Telling Mom I'm A Crossdresser Part 13.5: Missy Brings Home A Stud free porn video

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I told Thomas all the details of why I was out this night and he loved the idea. He took one of his Viagra and he led me out of the bar. I felt a little embarrassed at all the cum leaking down but some of the cross dressers were just smiling at me like they were saying “you go gurl!” which made me a little proud.

Thomas followed me in his car until we got to my place and I took him by the hand until we got in the door. When I walked in I heard a thumping upstairs and asked Thomas if he would wait on the couch and I will go see if my mom was ready for the pounding of her life. He laughed and said go ahead; he would be waiting right where he was.

I went upstairs to mom’s room and opened the door. There I found mom riding my blow up doll who was wearing a strap-on. I smiled as she looked at me as I said to her,

“I see you girls were having lots of fun, but I have some real cock downstairs if you are interested.” She smiled and told me to take her “air head friend” to my room and she was going downstairs as soon as she puts on something sexy.

I took the blow up doll to my room then I went downstairs to tell Thomas the good news. He smiled and asked how he was going to pass the time. I didn’t need any further encouragement and got down between his legs and started lapping up that big cock again until mom came downstairs which sadly wasn’t very long.

Mom came down and I heard her heels clicking all the way. Thomas and I looked at her at the same time. I saw that now she was wearing a pair of ass-less and crotch-less pantyhose with one of those amazingly erotic bras that looks like a normal bra except instead of holding a woman’s breasts in cups they hang loose through holes and go around each breast very sensually. Finally a nice feather boa added a little class along with her bright red lips.

My jaw dropped as did Thomas’s and I felt his cock just get a little harder and I knew Mom was going to get the fucking of a lifetime. I was a little jealous at first but since Thomas had Viagra I knew my turn would come.

“I’ll take over now Missy, you be a good girl and wait your turn in your room while your friend and I get…. acquainted,” she said with a giggle.

She took Thomas upstairs and I heard laughing and making out as I passed by to get to my room. I was very horny now and couldn’t stop thinking of Thomas’s cock deep inside my asshole then filling me with that amazing amount of cum he had. Then I hopped in the shower to get cleaned up and put on some clean and sexy clothing, and make sure I was shaven and smooth for Thomas when he was done with Mom.

When I had finished showing, shaving and covering my body in lotion, I heard mom moaning like a slut and Thomas grunting heavily. I quickly put my zebra thong back on that I wore earlier and looked in my drawer for something to go with it when I found something new. It was a zebra striped tube top with the words “Horny Animal” on the back. I instantly loved it and quickly put it on with my blonde wig again as well as my breast forms and re applying my makeup.

I was going to put something more around my ass but decided not to since it was going to come off very soon, so instead I decided on a temporary tattoo that Mom and I had picked up at that adult shop at one of our previous trips. This particular one was special, it had “ ‘s SLUT” with a stencil to put on the name of any person you wanted. I grabbed what I needed to write “Thomas’s Slut” on my lower back and applied it in the bathroom with the time I had.

I could hear mom almost screaming in ecstasy and then telling him to blow his load all over her. I smiled and wondered if Mom had found out yet what Thomas’s special trick was but I didn’t think about it long because I had to hurry up and finish before they were. I grabbed my garter belt and some white and black striped stockings. They didn’t match the zebra print exactly but I thought he wouldn’t notice the huge difference right off the bat anyway. I put them in place and fastened them on before making sure my tattoo was dry. Just in time as mom let out the loudest orgasm scream I have ever heard from her. Then I heard Thomas still grunting and telling mom to get ready because he was gonna bathe her in cum.

I chuckled and thought “here it cums.”

Then I heard mom moaning: “Oh oh! OH! Oh my god! That is amazing! That is the biggest load I have ever seen!”

“Looks like Mom found out Thomas’s hidden talent,” I said out loud.

I lay in bed on my side with lube and condoms on my night stand. Of course I wasn’t going to use the condoms but I thought if it looked like there was the option I wouldn’t look like a total whore even though I obviously was.

