My story begins when I was about 19 years old, it was summer vacation from college andi had already been crossdressing for about2 years and starting to get the hang of a few little details such as applying lipstick and walking in heels. One day while sitting in my favorite chair watching television I found myself thinking what it would be like to be with a guy. I had been with a few women before and I did like women however I also had this craving curiousity to try being the woman. Suddenly out of the corner of my eye I seen my mouth sit next to me in the chair beside. She was a pretty attractive woman for being 45 years old. she had about 30 DD chest with hips to match. given she wasn’t as form fitting as a 20 year old however she did keep herself in pretty good shape which to be honest I thought was very erotic to see. she also had long brown hair blue eyes like me and she was about 5’10” in height the same as me as well.
She looked over at me and told me she was going out for some fun with a friend of hers from work tonight and I will have the house to myself till sometime after midnight.
Inodded in agreement andI knew she was going to go guy trolling and if she was gonna be out that late it meant she may not come home tillthe next morning.Istartedthinking of plans for that night as she just sat down and watched tv with me till she had to start getting ready for her night ahead.
While she was getting ready in the bathroom, I went to her room which was right next to the bathroom and looked for some bills to exchange for my loose change cause I was board.I heard her splashing in the tubas I then heard her call my name, I walked in and asked what she needed. I looked up and down at her naked body in quick glances seeing her nice perky breasts as she rubbed shaving cream along her legs, lathering them up to shave them clean. I asked what she wanted and she asked if I could hand her the liquid lavender soap. I did as she asked and she tookthe bottleand started rubbing her body with it soaping every inch. I asked if there was anything elseas she shook her head and started shaving her legs as I left.
After some time, I heard my mother leave the bathroom rubbing her body with a towel to dry off. As she walked by I couldn’t help but notice that she had shaved her pussy as well,this confirmedmy suspicion that she was going out to look for guys that night. This made my cockbecome rock hard and my face turn red as I thought of her dripping pussy from the bath.I went to her bedroom again and talked to her.
“Do you need a ride tonight?”I asked.
“No I should be alright sweetie but thanks for asking me. Do you have any plans tonight?”
“I’m not sure yet mom, but i’ll probably just watch a movie and go to bed.”
She looked up at me and smiled as she pulled a pair of black stockings up her smooth shaven legs and started to dig in her underwear drawer. I continued to just spend some time with her before she left as she got dressed. I wanted to see exactly which drawer she had her sexy clothing in as well as what she planned on wearing tonight.
She then reached into a drawer and pulled out a white thong with a little lace on the front with a matching bra that showed off the colors of her nipples through the fabric. She then got up and walked to her closet and proceeded to choose something to complete her outfit. She pulled out a skirt that rode to her thighs.It wasjustlong enough tocover her amazing butt but also short enough to give a little tease. Then she got out a tube top and looked it over before throwing it on her bed and continued to look for somthing else.Finally she pulled out a blouse that was pretty form fitting but loose around her tummy as she tied it into a knot and unbuttoned the first 2 buttons to show off the top and straps of her bra.After giving it a little thought, I couldn’t help but notice she had a naughty school girl look going on with what she had on. She topped it off with lipstick, eye shadow and perfume and finished with a pair of 4 inch heels then shegrabbed her purse and headed for the door. We said our goodbyes and she left for the night.
I waited 15 minits to make sure she was gone and went straight to her room. I stripped naked and grabbed a pink thong and push-up bra similar to what my mother had put on but this had black mesh to it as well. I slipped it over my freshly trimmed pubic hair and into the crease of my ass. The feeling of the fabric running long my crack made me moan and shake a little ass as I looked in the mirror at how I looked in the clothing.
I continued looking through the drawers and finally found a pair offishnet stockings. I sat on the edge of my mothers bed and lifted my leg in the air pointing my toe out and slipping thesexy stockingsup my legs.They went up tilljust below my ass as I pulled them into place and put my hands on my hips and put my leg up on a stool likeI was posing for some pictures in a porn magazine.
