Costume Party Ch. 06

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Conclusion: the stage is set for a follow up.
6.5k words
4.71
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Part 6 of the 6 part series

Updated 10/11/2022
Created 01/17/2005
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The following totally fictitious writings and are intended for the sole readership of those of LEGAL AGE. The ADULT ONLY material contained within is also for personal use only where local standards permit scenes of violence and sex. Please do not read further if any of these subjects offend, or if you are not of legal age.

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We planned our day. I showered, shaved and dressed. We went to Henry's to get Callie's car, again, Drove to her house where she showered and dressed and picked up an overnight bag, stopped at a great New York style deli for lunch, the video store to rent a movie (I let her choose and she picked some chick flic that I imagined I wouldn't be all that interested in, but that would just free me up to concentrate on other things while the movie was on!) and were back at my place by the middle of the afternoon.

Shortly after we got there Callie looked at me with a silly grin and said, "Scott, I think I need to practice something!"

She giggled at the confused look on my face, pleased with herself that she'd caught ME off balance.

"Well, I might want to try anal sex again, but I don't want to HAVE to do it!" she said, but she was clearly jerking my chain and had still had that silly grin.

She giggled even more as I looked even more puzzled. Suddenly the light went on, I'm usually quicker on the uptake than that. She was talking about the little 'challenge' I'd given her last time and promised to repeat.

"So what did you have in mind?" I asked with a big grin.

"Sit over here and I'll show you!" she said indicating a chair.

As soon as I did she came over and undid my pants and freed my cock from my underwear. She started to lick my cock and balls all over. As you can imagine, it didn't take long before I had yet another raging hard-on.

She placed her lips over the end of my cock and after tickling my pee hole for a bit she started to engulf the whole thing. She easily got the head in her mouth this time and continued to lower her face over my pole. As I felt my cock reach her throat she paused and I could feel little spasms, but she didn't choke and she didn't pull back. After a minute to get use to it, she continued to lower her head and I felt my cock head start to enter her gullet. It was a very, very sexy experience.

It took all my self control to keep from grabbing her head and stuffing the whole thing down her throat, but she was on a mission and I wanted to do my part to make this work. After all, the obvious goal was to be able to give me a balls deep blow job, I sure as Hell didn't want to fuck that up!

She took a little bit more, making it so she had about eight inches total, but of course that still left four to go, when she started to gag. She pulled back, but slowly, and got the gagging under control. She kept sliding it out of her mouth and I figured she was done, but when the head and a couple of inches were still in her she started back down again. This time even more quickly than the first. She barely paused at all when the tip hit the entrance to her throat, and she got maybe another inch in before the gagging got too much for her.

She raised her head again, and sadly this time she pulled all the way off, with a popping sound.

I couldn't believe how much she'd made me want to cum in just those two strokes, but the whole thing was just so fucking erotic! And frankly there is just something about a woman gagging on my cock that really turns me on!

She looked at me with those beautiful eyes and beaming smile and said, "I bet that made you want to cum in my mouth really bad!"

"Yes it did you fucking tease!" I said, but with a gentleness and smile that clearly indicated while I was serious, I wasn't about to retreat from our agreement.

This was her deal and I wasn't worried about being left frustrated, though cumming in her mouth did have a great deal of appeal at that particular moment.

As if reading my mind, she said, "Well, I don't want to be accused of misbehaving, so I guess I better finish what I started!"

She'd said it with what I can only describe as a shit-eating grin, though cum eating would be a more appropriate expression. And cum eating is what she did.

She lowered herself over my cock again and started to slide up and down more and more rapidly. That woman can certainly suck cock. She was only taking about half of it, but it felt amazingly good and I was quickly building to explosion, even though I'd cum so much in the last day.

She could feel me start to tense and knew that my orgasm was imminent. To my great pleasure she redoubled her efforts. That did it, I started to cum and cum hard. I felt contraction after contraction in my very soul, but after the last day I didn't feel like the volume was huge. She kept sucking until I was so sensitive I finally grabbed her head and made her stop, but I did it gently.

