"I dunno, I guess something sexier," I shrugged again, digging in the bag. Then I hit it, a pleather mini-skirt! Aha! Pulling it out of the bag, I smiled at Brad.

"Find something?" he asked.

I answered by undoing the jean skirt and dropping it. Then I pulled on the fake leather skirt... oh yeah! This felt nice and it was really short. Like dangerously, so. I felt like a total slutty bad-ass pulling this one on. I was so wrapped up in checking myself out, it took me a moment to realize that Brad was really checking me out.

I started gyrating my hips, purposefully looking at Brad in the mirror. He smiled and shook his head as he started adjust his cock in his pants.

"Everything okay back there?" I smiled.

"Its great!" he replied. "The view certainly couldn't be better."

I dug around trying to find a top. It looked like most of the items had a top and bottom that Anna had, very thoughtfully, tried to pair together for me. What the heck did she intend to go with this? I found a few tops that were either low-cut, tight or some combination of both, and then I found the pleather bustier. I wasn't sure how well this type of top would work with the corset, but fuck it. I had to see this look. It took me a few moments, to get the top zipped on the right way, but when I did and looked, oh man. I looked hot. Well, I looked like a cheap whore for rent, but let's be fair, that's the look I was going for!

I turned to Brad and strolled slowly over to him, tossing my hair to the side, "What do you think?"

"Its very sexy! You look really hot!" he was eyeing me up and down. That was a real thrill for him to be eyeing me up, considering he'd been fucking the hell out of me just ten minutes earlier.

I bit my lip, "You don't think its too much?"

"Well, yeah, its way too much, but that's what makes it thrilling, right?"

I answered by gyrating my hips and then grinding down, putting my ass right in his face. He only took a moment before his hands were all over my ass. This got me grinding even more. I turned and straddled his lap, wrapping my arms around his neck and kissing him again.

"Damn girl, you want to go again?" he asked at a break.

I nodded an emphatic yes, "Do you?"

He shrugged, "I wanted to see if you wanted to go out."

"To Sixth Street?" I asked. His turn to nod yes. I looked thoughtfully, a chance to go to a trans friendly bar decked out like a total slut with a guy on my arm? Sign me up! "Abso-fucking-lutely! Can you give me ten minutes to fix my make-up? Oh and do you have more of these panties?"

"Yeah, we have a bunch, what's wrong with those?" he replied.

"Well, other than me cumming in them and your cum leaking out of me into them, nothing. I'd just hate to leave a puddle anywhere I sit at the bar."

Brad laughed and I slid off to let him go find me some new underwear. In the meantime, I pulled out the make-up kit and set about working on fixing my look. I wanted to still go full slut, but I didn't have time to do much but fix and re-apply.

Brad came back in as I was finishing up. I stood and did little spin as he entered. He handed me a new pair of panties. I pulled the old ones off, and was amazed at the puddle of cum in them.

I folded them up and put them in an empty plastic bag, hopefully they would stay wrapped up in my backpack and I could clean them later.

He just whistled and smiled, "You ready to go?"

I nodded, then I thought about it, "Oh shit, I guess I need to put stuff in my purse?"

Brad laughed, "You girls take forever to get ready."

"Hey, it takes a lot of time to look this cheap!" I stuck my tongue out at him.

I pretended to punch him in the arm. Instead I grabbed my wallet and some make-up and a few other things and tossed them in the small purse Anna had thoughtfully included. I slung the leather bag over my should and took Brad's arm. He thoughtfully took my backpack with us, too.

We walked out and I immediately shivered with the small amount of clothing and the cold air. Brad took off his coat and wrapped it around me. It was such a gentlemanly thing to do. I smiled warmly at him, and he just shrugged. I guess I was going to have to get a few more girl accessories. Note to self: get a coat for the cold.

We climbed into the car and Brad drove us over to Sixth Street. It was only about ten minutes away, though this late on a Friday, the traffic had thinned out, so it was a nice quick ride.

We parked and my stomach suddenly felt like I had butterflies. Why the hell was I so nervous now? I'd been parading around in a French Maid costume on the side of the street for hours. Now, I was just getting ready to walk into a bar, so no big deal, right?

Brad must have noticed my hesitation, "Hey, you okay?"

I nodded, "Yeah, I think so, just... I don't even know, a wave of like, fear. I guess." I held up my hand and it was shaking a little.

"Well, we don't have to go in if you don't want. I thought it would be fun for you," he sounded genuinely concerned. It was kind of sweet, actually.

"No, its good, I want to go," I smiled. "I think I'm okay, just some kind of irrational fear, I guess? I don't know."

"Yeah, I would think this would be a cakewalk after doing the costume on the side of the road?"

I laughed, "That's exactly what I was thinking."

"Do you want to talk about it?" Brad took my hand. Okay, that sweet gesture, had me creaming my panties again, and that started getting me aroused again. And getting horny took away any trace of fear.

