Telling Mom I’m a Crossdresser Part 9: A New First for Missy

"Miss has a few new experiences when she realizes she has the house to herself, or does she?"

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It was a few days later after my night with Greg and being his police bitch for the night when I found myself sitting on the couch in a pair of nylon stockings, thong, bra and of course my new brown hair wig and breast forms. That night mom had to work late so I had the house to myself.

 

For the first half of the night, I walked around the house and watched some of my favorite zombie movies. Eventually, I got horny (as usual) and decided to try out that Sybian that mom had gotten me so many days ago and had surprised me with when I came home after my night with the bus driver.

 

After I had gotten it all set up, I got out all my toys and my lube and set them up behind the Sybian to help me choose. Then I went to my mom’s room again and decided to get the video camera as well and make a video for all my fans on the Missy website.

 

Once I had it all set up I needed to figure out what I needed to decide what I was wearing. I started to pick through my closet when I saw myself in the mirror. I gave a quick turn and decided that I looked pretty sexy as is and that I wouldn’t need anymore.

 

I decided to check to see how much time I had to record on the video before I started anything just in case it stopped part way through. I switched to the playback function on the camera and found a video on it already. I hit the playback button and found short clips of all the times mom had recorded me during some of my Missy adventures from my time out at the glory hole until we did our pole dancing routines.

 

As I watched my clitty cock grew hard in my thong and I decided to watch this instead of being recorded while I used the Sybian. I hooked up the camera to the television and hit play. As it started I quickly hooked up my ten-inch bendable dildo to it. As I glanced to the video from time to time and listened to it, I got the lube and added lots onto it and inside my ass before I got on the Sybian to begin my fun.

 

I took off my thong and threw it to the side of the Sybian so that it was out of the way yet still in reach if I needed it. It was very slippery and moved around so much that if I didn’t hold it up it wouldn’t be able to stand up straight so I could sit down on it. I stood up onto my feet and slowly lowered myself down onto the dildo and inserted the head. It felt warm and I knew this was going to go deeper then anything I have had before but looking at the video again I knew I wanted to try. I lowered myself more and more until I was at eight inches on the dildo.

 

By now the video was at the part of my role play as a nurse and thought I should hurry up a little because the video will be done soon. I turned on the Sybian and the vibrations shook the dildo deep inside my ass. At first, it took me by surprise by how far it could vibrate but I soon started to love the feeling as I moved my body all over with the dildo bending in every direction I could bend my body. I had to adjust my stance now because my legs were getting tired and as I moved my foot, I accidentally hit one of the switches on the remote and kicked it out of reach.

 

Now I was fucked in both meanings of the sense as the vibrations suddenly became more intense which made my entire body shudder from the pleasure I was receiving. My moans became louder and longer as I could feel the lower half of my body become numb and my clitty cock swelled drool and precum like a stream that seemed like it would never stop. I ground my hips back and forth again and again until the very point where I was about to cum.

 

All of a sudden, the vibration stopped and I was left with my clitty cock on the edge of an orgasm and had to let it subside. I couldn’t believe it just stopped and had left me aching for more like it did. I needed to check the remote to make sure I had not broken it on my first use and leaned forward so I could get it.

 

Just before I could get the remote the Sybian kicked in again and I was suddenly feeling that amazing vibration again but now it was coming in waves from slight, barely able to feel vibrations to intense waves that I could feel up to my nipples. This went on for what felt like an hour and I had come twice before it stopped again. I could feel my ass become so relaxed and throb with my clitty cock and decided I needed a break for a bit and turned it off but kept the dildo inside me. As I sat there, I felt the last inch of the dildo slip in as I felt like I was just filled with another inch of wonderful cock.

 

I completely forgot about the video I was watching and looked up just in time for the last part of my pole dancing routine with mom before the video was turned off, however, the video was not over there. Suddenly a video of mom came on and I heard a voice.

 

“I see Missy has been naughty and went into my room. I hope she enjoyed her collaboration of her sluttiest times, now she can see one of Mistress Mommies’ naughty little times,” She said on the screen.

