Shemales

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Panty Boy Ch. 08

Date: 06.11.2007

Keywords: Panty, Boy, Ch., 08,

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I had to go out of town for a meeting; my ass was very sore from the night before. Those girls had really given it to me; my asshole was left a gaping hole. I could feel the "lips" of my asshole for over an hour last night, all big and puffy and open waiting for more. I felt like a total whore and I loved it. I took three huge cocks and was left begging for more.

I had to catch a flight in a few hours. I had a business meeting the next day and a long flight ahead of me. I slipped out of the bed as not to disturb Megan. I got up and showered. I wasn't looking forward to the flight, but I didn't have much of a choice.

I made myself breakfast and went to the dining room where I saw the box of toys. I thought to myself how much I wanted to bring all of them with me. I was going to be gone for a week and knew that I would get lonely, my mind replaying all the events of the night before. My ass was now used to having something in it and I loved the way that it felt to be full.

I went upstairs again to pack my bag and get dressed. I put a pair of pantyhose on and just thought about "sneaking" a toy on board with me. I slipped a medium sized plug into my ass and moaned with excitement. As I prepared to leave, Megan came down with an extra bag.

"You almost forgot something!" She said, giving me a wink and a kiss on the cheek.

"What is this?" I asked.

"Just a little something to remind you of your place. Just promise you won't peek until you get to your hotel. You were such a good little slut last night"

"I promise." I said as my mind danced at the thought of what she might have in mind. I grabbed the bag from her, kissed her, and left for the airport.

Traffic was really bad and when I finally arrived at the airport I was running a little late. I checked in and ran to the gate hoping that my plane was still there. I got on right before they closed the doors and settled into my seat, the plug pressing in deep into my ass. My mind wondered what was in he bag as I settled in and fell asleep with a little grin on my face.

The flight was long; I awoke about halfway through and all I could think about was the night before and how Megan and her friends were using me and how much I absolutely loved it. How I was begging them for it. My cock was hard pressing against my hose. I rubbed my legs together sending a wave of excitement up my body. Every time I moved I could feel the plug moving deeper inside me and it felt so good. At one point, I thought about going into the bathroom and relieving myself but then thought how much better it would be to be able to enjoy it when I got to the hotel and could see what Megan had sent with me. I was really excited.

When we landed, I got off the plane and hurried to the rental car desk to retrieve my rental car so that I could get to the hotel as fast as I could. I was excited to see what Megan had packed for me. I had all night to have some fun by myself.

The whole ride to the hotel I was hot with anticipation. I arrived about a half an hour later, and checked in. I got to my room, set my bags down and immediately opened the bag that Megan had packed for me.

Inside I found a whole wardrobe of my new favorite clothes and heels. Megan had packed me enough for the whole week and my cock grew just at the site of them. In the bottom of the bag was the strap on that Michelle was wearing the night before and a couple of the larger plugs, my breast forms, and some make-up. The cock still had my dried cum on it. I found a box that was wrapped and a little note attached to it.

"To My Sissy Slut, Stacy" the envelope read. I opened it quickly:

"It was so hot to see you and the girls go at it last night baby. I didn't want you to forget your place so I packed you a few things. You really seemed to enjoy that huge cock last night so here it is. I hope your ass is ok. You just couldn't seem to get enough of that big hard cock. I also got you a little something so that I can keep an eye on you to make sure you aren't having too much fun while you are away from me. See you soon. Enjoy!

PS. You should try to go out while you are there. Have some fun, but not too much or I will have to punish you when you get home"

I opened the box and found a web cam. I was so excited. I hurriedly changed in to my other clothes put on some make up, and hooked up the camera to my computer. I removed the plug that I had worn all morning and slipped in a larger plug. I just loved the feeling of being opened wider and wider. I also slid into the ultra high heels Megan had sent with me.

I started to think and got a little embarrassed when I thought about that bag going through the x-ray at the airport. All the security must have seen the heels and the cock shaped toys in my bag. I laughed a little bit as I logged onto my computer. Megan immediately messaged me.