I felt sexier and sexier the more dressed I got as my clitty cock started to thump while still limp in my thong.Then Iwent to the same drawer my mom got her skirt and decided to find something sexy to put on over top as well. I searched till I found a tight pvc like mini skirt that just fit around my hips and curved around my ass and not quite reaching the tops of the fishnets. It was snug as I pulled the the thong a little higher on my hips as I let the miniskirt ride low giving it a slutty look from the sides and backof my ass when I bent over. Needless to say I felt naughty.
Now I was stuck, I couldnt think of what shoes to put on and what to put on for a top. Then I remembered the tube top sitting on the bed mom threw there earlier. I picked it up and lookedat it. It was glittery and had the words “queen of cock” on it which I assume is why she didnt wear it. I slipped it over my head and into place as I looked at myself in the mirror then proceeded to the closet for a pair of 6 inchheels that gave me a more feminent looking leg then it would if I wore a pair like my mother’s. I spun around looking at myself in the mirror as I thought it was almost complete and thought about how hot it would have been to be out with mom right now dressed like this.
I went to the bathroom to apply some makeup next. I only applied lipstick as I was not sure as to how to apply the eye shadow and mascara yet. ThenI walked all around the house closing the shades and blinds only allowing quick glimpses to people to see what I was wearing as im sure they just thought I was my mom closing the shades because I hid my face.
After that was done I moved to the couch and sat down as I took out one of my porn dvds I ordered in the mail a few weeks ago and started watching it. It was a mix of all kinds of things but my favorite parts to the video wasthe hot shemale.She was involved in alot of the sex scenes either getting fucked by a big black cocks or giving her cock to ahot white woman with big tits and nice round ass not unlike my mom.
It was around 10pm by the time the video had ended and my cock was throbbing and hot in my skirt. This wasbecause when I dress I prefer to pretend my cock is nothing more then a hard clit and tease it when im dressed and pretend im the woman getting fucked.I figuredI waited long enough asI took out my cock to jerk off when I saw lights pull into the drive way.Then I heard voices as someone who sounded like my momputkeys in the lock of the door. I jumped to my feet still in my heels as I ran as fast as I could in them up the stairs to try and get changed before I was seen.However I could not move very fast becauserunning in heels is impossible asyou may already know.
I just got into my mothers room as I heard voices getting closer and decided to jump into the pile of clothes she had laying on the floor in the closet and bury myself in them to hide.I peeked out from under a blouseand looked at my mothers face as she was leading a man into her bedroom. She seemed to have been thinking about somthing as she walked in and then she noticed the tube top on her bed was missing as well.I started feeling busted asI thought to myselfandrubbed the tube top I was wearing.I should have thrown that on the bed before diving into here. However she became distracted when the man pulled her close and she started to smile as they ran their hands all over eachother.
He was tall, at least 6 feettall and pretty muscular with a shaved head and skin as black as the night. I couldn’t help but think wow, mom is into black guys and wondering if he has a huge cock. I blushed at this thoughtand my cock thumped againand my asshole felt tingly like I needed somethingbig and hard.
They broke their kiss as themansaid to give him a minute to use the bathroom. She told him where it was as he slapped her ass.This made her cry out a bit but then turn and smile as she moaned andgiggled a little. God that made me soo hot, I wished hewould treat me like that to.Thenhe walked toward the bathroom and left her alone.
She started stripping off her clothes leaving only her thong, stockings and heelsas she threw them in the pile I was hiding. She stopped for a second and looked at the pile I was in funnybefore smiling andteasing her hard nipples. Then she slid her hands down to her pussy andrubbed through her sexy thong. Then sheturned around and slowlygave her fuck me walk withherass almost right in front of my face. She only took a few steps before dropping to her knees.The excitment gave me a rush as I moved and my hand touched a box hidden in the back. She turned quickly but since the closet was dark she didnt see my hand on the box and just ignored it, or so I thought.
Just then the black man came back and called her name.
” hey Jessica, wheres that sexy ass at?”
“coming Jerome”
Shestood up, met him at thedoor and hopped into his body with her arms around hisneck and he grabbed onto her ass and lifted her into the air which she then wrapped her legs around his body.I watched all this in awe as this was starting to turn into one of the hottest porn videos I had ever seen but in real life.
“he is a big guy, he could probably through me across canada” I thought to myself.
