Meeting My Mistress -My Sons Teacher

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    I've had this dream several times, it starts out I'm alone raising my two boys, (don't know if my wife left me or passed) but I decide to raise them as a girl thinking they need a "mommy-daddy!" I slowly transition to her, to Candy a sexy t-girl over the summer break and freak everyone out at my boys school when I walk into school dressed as a girl.... A slutty mommy, with 36C breasts, giggle! There was many mommies who looked at me in disgust in my slutty pink heels and mini skirt but some of the daddies I know wanted a taste of my sexy ass...I could tell by their winks and stares! That first day I see her, my older sons divorced teacher, I introduce myself acting as we had never met since she was going to get my younger son this year! She looked at me strangely like she knew me as she looked me up and down but I didn't think too much about it except that I loved her gorgeous blue eyes the year before but I didn't think she had recognized me? I was wrong, that afternoon when the boys came home from school, I got a note in my youngest sons backpack saying how brave I was to go through this transition after losing my wife! As I said earlier, I even had a breast implants but keeping my cock intact! Her note said she thought I was beautiful and had never felt so drawn to a woman... well a T-girl and she wanted to meet me at a local pub for drinks! I told her in my return note the next day I needed to get a babysitter but yes, we could met! We planned a Friday after school at the local micro-Brewery and when she walked in, she was a vision! Long smooth legs in her daisy Dukes and wedge sandals and those blue eyes of hers so beautiful and she had a very nice set of breasts....I knew It was on! She says hello and we hug and started chit chatting about my loss as we ordered our drinks and how brave I am as we sipped some good wine and beer! She loved touching my smooth shaved legs under the table and I'm sure she wondered if I still had a cock and how big my cock was? After an hour or so she couldn't resist any longer and asked me if I still had my boy parts down there (looking into my crotch) and I winked and nodded yes! Her face lit up with delight and after we finished a bottle and a pint she kissed me in front of all the patrons, slithering her now wine soaked tongue down my throat! I was lost in her blue eyes.....we finished our drinks and held hands as we left the pub and she drove me home and introduced me to her kids as a girlfriend! After they went to bed we opened another bottle of wine and smoked a little pot in her back yard and she told me she wanted me, all of me! She took me by the hand and walked me to her bedroom and said "fuck me Candy, pleeeeease!" I slowly pulled her daisy dukes and panties off, I could see the crotch of her shorts and pink panties were soaked with her juices and I could smell her sex fill the air! I started kissing her naked hips, then as she laid back on her bed I kissed her ankles and as I went higher and higher to her thighs I could feel her body tense as I drove her crazy with my long hair and sizzling tongue all over her body! She was going crazy wanting my cock inside her and she sat up breathing hard, she pulled my black mini dress up over my head and pulled my throbbing cock out of my pink panties now hard as a baseball bat! She noticed my cock was leaking precum and she licked the tip of my twitching cock sending shivers to my breasts and I could hear her purrs of approval "Mmmmm," as she took my throbbing cock down her throat soaking my cock with her sizzling hot saliva glistening in the semi-dark bedroom! I looked into her eyes and we both knew it was time and I laid her back down kissing and sucking in her lips into my mouth! I spread her thighs reveling her soaked pussy leaking onto her thighs and her blood swollen erect clit peeking out from under her little pink hood. I inch forward and savor her sweet cream from her pussy, cleaning her thighs then suck her clit like a little cock! Then I inch forward and slowly penetrate her pussy with my throbbing cock. Slowly at first but her feet pull me in all the way to my shaved pelvis. She lifts my bra and exposes my new breasts that have never been touched and sucks my now erect nipples into her sizzling hot mouth sending me into orbit! I didn't expect them to be so sensitive but they were tingling with sensation! I start to fuck her pussy so good and hard slamming my shaved balls into her wet ass and tingling pussy she squeezes and massages my breasts and nipples as she screams with pleasure, "Yes, Yes, fuck my pussy, fill my cunt up with your cream, pleeeease! My HOTPINK heels dig into the carpet and I ram her hard until I start to whimper "I'm cumming, I'm cumingggg" "uhhhh, uhhhh, uhhhh" I groan as I feel my boiling lava surge up my shaft spilling every drop of my cream into her now gaping pussy! Deep, deep in her tummy I know I'm filing her up emptying my balls! Her toes are curled and her heels pressed into my ass pulling me in with every thrust till I collapse on her beautiful breasts!! Both our breasts smashed