She released me and looked up exactly at the moment my eyes fluttered open and I looked down at that pretty face. The smile on her face would've melted an iceberg in record time. There was a single drop of cum at the corner of her mouth, as I watched it started to slowly roll down the side of her chin. Damn it was sexy!

She looked me square in the eye and swallowed with a great deal of exaggeration! In spite of everything I still felt a twitch in my groin.

I reached down and taking her under the arms, pulled her up onto my lap. I kissed her deeply, sticking my tongue as far down her throat as I could. She returned in kind. I've never been one of those guys who is squeamish about kissing or even Frenching a woman who has just sucked me off. After all, what does that say about your appreciation for the act? I've always felt that if I were a woman and a guy did that, he would have seen his last blow job. Very much as if a woman was reluctant to kiss right after I used my tongue to make her cum, she'd damn sure never experience that again, in fact, she'd probably never see me again.

"I know it wasn't perfect baby, but I'll get it. I'm going to keep practicing until I can give you the best blowjob you've ever had. I want to feel every inch of that lovely cock of yours down my throat!" she said with a big smile and obvious pride in how well she had done!

And not without reason. Other than Laura and Sonia, she'd given me what was without a doubt the very best BJ I'd ever had. Both of them had taken time to be able to do it really well, I had no doubt that Callie would accomplish her goal. I damn sure was willing to practice as much as it took!

"Baby, that was positively fantastic. But if it will make you happy, I'll let you practice however much you want!" I said without being able to keep from chuckling.

It couldn't have been five minutes later that the little bitch showed me a bit of ulterior motive though.

I have a very plush, thick sheepskin rug that sits in front of the fireplace. She striped off her clothes and laid back on it with her feet pointing at me. Spreading her legs very lewdly, she spoke in her huskiest, sexiest voice.

"Get over here and put that big cock inside me!"

Due to the size of my cock, I can usually work it into a woman's pussy even when it's fully soft, which it was right then, not that there is much occasion to do that. Especially if she's hot to trot, which Callie most certainly was at the time. And who was I to refuse a request of this hot bitch then!

I finished striping off my clothes and crawled on top of her. I worked my soft cock inside her. She looked up at me and grinned, and started massaging my tool with her cunt muscles again. MY GOD she is good at that. I couldn't believe it, but I started to harden.

Soon I was hard enough to start pumping her.

"OH YEAH, THAT'S WHAT I WANT!" she cried out.

She started cumming immediately, and didn't stop the whole time I fucked her. One orgasm right after the next. Naturally, having cum so recently myself, I lasted a good, long time, which was exactly what Callie had planned on. We fucked for over 30 minutes before I finally deposited yet another load in that tight little pussy of hers. After which we both simply collapsed right on the floor and didn't move for a very long time. Frankly, I was exhausted.

The rest of the weekend was far less rambunctious. We made, what I like to call, 'low key and gentle love' three more times before Sunday afternoon when I finally drove Callie home.

We agreed we'd each had one of the best weekends of our lives as we parted, but not before we'd already arrange to get together the following weekend.

I went back home and spent the rest of the day sprawled on the couch watching TV and dozing off and on. That woman had flat worn me out.

I fixed myself an early, simple meal and decided to turn in. Almost as an afterthought I picked up the phone and called Becky. I told her what a great time I'd had on Friday (omitting the part about what happened AFTER I left her place of course!) and she assured me she too had enjoyed it immensely. I invited her to go out for pizza and a beer Wednesday night, which she enthusiastically accepted.

I cleaned up and turned in. It was especially early for me. I was exhausted. As I lay in bed falling asleep I reflected on what an amazing weekend I'd just had. I had begun a relationship with Becky, exactly what that was going to end up looking like I didn't know just yet, and cemented one with Callie. The later I did know about and smiled at the thought of how much good, hot sex I could expect with her.

Life was good! I was pretty sure I was going to be one busy guy for a while, but a very happy one at that. I'm sure I fell asleep with a big shit-eating grin on my face that probably lasted all night!