I smiled and leaned, kissing him softly on the cheek, "No, I want to get a drink." I held up my hand which was nice and steady again.

We walked into Sixth Street and the place was bustling. I did have a few moments with the butterflies returning, but they passed quickly. I took off the coat and handed it back to Brad. I could feel a number of eyes turn my way, and several soft comments were made, too. I did a quick hair flip and adjusted my purse strap. I kinda wished I was wearing something even more outrageous now. I wondered what could be more provocative, but not get me arrested?

Brad hung up his coat and took my arm, guiding me into the bar area. I made sure to put an extra emphasis on swinging my hips and strutting my stuff. "Do you want to sit at the bar?" he asked.

"I don't know, I've never been here, I'll follow you," I replied.

So, Brad took us into the bar area and found a small high table off to the side, but still near the main bar. I slid into the seat, and my already short skirt rode up even more. I didn't bother to adjust it back down, either. My goodness, I felt like a wanton slut. Of course, it was probably the butt plug buried in my ass that was really getting me turned on. It might have also been all the guys, and okay, some of the girls, checking me out.

After making sure I was seated, Brad said, "You want a drink? I'll grab us something?"

"Sure! Please get a water, too," I said realizing all of our 'exercise' earlier and now my excitement and nervousness were making me really thirsty.

I sat checking the place out while he was at the bar. It was a pretty standard brew pub-y, sports bar kind of place. Of course, since it was mostly a gay bar, there were mostly same sex couples, but also some boy-girl couples. Though I then wondered if there were any other trans girls here? I saw some posters and realized there was a drag night coming up. Thankfully, Brad was quick and set a glass of wine down in front of me, along with a glass of water.

He sat down, "So, what do you think?"

"Its nice, looks like a pretty standard pub-type place," I noted, taking a sip of the wine. It was a red wine, so it was kind of sweet. Good thing, because I'm not really a big drinker and don't generally like alcohol that much.

"Yeah, but the clientele are a little more sexually open," he added.

"Good point, I did notice that," I smiled.

Brad laughed, "Have you seen all the folks checking you out?"

I blushed and laughed a little, taking another sip, "Yeah, I sort of noticed that... looks like I'm popular."

"Well, you make amazing eye candy, and your choice of outfit is..." Brad thought.

"Slutty?" I interrupted.

Brad laughed, "Well, yeah. I was going to say eye-catching... though slutty does fit too."

"I believe in truth in advertising," I winked, feeling my tuck dripping into my panties again.

"Oh, so just a couple days as a girl and you're a slut?"

"Well, I sucked and fucked you, before we went on a date, I might add."

Brad nodded, "Okay, but that just means your adventurous and open."

"My panties are soaked from how fucking turned on I am right now," I said, blushing again. Brad was about to say something, when I added, "I have a butt plug in and I wish I was wearing something even more provocative." I bit my lip. Dammit! I was so fucking horny now, I just wanted him to throw me over the table and start fucking me. Well, okay the table was kind of high, maybe the stool? Oh, who gives a shit, I wanted cock and I wanted it right now.

"I... wow... how much more provocative you wanna get?" was all Brad could coherently manage.

"Thigh high boots?" I smiled and bit my lip.

"Damn! Really? ... I can do that, you know?" he added.

"Ohh! Really?" Yes, I creamed my panties on that one.

Brad nodded, "We don't have a ton of them, but we have some."

"And you're just telling me this, now?" I asked.

Brad laughed, "Well, you seemed a bit nervous about going out, so I didn't want you to feel pressured or anything."

"So, I could try some on later?" I asked breathlessly.

"Oh yeah, I have a pair in my office I was hoping you'd like. They should be your size," he stated, taking a sip of his drink.

I squirted a little in my panties with that. "So, you were already planning that? ...Do you wanna fuck me?" I asked breathlessly.

"Right now?" Brad asked almost choking on his beer.

I nodded as I squirted more. Heaven help me, I was so fucking horny. I wanted to jump him right then and there.

"We could go back to the office," Brad shrugged.

I shook my head, "Is there someplace here we can go?" I looked around the bar.

"Not really, not without getting caught anyway," Brad added.

"Got to be honest, I don't really care. We can go in the alley, or the car, but I need it now, or I at least need to take this plug out," I added.

Brad looked around, "Well, there is one place, we can go, that's right nearby."

"Really?" I finished my drink quickly, feeling the wine hit my head a moment later.

"Yeah, its not exactly nice..." he trailed off.

I looked up and urgently whispered, "I don't care, I need you now!"

Brad wasn't going to argue, he finished his beer and stood, helping me off the stool. I took his arm as we headed back out, only stopping for a moment to grab his coat. We walked a little down the block, each step like a spike, driving my desire higher and higher. Feeling Brad next me, the sound of my heels clicking on the pavement, the eyes of everyone passing me and the plug making itself known with every step; these all had me leaking so much, it felt like I was peeing myself.