 

I looked closer and saw in the video that she was wearing thigh high stockings, full ar-length matching gloves, a bra with soft looking pink fluff over the cups and a g-string. She walked over to the bed in her room and laid down on her side. It wasn’t long before a man walked out of the bathroom in her room wearing nothing but a towel.

 

He was tall with a shaved head with very black skin and amazing muscles. When he got to the edge of the bed they exchanged some very erotic words. I couldn’t remember what they were because at that time I was too busy rubbing my clitty cock to get it to stand again and putting more lube on the dildo.

 

Once it was inserted again, I switched on the Sybian again to its low setting as I saw my mom get on top of the very sexy black man and start to ride his cock. It was hard to tell, but his cock looked to have been a good ten inches and mom could take it all like a porn star. I switched the Sybian to high gear and I rode the Sybian in sync with mom riding the black cock. Mom and the black man were moaning furiously as was I once again.

 

This continued for thirty minutes before the black man gave a few more thrusts before cumming in mom’s pussy. She sat up off his cock and I could see his thick, hot creamy load come flowing out of her pussy as she was now on all fours and kissing him deeply. The sight of that made me go crazy and I came hard as well one last time. 

 

However, before I could turn off the machine there was a sudden rush to my insides. It felt like I had just received a massive cum shot deep inside me just as mom did in the video. It must have shot four good ropes inside me and started to flood down the shaft before I turned to find my mom holding a remote.

 

“I see Missy found my little surprise and decided to enjoy herself to it,” She said with her famous devious grin and a little chuckle to go with it.

 

“What did you think of that little finish I left just for you?” she asked.

 

I smiled and replied to her that it felt great and loved the video of her and the black man. I continued and asked what his name was and how did they meet? She stared right at me and smiled.

 

“You will see soon Missy, don’t worry about a thing,” She said as she left.

 

I just smiled and got off the Sybian so that I could clean everything up and put it away. My ass felt so used and hot as I could feel the fake cum drip down my thighs and legs. My body was still shaking from the vibrations and I felt so dirty from all the cum. Once I was finished cleaning my dildo and putting the Sybian away, I thought I should take a shower to clean myself up before bed. I took off my clothes and put what was dirty in the clothes hamper and what I could wear again I put back in the drawers. Then I got in the shower and got cleaned up.

 

After I had gotten out of the shower, I was heading back to my room when I heard mom calling me. I walked into her room to find that she was wearing nothing but a bra with her panties laying beside her on the bed and her vibrator next to that. I looked down to find a very noticeable wet spot on her bed. I guess she must have been masturbating while I was in the shower and couldn’t hear her from the running water. I asked her what she wanted to see me about.

 

“I wanted to try that Sybian you were using before and was wondering if you could help me set it up?” She asked.

 

I agreed then we went to my room and got the Sybian and set it up in mom’s room. Once it was set up, I got up to leave when mom stopped me again. She got out a new pair of stockings, panties and bra and gave them to me and told me to put them on. I did as I was told and looked at my self in the mirror.

 

The stockings were white thigh highs with lace around the top. The panties looked like a thong with black mesh around the edges and a garter belt to go with it. Finally, there was a white bra that latched behind my back but did not have shoulder straps and was only see through around my nipples and fit fairly snug but nice. I put on my wig to complete the outfit and mom said that looked great on me.

 

“What’s the occasion, mom?” I asked with some curiosity as to why she would buy me such nice lingerie.

 

She told me that it was because she saw this in the store and if she bought that she could get another set just like it. I felt a little happy and liked the idea of wearing matching lingerie with my mom but wondered what else she had planned. I looked back at mom and found she was just finishing putting on her lingerie set as well and she was right it did look exactly the same as mine.

 

Just then the doorbell rang. I was confused as to who would be coming to our house at this time of night. Mom and I went to the door and opened it. Standing at the door was the black man in the video that I had seen mom with earlier in the evening but now I got a better look at him.

 

He was the same height as my mom with braided corn rolls in his hair and a goatee for facial hair. He had some muscles but no abs and a stomach on him but you couldn’t say he was fat. Altogether, you could say he was medium built but when I looked down at his sweatpants I saw his semi-hard cock. It went almost down to his knee and it was easy to tell that he was at least ten inches long.