Suddenly I heard footsteps coming down the hall and in came Thomas who was now completely naked. When I looked at him from head to toe I realized he was even more muscular then I had previously thought. He had a nice 4 pack with big arms and nice pecs and there between his legs was his still hard 9 inch cock ready to rip my ass like a virgins hymen.

I rolled over and turned away from him as I got up onto my knees then bent over, showing him my tattoo and teasing his big cock with my secret spot.

“Oh very nice tattoo. So you’re my little slut are you?” he said playfully.

“Mmm hmm.” I purred.

Just like I thought, he grabbed the lube but not the condoms, which made me happy, and poured it all over my ass and a little inside and on his fingers. Then he pulled down my thong and pushed in 2 fingers right from the start to see how tight I was as I moaned and told him "more".

“Bad slut,” he said playfully as he gave my ass a little slap.

Then he removed his fingers and pushed his cock head to the opening of my ass. I quivered in lust and fear of the thought of his cock entering so deep inside me. Thomas pushed harder and harder until the head popped in and the rest of his cock made a wet squishing noise as he filled me up slowly pushing his cock all the way in. God he knew exactly how to do it because by the time he was balls deep my eyes had rolled to the back of my head and my entire body was tingling. Then he slowly pulled out and thrust balls deep back into me once again. He had to have done anal with a CD before because doing this alone made me start to precum and pre-squirt onto my bed and make me lose myself in ecstasy.

He slowly started to pick up speed as he pulled back my hips to meet each pounding. My legs were weak, my head was spinning and my body had gone completely numb, all I could think or even feel about was the sensation of his cock moving inside me and going in and out. Without even thinking, I started saying, “More, more, harder please fuck me harder,” and before I could even realize what I had said he was suddenly thrusting as hard as he could, pulling me back and ramming his cock inside me like a beast.

This continued for 10 more minutes before I heard him call out.

“I think I’m going to cum!” he cried out.

This was it, this was going to be that wave of hot sticky man seed that I had waited for all night or maybe my entire life! Thomas was going to fill me up like a balloon and I wanted him to do it for as long as he could.

“Where do you want it slut?” he asked.

“Inside me! Please shoot all your cum and fill up my jizz tank!” I pleaded in a scream.

Just then Thomas came in one big torrent, filling me up just like I wanted. I could feel it, shot after shot shooting deep inside me, so hot and sticky as it oozed down his shaft and all over my walls. I could feel Thomas give me shallow thrusts as he pumped his sea of man love into my tight little boy pussy. Once he was finished we just stayed as we were, panting heavily with sweat dripping down our bodies and a light cool breeze from my open window caressing our entire bodies and stiffening my nipples and my scrotum and my clitty cock ooze my liquids in a steady flow.

My body shook and I collapsed onto my stomach and panted to get my strength back. Suddenly Thomas flipped me over onto my back and put my legs over his shoulders as he lifted my ass up to put a pillow under my body to raise my hips higher. I had forgotten his cock was still rock hard because of the Viagra but I didn’t care because round 2 had just started. He shoved his cream soaked cock back into my ass and pounded me again furiously as he put his hands onto my fake tits and gave them a squeeze.

“Baby I want to feel your real nipples,” he said to me as he pulled the fake tits out of my tube top and pulled it down to reveal my nipples.

He put his hands over my small tits and started to play with my nipples tweaking them, pinching them and even gently pulling on them as his cock went the full length in and out of me sloshing cum and my anal juice with every thrust. I was losing my senses and my eyes were rolling to the back of my head as I moaned like a little slut just like Mom, when I looked up to find Mom with the digital camera recording me. I knew right away this was going on the website and decided to make it good.

“Fuck me baby, Fuck me like there is no tomorrow and give me all you got. I’m your little fuck toy tonight so empty those grapefruit balls into my cum tank belly,” I told him as I wrapped my legs around his waist.