And so it went for the next few weeks. I got together with Callie almost every weekend, and though we didn't spend the night together each time, it was the norm. We always had great sex, but with one exception it was pretty vanilla. Oh, much to my pleasure Callie continued to work towards, as she called it, 'the perfect blowjob'. She was making progress, but wasn't quite there yet and still couldn't swallow my entire length.

In fact the one exception to vanilla sex had to do with one of her 'practice' sessions.

After doing her best to inhale my entire cock, Callie normally finished me off with a fantastic blowjob that covered only about half my total length, but on this particular occasion after trying several times she pulled off and stopped altogether.

She looked up at me and with a rather coy smile said, "Damn! I still can't meet your challenge. I guess I'm just going to have to pay the price!"

I was quite surprised, though I knew exactly what she was referring to. I'd been sticking to vanilla sex after our conversation that long weekend we'd spent together. I figured that I'd let her drive when we returned to more rough and tumble sexual adventures. This appeared to be a first step.

"So, you think you deserve to get your ass fucked again, huh?" I replied.

I was going to make her ask for it!

She just nodded.

I wasn't going to let her off that easy.

"Yes what?" I asked, knowing exactly what she meant.

She actually looked a little shy, but softly added, "I think since I still can't take your great big cock all the way down my throat yet, I deserve to have my ass fucked!"

She'd known precisely what I expected.

I chuckled. I sure wasn't about to disappoint her and after the sucking I'd received I was absolutely in the mood to cum.

Then, even more softly, she went on "Scott. Will you be real gentle, like last time?"

Kindly I replied, "Of course baby!"

"And do I have to be restrained?" she asked even more shyly.

"No not if you don't want, but it WILL be easier for you if we do it over the horse" I explained.

She just nodded again.

Without any further discussion I got out the horse and got a jar of AstroGlide.

"Okay baby, come over here" I directed once I was all ready.

She had a look of anticipation, but not apprehension. I believe there were two reasons for that. First, she'd learned to trust me and knew she could count on me to be as gentle as possible, second she'd learned that pain can be very erotic too! And to be sure, in spite of all the progress we'd made, it is always going to hurt to have something the size of my cock shoved up her ass!

She came and draped herself over the horse, grasping the front legs with her hands to hold herself in place. I didn't have to tell her what to do this time, she was clearly working at staying relaxed.

I alternated between playing with her pussy and clit, and working lube into her ass as deep as I could with my fingers. She was wet before I even started and I continued to work her up until I could tell she was right on the verge of cumming.

"Ready?" I asked softly.

She groaned, not wanting me to stop the attention I was giving her clit as I asked, but she nodded.

I started to push my cock through her little rosy asshole! I went extremely slow, stopping frequently for her to adjust. I went even slower than the first time, in part because I hadn't used a plug to loosen her up this time. She'd breath deep and pant occasionally. Every once in a while she let out a little grunt of pain, but she issued no complaints. As I pushed I could feel her pushing back on me.

It took a few minutes, but at last I was all the way in. I started very slow short strokes. God she has one tight ass. I increased the length of stroke and the speed as she loosened up slightly. I was already getting close myself.

Little grunts, moans and groans that were clearly a combination of pain and pleasure kept coming out of her mouth.

Still I increased the pace.

"Yes, OH GOD! Fuck my ass, yessss, fuck it hard!" she finally cried out.

That nearly did it right there. I started to give her a good hard ass fucking while at the same time reaching around and pinching and pulling on her clit.

"OH FUCK!" She screamed and started to buck on the horse.

That was it, in just another instant we came together. Screaming out at the same time so that I don't even know what either of us said.

Once I pulled out of her she stood and turned to face me. We kissed hard, for quite a while.

With a big grin she said, "I liked that better than last time!"

I laughed and replied, "Yeah, I could tell"

It had been extremely erotic for both of us. Part of me hoped she never did master sucking my cock!

So that's how Callie and I were progressing. As for Becky, that was going well too, but very differently. I was seeing her almost every week as well, but we were doing very traditional dating things. Dinners, movies, a concert, things like that, but as far as our 'physical' relationship went, it was stuck in park.