 

Mom welcomed him in and we got on both sides of him and felt up and down his body as he caressed our asses and felt us all over. I could feel his finger gliding up and down my ass then press to my hole as it slid with the thong into my ass with ease after using the big dildo on my ass. Then I looked over and saw him put a couple fingers in my mom’s pussy and rub her clit through her thong.

 

Needless to say, he was trying to get us horny and ready for a good fucking. He looked at my mom and gave her a kiss on her neck then he turned and looked at me then back at her.

 

“You two seem to be ready, I can slip my fingers deep in this sluts hole and your pussy is dripping wet,” He said with a smile as he smacked my ass and put two fingers in mom’s pussy.

 

“My names Lemar, what are your names, sluts?” He smiled, squeezing my ass tight.

 

“I’m Missy and I am a dirty little whore. This is my mom but you can call her a tight little fuck.” I giggled after I said that then continued. “Will you fuck us with your big black cock?” I asked as I felt along his length and mom rubbed his big cock head.

 

“I’m going to ruin all of your holes. Both of you!” Lemar smiled and smacked our asses before demanding we lead him to our bedroom.

 

We pulled his cock from out of his pants and revealed his now completely hard monster cock. It was now twelve inches long and almost as thick as a beer bottle. I felt my whole body quiver at the site of such a big cock. I grabbed onto his shaft and stroked him a little and mom rubbed his head as we took hold and lead him like a dog on a big meaty leash upstairs. At first I thought we would go to mom’s room but instead, we went into mine. I didn’t mind but it was a nice surprise.

 

Mom and I got onto the bed, I was on my knees and wiggled my ass toward Lemar and mom laid on her back with her legs spread wide open in the air and rubbing her pussy a little. As I looked back at Lemar, I saw him smile and stroke his cock before he spoke.

 

“I have an idea, there is nothing sexier than a couple hot little sluts stacked on top of each other while they are being fucked,” He said with a grin.

 

Lemar picked me up with ease and then set me down on top of mom. Now I was still in the doggy position with my legs spread wide open but now my thighs were holding open mom’s legs and my cock was rubbing on her stomach. As I squirmed and drooled precum on mom’s body, I could feel her pussy get hot and Lemar’s cock running up and down my ass and mom’s pussy which made me so horny. I couldn’t sit still and rubbed my fake tits against mom’s soft real ones. I could tell she was enjoying it too because when her pussy was rubbed she moved and her nipples rubbed hard against mine and she moaned even louder.

 

Suddenly mom gave out a very loud moan and I could feel Lemar press up against my ass. I looked down between my legs and saw Lemar’s cock plunging deep into mom’s pussy. My jaw instantly dropped and I looked back at mom then turned around and looked at Lemar. Then he stuck two fingers in my ass and glared at me in the eyes.

 

“That’s right slut, I don’t go easy on the holes I fuck and I’m gonna shove this entire cock into your ass until my balls slap your ass,” Lemar said as he pushed in another finger and rammed his cock into mom harder.

 

I looked down and mom again and she had her mouth wide open and her eyes were rolling back into her head. Mom was definitely in for a great fucking as I am sure I was as well. Lemar continued finger fucking me and fucking mom for fifteen minutes with all of us moaning, screaming and begging for more until mom gave a loud yell and flooded my bed with her pussy juice.

 

By now her body was covered in sweat and she laid back in exhaustion. Before I could take in what had just happened, I felt something get inserted into me followed by a flooding feeling of warm liquid. I knew immediately it was lube and it looked like Lemar was going to make sure he could slip all twelve inches into my ass.

 

Then he pulled out what he was using to put lube into my ass, I felt my insides tingle as the wet slippery lube made its way all around my insides. Then I felt Lemar put a finger to my ass. At this point, I was begging yet still felt a little nervous about having his cock inside me. His finger danced around my opening and I could feel him rub my ass with his other hand. Just the touch sent my body into shivers and I started to back up into his finger and moaning as I…

Published 13 years ago

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