He thrust harder like a piston pumping to its maximum and I stuck out my tongue to the cam and swirled it around my lips before giving the cam a slutty kiss. That was as long as Thomas could last and my sluttiness sent him over the edge. He pulled his cock out of my ass which caused a fair amount to gush out in a nice cream pie, and shot his load onto me like the massive facial in one of those excessive cum porn movies.

It shot first on my chest then up to my face as glob after glob hit my face, coating me once again in his thick seed. Just as Thomas and I relaxed, Mom stopped recording. I never got a chance to take a good look at Mom but now that Thomas needed to rest for a bit I got to see that Mom had a nice thick coat of cum all over her too. I continued to look down her body and noticed her tits were covered in a glaze of his cum that she must have rubbed in some and her bra was still on but it was undone at the back. I kept looking down and noticed her pantyhose were all sticky with cum stains spotting all over.

“You two were great!” Mom said with a cheery yet satisfied look on her face. Then she turned to Thomas as she took off her pantyhose and cup-less bra and said, “How is your cock feeling? Could you go a few more rounds with us if we wanted to?” she asked innocently.

“I don’t think so girls, I may be able to cum buckets but even this well has to run dry eventually.” He laughed.

“That’s alright, I think we will be walking funny for days now thanks to you.” I giggled.

“Why don’t I come and visit the two of you again sometime? Maybe we could make it a threesome next time?” He winked and smiled.

Mom rubbed her big tits together and I felt around my asshole to see how much cum was oozing out of my cream pie as we thought about the idea for a second and looked at each other.

“That would be great!” we said in unison.

A little while later Thomas was getting dressed and heading out the door when we stopped him and gave him our address and phone numbers. He did the same. He told us that if we ever needed to be filled up again he would be waiting for us with a hard cock and another gallon of cum for each of us. We blushed and gave him each a kiss on the cheek then bent down and kissed his cock goodbye. One thing he didn’t know is that we slipped a few slutty pictures we took earlier in the week and even just a few minutes before on a USB drive in his pocket with his wallet so that he could have a memento of the night as did we.

Once he closed the door behind him Mom and I looked at one another. She was completely naked with her pussy full of cum and her tits covered in a nice glaze and me in my thong and tube top around my stomach also dripping all over with cum.

“Let's go lick each other clean mom, and by the way did you record yourself on the camera to or was it just me?” I said to her.

“You read my mind Missy, but let's go to my bedroom first. I want to try out that new paddle you got on that ass of yours and you can try it on me. And those nipple clamps you bought too. I was gonna put them on for Thomas but forgot so let's try them together, and as for the video of course I recorded myself too. It was way more fun that way,” she said with a smile and a giggle.

“Oh yum. Sure Mom, then let's take a shower together and get cleaned up, I want to try another blow up doll I got today too,” I told her.

“Another blow up doll? What kind is this one Missy?” she asked while looking puzzled.

“It’s one I bought last week and it's for women but he had such a nice cock I wanted to try it plus the tongue he has looks amazing,” I teased her.

“Mmm maybe another time sweetie right now let's just go dyke out in my room for now we can use that another day.” She smiled.

To be continued.

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Telling Mom Im A Crossdresser Part 4 Repeat Business and Roleplays

When my mom and I had gotten home, I immediately ran into the house to take a shower and change as quick as I could. I re-shaved my entire body and removed my makeup so that I could start from scratch and apply it again.Once I was finished with my makeup, I see a new outfit laid out on my bed. This was a cute nurse outfit with a short tight skirt that barely covered my ass. It was also pink with white stockings and long lace gloves that went up to my shoulders. Finally the top was like satin...

Crossdressing
2 years ago
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Missy and David Naked in SchoolPart 6 Saturday

I had a hell of a time sleeping Friday night. In fact, I ended up waking up at 6:30 Saturday morning. Which is a hell of a time to wake up on a Saturday! I got out of bed, took a shower, went downstairs. I was the only one there. I knew this-Mom had to be at the store by 6:00 AM for inventory. Happens a couple times a year. So, I went downstairs and found my "Mom Note". Every time I'm going to be getting up, or getting home, and Mom knows she's not going to be there, I get a note. I...