Oh most of the time when I took her home now, she invited me in and we'd regularly get into some serious necking, but that was it. She'd never even been to my place. I was developing a very serious desire to get into her pants and soon, but I was willing to be patient (something I'm not good at) because I really liked her and I didn't want to fuck it up.

Finally the occasion arose to try and push things with Becky forward a bit. Callie had told me she was going to be gone for a long weekend to visit family for the holidays. I settled on a plan.

I called Becky.

"You free Saturday night?" I no longer worried about whether or not we were going to keep seeing each other, that was well established.

"Sure, what do you have in mind?" she said in her normal bubbly way.

"Well, you've never been to my place and you have no idea what a fantastic cook I am, so how about we come here and I fix you dinner and we can watch a movie and just hang out?" I asked, figuring if I got her on my turf I'd have a better chance of making some progress.

She laughed, "Are you serious?"

"About what part?" I said acting indignant, but wasn't. I assumed she was talking about the cooking.

"Oh, sorry!" she said, but didn't stop laughing.

"You really can cook?" she was still laughing.

"Well, you're just going to have to wait and see, but I am serious, and I am a very good cook!" I asserted. It's true too.

She finally stopped laughing, but the mirth was still in her voice as she replied, "Okay, I guess I can risk it."

"Good" I said, "I'll pick you up at 5:30, okay?"

I wanted to get an early start for a number of reasons, having time to cook was only one and not at the top of the list.

"Sounds great, see you then" and we hung up.

Friday after work I did all shopping. I planned a scratch Caesar salad, Seafood Fettuccini and bought some crème brûlée from a place I know that makes them daily, to have for desert.

I also hit the video store and even though I have a pretty big collection of DVD's I'd decide to rent one anyway. The one I picked out was a recently released romantic comedy that got good reviews and I'd read had a couple of steamy sex scenes too. I figured if Becky hadn't already seen it she'd like to and reasoned that the subject and content might also be helpful.

Becky isn't much of a drinker, neither am I for that matter, but she does like champagne. I got a very good bottle and a bottle of red to go with the meal too. I figured some wine couldn't hurt what I had planned.

Saturday I was up early. I don't live like a slob, but it is after all essentially a bachelor pad. I cleaned house. I also did as much of the prep work for dinner as could be done in advance. I was all ready well before 4:00. I showered then just relaxed for a while.

I got dressed in jeans and a polo shirt, having told Becky to be sure and wear jeans too, and headed out the door after 5:00.

It was exactly 5:30 when I ran the bell. Becky opened the door, we shared a quick kiss and headed to the car. Becky always dresses nice, and sexy, but conservative, if you know what I mean. And I'd seen her in jeans before, but never this pair. My God! They looked like they'd been spray painted on and showed off her ass to perfection. The top she had on was pretty sexy too! It was very tight and showed plenty of cleavage. It also left a couple inches of bare skin above her jeans. She looked ready to be ravished. This could be a very good night I thought.

We were back at my place before six. I opened the champagne and put on some soft jazz, then invited Becky to join me in the kitchen while I started to fix dinner. We sipped the bubbly and chatted away while I went about preparing the meal.

I think Becky was still expecting me to pull something out of the freezer and pop it in the microwave.

After about twenty minutes of bustling around I got my first reaction.

"Wow, you really can cook!" she said.

I laughed, "Maybe you should taste it before you decide."

"No, seriously, you clearly know your way around a kitchen, I'm impressed. I bet it's going to be wonderful. You are just one surprise after another" she said.

I thought to myself, 'lets hope you find out about another surprise before the evening is over.'

I finally had everything organized and the sauce was simmering.

"Lets go sit in the living room and enjoy the champagne and music. We'll have the salad in about a half hour and then it will take me about 10 minutes between courses to finish the pasta" I said as I opened the wine so it could breath and poured us each some more champagne.

By the time we sat down to eat we'd finished the champagne and were both pretty mellow. We ate slowly and sipped the wine, talking, but comfortable with periods of silence as well.

When we finished eating I asked if she was ready for desert.

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