together felt so erotic, nipple to nipple! We look at each other panting from the work out and I whisper "could I ask you something?" She says "you are so sexy, you can ask me anything lover!" I whisper "I'm embarrassed but, but, "I want you to fuck me with a strap on, would you?" At first she looks surprised but excitedly she tells me "if it makes you happy" she would do it for me! To her surprise I reach for my purse and pull one out I had purchased and we both throw it around playing with it giggling that I had it in my purse! I ask her if I can put it on her and she says she'd love that so we strap her up! It has a small penis that inserts into her pussy and vibrating bumps go against her clit and an 8" vibrating cock, 3" in diameter! Once we tighten it up, I turn the vibrating 8" dildo on and she moans with pleasure as it buzzes agains her clit! I can feel my ass begin to tingle as she stands there with her vibrating flesh colored dildo strapped to her sexy body as she squeezes her thighs together "Mmmmm!" I tell her I want to lick her dick and get it wet so I drop to my knees and start sucking her plastic monster as she begins to rock in and out of my mouth! To her amazement the 8" monster begins to slide down my throat deeper, and deeper getting her so aroused again and and she begins to moan with pleasure "ooohhhh, oooohhh!" I eventually grab her ass kneeling in front of her and she watches it disappear into my throat past my throat ring! I look up at her with my nose pressed into her tummy completely swallowing all 8" of dildo tears coming out of my eyes! You are amazed she says as I pull away gasping for air and I tell her "can you tell I've been practicing" and we both giggle but she is excitedly to indulge my fantasy! I suck her rubber cock for a few more seconds then I release the rubber cock from my throat and gasp for air again as the slimy cock glistens from my saliva and my saliva dangles off my chin glistening in the dim light of her room! She takes control and spins me around aiming her new cock into my tingling manpussy! I whimper a small moan of pain "uuuhhhh" as she penetrates my outer pink ass ring and slowly pushes in deeper! I'm gasping and clawing the sheets biting the comforter to not scream from the initial pain of my asshole, my manpussy being stretched! She becomes empowered and starts riding me pushing my head into the blankets screaming "You want to be fucked, you want it don't you, you little slut??? I gasp out a begging plea..... "Yes, fuck me, please I need to be fucked so bad, please fuck me good and hard, pleeeeeaaaase FUCK ME, FUCK MY SISSY ASS!!!!" She get up on the bed and punish my ass, I can hear her grunts of pleasure as she pushes my face down, my ass high in the air! She fucks me good and hard slapping her hands harder and harder to my ass cheeks spanking my ass bright red! I love the heat of a good spanking and how it generates shock waves of pleasure throughout my body! The rear part of the dildo with the vibrating bumps pressing against her engorged clit has started feeling so good and is working because she begins to feel the surge in her pussy building higher and higher as she moans with pleasure "oh, oh, oh, ohhhhh! " Her juices in her pussy again begin to start dripping down her thighs and the room is filled with the scent of her sweet pussy! She starts dripping sweat from the work out I can see it glistening on her neck and shoulders from fucking me so hard and fast just like I did her previously but she's not stopping for nothing because it's feeling so good! My sissy dick is starting to ooze precum again as she thrusts in harder and harder and screams "YES, YES I love fucking you, Yessssssss!" I can feel her start to tremble and shiver as she cums over and over buried deep in my ass, pulling me by my hips with her final thrusts pushing that fat dildo deep in my ass! We collapse together as I feel my sissy man pussy throb and pulse with every beat of my racing heart from the good fuck she gave me and I can feel how full my ass is when I squeeze my manpussy......Mmmmm, I can feel my sissy cock pulse again and again with that monster buried in my ass pressing my prostate so good and I catch all my cum in my hand! I whisper "thank you mistress Jen, Thank you as I slurp the cum from my hand!" We both smile in total pleasure as I kiss her and share my mouth full of cum with her! My eyes closed as our tongues devour each other, I think to myself.....the year had just begun at school, Mmmmm.....I may have just met my Mistress, giggle! Candy XOXO

5 comments
  • Krissy Nylon Wow Candy! !! That is so hot! You are a fantastic writer too. You know I love a bit of prostate stimulation also
  • Candy Cane @Krissy....so appreciate your taking the time to read my stories and your comment gives me encouragement to continue my passion.....writing erotica! So glad you liked it! I like you fantasy, Mmmmm, that was hot, sweet creams......I mean sweet dreams,...  more
  • Candy Cane @peter....thallus for the peek and the like, I appreciate my readers, thank you!
  • Candy Cane @Ruby.....thank you so much for taking the time to read and like my story, Muuuuaaaahh!