3 years ago
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A 3 some party with a lady called Missy and Stephi

I arrived at the Hotel for our 3 some with Missy & Stephie & got dressed up before Stephie doll (the other TV) arrived. We chatted as she changed while I did my nails. Missy arrived soon after & we all had some glasses of wine to relax us and put us in the mood to play.     Missy sat on the bed as Stephie started caressing her, & she then undressed naked & the 3 of us laid on the bed. I was kissing her & tit rubbing & sucking also I breathed in her ear I...

3 years ago
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Telling Mom Im A Cross Dresser part 18 Missys Halloween Party

I had enjoyed my week of sex with Thomas and Lemar but in the end it left me sore and used but not like I was complaining. It was now getting close to Halloween and mom and I were making plans to go to a Halloween party a few city blocks away from us. Yeah, sounds kind of boring I know but it was no ordinary party with costumes and drinking alone. It was an orgy for bisexual people. It was only a few days away and Mom and I decided to go costume shopping both online and in the local stores to...

3 years ago
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Missys Misfortune

Missy?s Misfortune ?????????????????????????????? Missy?s Misfortune The bus seemed to be taking ages to get to the city, Missy thought, it was only 30 miles from her home town but she seemed to have been on it for ages. Even though it was past 6pm the sun through the windows was still hot enough to make her feel slightly uncomfortable in the school-uniform she was wearing under her long coat. Her mind drifted back a couple of days to that moment at school when she?d finally decided to...

1 year ago
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Strict Social Services The Lesbian Rape of Missy

Strict Social Services: The Lesbian Rape of Missy By Powerone ( [email protected] )and Missy ( [email protected]) Copyright 2004 F+/f, humil, solo, reluc, bond, young Chapter One: The Investigation How could this have happened to her?  She was only fifteen; a girlher age shouldn't be treated like this.  What made the situation evenworse was that these were women doing this to her!  She had always beenleery of men, not talking to strangers, watching her surroundings, always...

3 years ago
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Head Check From Little Missy Checkout Girl

“ Sorry I have to ask you this but can I see your I.D.?”The cashier who asked me this question didn’t look old enough to buy beer herself but in the supermarket where she worked it was store policy to check everyone, no matter their age.“I know you’re only doing your job. Glad to help fight the menace of u******e drinking” I said with a straight face while handing her my license. She typed my birth date into the computerized register before returning my license to me. “ Wow that’s how old you...

2 years ago
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Katlin and Missy ch 3 Pregnancy

ps (to Casey): Thanks for the fan e-mail. Like I told Jon-J, I ain't admitting nuttin. But I love having guys lusting over me even if I'm not the sex pot we both wish I was. ps (to hsteffee): You didn't sign your e-mail, so I don't know if you want love and kisses. But thanks for the compliments. ps (to everyone): People keep asking me questions about myself, so I decided to say a few things at the end, but nothing about me physically. I could simply lie and pretend I...

3 years ago
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Missy and the Cat

Missy was a good girl at heart, but knew her mother would not approve of her new part time job. Mamma was so old fashioned. She did not believe a young mouse should go out enticing all the males while not in her season. Missy would never dream of shocking mamma, but boys were so, well, Boys! Besides, mamma couldn’t object to her keeping the pantry full. She always made big tips working at Club Mouse-Holes. It may not be the most wholesome place for an attractive young mouse, but Missy loved...

2 years ago
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Becoming a Porn Starlet Missy Does It All

Chapter 1 Missy was over 18 years old and she'd taken a few years to begin to realize her own sexiness and the hot driving intensity of her sexuality. Like many young teenage girls, Missy had lost her virginity when she was between 14 and 16 years old, and the next four or so years of boyfriends and sexual activity had quickly let her find out what she enjoyed and what really got her hot with whatever guy she was playing with. One thing that took awhile for Missy to realize was that she had...