"Hey Stacy, I am glad to see you got your gift. It was so hot seeing you beg for that cock last night. I can' believe how you were begging for it last night. My little slut really loves her cock now, doesn't she? I knew she would. I hope that one day soon we can share a nice big real cock." Stacy said

"You know you want to, the way you were begging for it. I am so glad you like cock as much as I do. I think we are going to have a really good time from now on. Let me see your cock Stacy. Are you stroking it right now?"

"Yes" I said pulling on my hard cock. I was so turned on right now and I couldn't help it.

"Would you suck a cock with me, Stacy? I think it would be so hot. Watching those sissy lips wrapping around a long warm cock, watching it fill your mouth. Let me see your hard clit. Do you have something buried deep in your ass? " Megan said as she stood up revealing that she was only wearing her strap on. She was stroking the tip of it.

"MMMM this cock is so hard. I can see how badly you want it. You want to feel it sliding all the way into your tight pussy don't you Stacy, taking it deep into your tight ass pussy. Feeling every inch. Beg me for it."

"I want you to fuck me, Megan." I said stoking my cock harder rocking back and forth on the plug buried deep in my ass. "I want you to fill my tight little hole. I want to suck your hard cock."

"MMMM... I knew it. You are such a little sissy slut. Show me your tight filled ass Stacy. Show me your open pussy!" Megan said.

I stood up and bent over for the camera spreading my ass cheeks apart so that she could see my plug filled ass.

"MMMM, look at that open hole. I wish I could fill you up right now. I want you to go out to a club tonight and flirt for me. We have to get you used to going out. You have absolutely nothing to lose baby. Nobody knows you there. I packed you those things so that you could get dressed up and go out and enjoy your new life as a woman. I am just sad that I cannot be there with you. You better be good." Megan said.

It was so hot watching Megan, the way that she stroked the strap on using it like it was in fact a real cock. I loved the way she was teasing me with it and all I wanted was to be on the receiving end of it.

"I am going to run and get dinner, Stacy. I am going to wear this cock out. Why don't you get dressed in your sexy clothes and go out and grab a bite as well? We can meet up a little bit later and see what is going on. Keep your little clitty in control tonight and be a good girl." She said blowing me a kiss and logging off of her computer.

I couldn't believe how turned on I was. I just continued stroking my cock. I walked over to the bag and pulled out the strap on. I was sitting there in stockings, heels, and panties in front of my computer stroking my cock with a big plug in my ass and a long, thick dildo in my hand. I started to rock back and forth, the plug pressing against my prostate sending a wave through my body. I soon found myself sucking on the dildo wishing that Megan and one of her friends could be attached to it.

The biggest thrill was thinking about how big of a slut I had become. I loved the feeling and was imagining about what Megan had said about sharing a cock with her.

I have to admit that the thought did excite me a little bit. Not knowing what it would be like to feel the warmth of another man's cock in my mouth, feeling the hot come explode in my mouth. I closed my eyes pretending that the strap on was the real thing. I wanted it bad. I sucked harder, continuing to stroke myself. I was so close to coming, but then I thought that I would like to save it for tonight. I did not know what would happen but decided that I would love to go out in this little town I knew no one in and see what could happen.

I released my cock and walked into the bathroom to get cleaned up and ready to go out. I quickly hopped into the shower and shaved my legs. I made sure to get every last bit of stubble off of them before shaving my face. Lucky for me I have never had thick beard growth. I got out of the shower and quickly toweled off before putting lotion all over my body. I loved the feeling of pulling the pantyhose over my freshly shaven, freshly lotioned legs. I sat down on the bed to put on the pair of heels.

Once I got the straps on the heels fastened, my fingers took a detour and I found myself lying on the bed finger fucking my asshole. I was dying to have something big filling me up tonight. I reached over to the nightstand and grabbed the strap on.

I needed to be filled so bad right now, so I pulled the pantyhose down just enough, and attached the strap on to the seat of the chair, and straddled the cock, slowly pressing it into my accepting hole. I turned on the Web cam and hit record so I could see myself in action.

My asshole was a little worn out from the night before, it was still a little bit swollen from all the attention it got, but I had to have something big inside me. I craved to have the thick cock buried in my ass again so I put more lube on it and continued to slowly stretch my pussy over the cock. Once the head popped in, it only took a little bit of time, before I was sliding down the whole ten inches.

Pages:
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Keywords: Panty, Boy, Ch., 08,

© 2007