Jerome was almost naked by now, leaving only his boxer shorts on and of course my mom. he started moving his hips fast into her like he was already fucking her,slappingtheir bodies together asshe moaned and rubbed her pussyandbegged get fucked.Jerome put her down and she led him to the bed where he sat down on the edge perfect view for me to see his cock.
She looked him in the eyes and licked her big red shiney lips as I did the sameand she pulled down his boxers letting loose a monster of a cock. She gaspedthe same time as meat the site, he was about 9 or 10 incheslong and pretty thick I would say to 1/2 to3/4 the size of the fattest part of a beer bottle.
I started to pant as she began to stroke it a little and licking the head she then took a long sock, I think it was one of her knee socks, and told him to tie that like a blindfold over his eyes. He agreed andtied it over his eyes and around his head.Once she was sure he couldn’t see she pulled back his foreskin and started to lick and suck his cock, spitting on it and stroking the full length.Then she wrapped her lips around his head and moaned loudly.She thencupped his balls andbobbed her head up and down going a little deeper each time and massaging his magnificant big black balls as she did.
I sat up and panted harder rubbing my cock through the thong and skirt and teasing the opening of my ass. God the site of that big black cock was amazing, and how my own mother could suck something so big and hard was soo erotic. I stuck my tounge out and licked the air like I was sharing thatbig black snake with my mom like we were two whores needing to get fucked.
He moanedand said”mmmm you dirty little whore, you want my big black cock in your pussy don’t you? Mmmmm you wanna feel this dark nigger meat in your pussy and get fucked like a little whore”.
“Yes!” we both said at the same time. By now I was getting soo incredibly horny I could barley stand it.
Then what happened next almost made my heart stop. My mom looked me straight in the eye, smiled and winked at me as she pointed in her closet at the box I had hit my hand on before. I opened the box and found her stash ofsex toys. There was a big black dildo almost about the same length and width as Jeromes buta little smaller. As well as some nippleclamps, a ring gag, and a huge butt plug thatwas about 6 inches around at the widest partand a big bottle of anal lube.
She just kept stroking his cock while saying things to him like “oh yea big boy you have such a big hard juicy cock mmmmm I wanna feel you deep inside me, but not in my pussy”
She said with a giggle and motioned for me to pick up the big black dildo. I did asI wasinstructedand held it up as she nodded her head and smiled. Then sheput her thumb to her middle finger likeholding a cock and made a blow job motion telling me to suck it. My mouth dropped and as she nodded and mouthed the words yes in there and just like I do as shewinked at me.
ThenJerome said”where do you want it then slut?” he asked with a smile on his face.
“mmmm I want you to fuck my ass tonight deep and hard. White cocks I put in my pussy but something this massive I wanna feel in my ass”
With everything I had just witnessed I couldn’t believe how kinky my mom was but soon didn’t care as she started sucking Jeromes big cock sucking the precum off his tip asI started doing the same. She cupped his balls again this time withboth hands and put his head back in her mouth as she slowly lowered her head as deep as she could then bobbing slightly and pulling back up for air.
I did the sameand thought how hot it was to be sucking a black dildowhile watching my mom suck Jeromes cock. I sucked it the same as her trying to get just as deepas her but failed miserably as I started to gag and cough a little.
Jerome heard me and said “what was that?”
“oh don’t worry about it, my son is in his room and he has a cold, probably had something stuck in his throat” as she giggled to herself my face turned bright red.
She continued by licking up the shaft and took each one of his balls in her mouth swirling them around. As I mimicd her I got soo aroused the thong I was wearing became soaked with my precum and rubbedmy hole. Ibegan to burn and beg for attention asI stared over at my mom watching hernow taking 8 inches of his massive cock down her throat.
She pulled off his cock and said “fuck me Jerome, I wanna feelyour big blackcock in my ass”.
he just smiled and layed back on the bed and told her to get on. She hopped onto him facing meand started rubbing his cock with lube she hadin her nightstand.
She moved her thong to the side andpushed the head to her hole and slowlyslided down on his shaft moaning and saying “OHJerome, thatfeels amazingIcan feelyou throb deep inside my hott whore asshole. Mmmm deeper baby fuck me hard with ur nigger cock”.