1 year ago
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Big bang theory Fanfic PennyMissy cooper

Summary:What they were doing in Penny's apartment during The Pork Chop Indeterminancy. Points if they do it between the boys coming over to ask Missy out, and have to get dressed to answer the door each time.Work Text:If there’s one thing that both the Cooper twins are used to, it’s getting their own way. Penny finds this out halfway through the first glass of wine, when Missy leans over, puts one finger under Penny’s chin, and turns Penny’s face toward her.“I’m sure I don’t need to tell you...

2 years ago
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Missy Gets It Good

MISSY GETS IT GOODChapter 1Things were bad for everybody back in 1934.  One person in ten was out of work and I was one of them.  I grew up in a medium size city named Jackson, Tennessee, and I had a pretty good job for a 24 year old, selling cars in my dad’s dealership.  People weren’t buying cars, the further we got into the depression, and he was having to let sales personnel go, until I was the only one left on his staff. Then, the inevitable happened.  He had to close the dealership and I...

4 years ago
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Katlin and Missy ch 2 Buns In The Oven

ps (to Jon-J): I read your speculation comment at the end of my last story. Well I ain't admitting nuttin. It's fun to think there's a guy out there fantasizing about me. But why didn't you just send me another e-mail? ---------------------- Katlin and Missy: Chapter 2 - Buns In The Oven ---------------------- 1 Mark: A sharp pain in the neck awoke me. I couldn't concentrate, could hardly remember my own name, and it took a while for me to realize...

4 years ago
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Missy My Babysitter is A Horny Little Slut

I couldnt believe I was staring at a picture on my computer of my 18 year old babysitter's naked pussy. Leaning back behind my desk in my home office, maximized on my monitor, was a picture of Missy lying on her back nude with her legs spread, and a perfectly shaved, glistening pink pussy pointed at the camera. Wow. I mean -- wow. It was the second of the fifteen pictures that I'd opened. The first pic, ME, had a nice smiling photo of her sitting on the bed wearing a bra and panties. And, of...

1 year ago
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Missy and Robbie

Missy woke before dawn, catching the alarm just as it started it's annoying squeal. She turned to see the alarm hadn't disturbed Robbie, angelicly sleeping under his muss of red hair. The only thing scruffier than Robbie was their terrier mix dog, Snarf, curled up at Robbie's feet. Missy toyed with the thought of waking Robbie, rolling him over, onto his back, so she could mount him and ride until they both shook in pleasure. A quick glance at the clock told her she'd have to wait until later...

4 years ago
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Messy Missy The MileHigh Club Hippie

Missy Drinks CumThe Phish Shows were over and the next thing Missy knew, she was on a plane to Tampa Bay. The last few days had been a whirlwind for her, since she had to quit her job, sub-let her apartment, and went on tour where she had met Johnny. Johnny and her had struck a deal.Johnny had offered to pay her to be his cock sucking cum slut for the 2 day Tahoe shows this past summer. Missy turned out to be what she projected and more. She was an insatiable semen slurper. Johnny was in love,...

3 years ago
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Missy and David Naked in SchoolPart 5 Friday

I was eating breakfast the next morning when my parents came down. "Aren't you going to be late for school?" Mom said. "I'm going in late today. Mr. Tilling knows all about it. I have an appointment at 8:30." "What kind of appointment?" Mom asked. "I'm going to see a psychologist," I told them. "I don't think so," Dad blurted out. "No Jenkins is going to see a psychologist." "Then I'll just have to change my last name to Lipschitz, won't I? "Don't get smart with...

2 years ago
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Missy becomes a Mistress

Missy couldn’t believe she was masturbating in confessional but fuck if it wasn’t about to make her spray her juices all over the padded vinyl seat. She had walked in wanting absolution but she knew as she rubbed her swollen little clit that life was forever changed. Inside her mind she could still see Paula's lips quivering as the whip slapped across her body and see her tiny breasts heaving as she tried to regain her breath. Paula’s party had been the single most erotic moment of her entire...