I didn't really pay much attention when we went into the place, it registered in the back of my head that there were racks of movies and sex toys on shelves, but I was kind of single-minded at that point and didn't notice when we went through a doorway into a dark hallway and a series of doors with lights over them. Brad pulled me towards one, and he slid us into a small booth. He set me down on a small bench and turned to mess around with a small TV screen in the wall.

He was playing with something, so I started playing with his cock through his pants. As I thought, he was pretty worked up and I could feel his already hard cock absolutely throbbing. I undid his pants and pulled out his cock, wasting no time I wrapped my lips around and started sucking him deep.

"Oh shit!" he stammered as the TV flared to life. He stepped back and let me get better access to his cock. I was sucking like this was my last meal. I was so wrapped up in enjoying my treat, I didn't really notice what was on the TV until I heard the moaning that sounded like it was mirroring my lust.

I took a breath and looked over to see a really hot trans girl sucking on two guys' cocks. Holy shit, this was hardcore porn! Where the fuck did he take me? Not that I was upset, far from it. This was driving me further up the wall, and I was already pretty far up there. I guessed we were in an adult bookstore, or something along those lines.

"You like it?" Brad asked as he ran his hand along my head.

I nodded, "Fuck yes! That's hot as hell!" I started sucking him again, pulling him to the side, so I could watch the screen while sucking him.

I blew him like that for several minutes when the scene in the porn changed. One guy moved down to slide his cock in the trans girl's ass, while she focused on really sucking the other guy. That made me remember my plug and what I really wanted.

I looked up, "You want to take me again?"

He answered by sitting on the bench and pulling me onto his lap, facing away from him. My skirt was so short, it was already partly hiked up. I just needed to pull my thong to the side and slip out my plug. I lined his cock up with my ass and he pretty much slid all the way on the first try.

"Oh fuck!" I yelled, shuddering and trying to get my brain working. My mind was blank, all I could do was watch the hot blonde trans getting railed while my lover's cock was buried all the way in me. He gave a moment to adjust and to catch my breath.

While I was catching my breath, he leaned and whispered in my ear, "Looks like she's loving all that attention."

I nodded, "Oh fuck yes, that is soooo fucking hot!"

I started sliding up and down, amazed at how good it felt. Feeling every inch of him sliding in and out was finally scratching that itch for me. Of course, now I could feel it building up again, so I started really riding him.

"So, would you like that?"

"To get tag teamed? Fuck, yes!" I moaned, picking up my pace and my clit was almost hard again. I was a little surprised, I was usually one and done. Then again, I hadn't been this turned on in a long time. Brad dirty talking was getting me even more worked up. "That must feel amazing, to be full at both ends!"

"You really are a slut, then?" he teased.

"Oh hell yes! I am a complete fucking slut!" I was bouncing on his cock for all I was worth, he was lifting me up, too. Helping me to really drive down on him. We kept going like that for some time, me moaning and him talking dirty in my ear. Calling me all sorts of dirty names, saying how hot I'd look with cocks in both holes. I was so over the top aroused, I wanted to play with myself, but I didn't want this to end either.

The trio on the screen, changed up and the girl was spun around, the guys getting a shot at the other hole. It did occur to me, she was now sucking the cock that had just been up her ass. Wow! That was at the same time kinda gross and super fucking hot, "Oh fuck, that's hot!" I moaned.

"What? Changing up? You like sucking the cock that's just been up your ass?" Brad asked.

"I don't know, let's see," I replied over my shoulder. I stood up off his cock and knelt down in front of him, quickly taking his cock in my mouth.

"Oh damn..." Brad gasped as I started sucking hard and fast. There was that brief though that his dick has just been deep in my ass and what might be all over it, but for some reason that thought just made me feel even sluttier.

I wondered what else I was willing to do? The answer scared me a little, that short of serious bodily harm, I couldn't really come up with much.

Brad looked down, biting his lip and breathing heavily, clearly very worked up at what a slut I was being. He leaned in, "You nasty little slut, you really want to get tag teamed?"

I nodded, but not taking his cock out of my mouth.

He gestured over to the side of the booth, and said, "Here's your chance."

I looked over and I realized there was a glory hole in the booth. And there was a cock poking through it! Well, I wasn't going to miss this chance. I reached over and took this new cock in my hand, feeling it surge at my touch. I stroked it gently for a few minutes, then I started licking it while I stroked Brad with my other hand.

I wrapped my lips around and started getting the mystery cock wet, sliding my lips down slowly, dragging back up with my tongue, teasing his head. Then I wrapped my lips around and began a nice slow pace, getting into the feel of sucking through the hole. It was a little strange since I kept bumping my nose and face against the wall, but the excitement of being this anonymous cocksucker was taking away any of the awkwardness.

Once I got a nice pace going, Brad slipped in behind me and started fingering my ass. I kept moaning around the cock in my mouth and when Brad slid his dick into my ass again, I shuddered and moaned with the anonymous cock as deep in my mouth as I could take it.