He just laughed as he said “ok you dirty cunt get ready for an ass pounding you won’t forget”
She went from riding his cock on her knees to on her sexy heels staring at me to do the same. I quickly caught up as I rubbed a generous amount of lube on the dildo and lifted up the skirt and moved my thong to the side andslowly inserted the head into my ass. It hurt like a mother fucker (pun intended) as I got to about half way then got on my heelsto and braced myself with the walls of the closet to ride it just like mom. I rode it as best as I could but I could not compete with how my mom was riding that cock.
Now Jerome was thrusting up into her as she just squatted over his cock taking it and screaming yelling all kinds of dirty things like “fuck meblack man make meyour whore tonight”as he replied “bitch you won’t sit for a week when im done fucking your back door”.
I started breathing heavy as I think I saw Jeromes head turn slightly but then turn his focus back to my mom who was breathing heavy by now to. After about 15 minutes of riding the cocks we started moaning loudly and sweating all over. Suddenly Jerome annonced that he was gonna cum.
I silently said to myself “yes I want it please cum inside my ass I need it bad baby”.
My mom looked at Jerome then at me and knew I was feeling it to and decided to change things up just a little. She slowed down and stopped with Jeromes cock head in her ass and moved her hips forward and back a few times moaning as she looked at me and licked her bright red lips. by instinct I did the same, by clitty cock was aching and I could feel my cock building pressure in my thighs and the squishing noise coming from my ass.
“here’s the finale” she said loudly and moaning.
Thenshe sat down taking the full length deep inside her ass in one thrust and I did the same as we both moaned really loudly but I screamed in pain a little cause I never had anothing so big before. She got back onto her knees and leaned forward to kiss Jerome and grind his cock as I saw her whisper something into his ear. He nodded and she grindedhim until he shot cum deep into her ass.When it was done I sat there, tired and shakey with the dildo full length in my ass panting hard and sweating heavy.
After a couple seconds of rest my mom lifted her ass off Jeromes cock and moved down to clean up his cock in the doggy positionand motioned for me to come closer. I froze at the thought but remembered he had a blind fold and if I was quiet he wouldn’t know the difference. So I grabbed the box of toys and moved closer. She directed me to the back as she kept sucking the big cock licking up the shaft and around the head not missing an inch. God my mom looked so sexy with that big black cock between her plump sexy red lipsasI pulledout thedildofrom my ass.
Then mom did somthing that made my cock almost cum, She pointed at the cum oozing from her ass as she looked back spread her cheeks, stuck out her tounge and licked the air. I wasted no time as I set the box next to the bed and put my mouth up to my moms ass licking around her hole and up her pussy and thighs cleaning the cum from her hole. It tasted salty but good as I licked it up and pressed my tounge to her hole. I slowly inserted my tounge swirling it around inside her assI slipped 2 fingers into her pussy. I moved my fingers back and forth while sucking and spitting the cum in and out of my moms ass.She moaned with Jeromes cock in her mouth and my tounge in her ass.I reached behind me and started fingering my asswith 3 fingers since I was now pretty loose from the dildo.
Suddenly I felt something land on my headwhich made my eyes go wide and my mouth still filled with his cum. It was Jeromes blindfold.
I looked up just in time to see my mom smiling with a kinky grin and Jerome saying “you think I couldn’t hear a slutty tranny boy in the closet moaning as loud as you did?”
They both had a scary and kinky looking smile on their faces like they had something planned for me. I didn’t and couldn’t say anything as I just sat there looking at both of them. Mom was stroking his cockand Jerome looked me in the eyes and said
“how does it taste?”
I was nervous and swallowed hard momentarily forgetting the cum in my mouth as it went down my throat.
“good huh?”
My momsmirked. I was afraid of what could happen next but also excited as my clitty cock twitched. She looked at me with a little cum on her fingers and rubbing her pussy.
“mmm if you liked that you are really going to enjoy being his whore with me”
My mouth dropped as I tried to get up and run but Jerome grabbed my hand.
“Where are you going whore?” he hissed.
umm, no where I guess I replied sheepishly.
to be continued in part 2