BDSM
1 year ago
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Jessie and Missy part 1

The following story is noting but a pure fiction story Every guy has a weakness about women. Most times its their chest or their ass or even their hips, but mine well mine is toward redheads. Something about them just sets of a series of large waves of uncontrolled lust. I told you this so you could understand why this story happened. My Name is Caleb K.B Wood and I'm 21. I live by myself in a 3-room house. An old friend of mine who died when I was 19 left it to me. I had recently gotten a...

Incest
1 year ago
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Missy The Joys of Pregnant Sex

Chapter 1 Sure enough, when Missy had asked her new husband, Bill, to fuck her and see if they could get her knocked up with another baby, she'd been right on the money. Missy had been there before and she felt that if her new husband would fuck her she'd conceive. It must have happened that first time, because in no time at all, Missy had taken an early pregnancy test and the results were very positive. She was tickled pink to know that she and Bill were going to have a baby of their own...

4 years ago
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Dr Jeckle and Missy Hyde

Dr. Jeckle and Missy Hyde By Morpheus Part 1 Dr. Raymond Gentle exhaustedly looked over the stack of term papers in front of him, groaning at how many more he had left to grade. Raymond was a professor of literature with a reputation that fit his last name. That he was a calm, mild mannered and gentle man. He was also affectionately known as Dr. Jeckle by both students and faculty alike because of this and his only real passion. Literature. Tiredly, he ran his...

4 years ago
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Missy Likes It Chapter 02 of 05

Introduction: A five part story of a young woman growing up in a BDSM family In Chapter 02 she talks about her junior high years. WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life. If you are under the...

2 years ago
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Missys Revenge

Missy grew up in a very poor family, and lived most of her young years in the projects. Her family's small apartment complex was in one of the worst parts of town. Missy's mother had left when she was only five years old and she barely remembered her. Her father drank every meal, and spent all of his money on alcohol. Missy and her sister had to wear hand me down clothing, and were often un-bathed and unruly. She rarely had time to play with the other c***dren who were mostly black. Once...

3 years ago
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My Granddaughter Missy

Warning: This is more of a story with sex in it than a sex story, but more sex than I can post other places. I was thinking about my father when I wrote this. He's the right age and the right personality, and has had a few flings since my mom died. Before that I think she kept him from straying by making it fun to stay at home, fun in bed that is. I think they were still doing it like rabbits into their 60's. BTW - I had some help on this from Cathy Cook. ...

3 years ago
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A bedtime story from Robin Timmy or Missy

A bedtime tale from Robin (Timmy or Missy! Which is it?) By Robin Y. Today I was shopping for lingerie when I ran into an old friend. She and I attended Beauty College together but drifted apart when she graduated. I had not seen her in over 5 years....the last time we met was for coffee and she told me about this incident that she observed at the salon she was working at. It seems that one of the salons good clients would always come in at closing time (I think her business...

2 years ago
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Telling Mom Im A Crossdresser Part 25 My New Toy

It was a few days later after my night with mom at the adult shop, and my ass was still sore and I could still remember the taste of the cum in my mouth from that man. I could also still feel the pain in my ass from having to walk all the way home with my mom’s dildo in my ass.My mind wandered as I thought about how my mom reacted to getting her dildo and how horny she got just by looking at it and me during that night. After we got home, my mom told me to have a bath and go to bed because it...

Incest
3 years ago
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Anna and Missy

I met Anna online and we developed a friendship even though she was looking for girls. She was extremely open and we shared some experiences including her first time with her best friend Missy. I was in complete awe at her description of their lovemaking but when she sent me their pictures, I was enamored.Anna's had some nudes that showed a suntanned, petite, dark haired beauty with perfect breasts and nipples, the most kissible belly and hips, great legs, incredible pussy and the prettiest...

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