

Tara Tainton
- 3/25/25 5:40 AM•29 min•1779 MB•mp4•1080pPrice€34.99 EURCategoryAnal MasturbationDescription
Let's play a dress up game. YOU start completely naked, and I'll begin fully dressed to my sexy best. Dying to see more of me? Well, you have to win a round of this little dice game then. It all depends upon the numbers. I'll roll each round to seal your fate. If you win, you get to stroke your hard cock while I take off something. If I win, I get to tell you what to put on... something sissy to add to the fun. You won't to be able to stroke once you lose a round and pause play to get all dolled up, AND you have to bring back an ice cube every time. I have a special task in mind for you to perform with it... each and every time you lose a round. Let's just say that you're going to be so eager to touch your cock and finally come... which you'll do, with a dildo in your ass, all for my viewing enjoyment, if you LOSE once you're completely sissified in a slutty fem outfit. Watch out; I'm very lucky at games...
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Pssst... it's me, Tara. Have you heard? The one and only Tara Tainton SHOP is now open! Let's get truly PERSONAL. I'm also AVAILABLE for you, in so many exciting ways. CLICK ON THE ICONS IN MY BIO AT THE TOP LEFT for where to catch me—if you can. Don't miss out on all the fun happening between videos.
~ SPECIAL OFFER ~ Every first episode of each of my world-renowned video series is 30% OFF for you to sample. Experience them all! (The discounted "series starters" are linked for you at the bottom of the purple list at left—there are 28 in total!) Tara's Sissy Anal Training: Mid-Level (FULL HD)
12/31/24 5:20 AM•34 min•2064 MB•mp4•1080pClick for preview12/31/24 5:20 AM•34 min•2064 MB•mp4•1080pPrice€39.99 EURCategoryAnal MasturbationDescriptionIt's time to take your training to the next level. You've been practicing so hard on your own, giving your tight ass a good probing, I'm sure. Now, I want you groomed to be a true sissy slut. Your ass is going to learn to accommodate real girth and serious length. Get your LONGEST vibrator or dildo lubed up and your THICKEST dildo within reach. We're going in, going deep, and going HARD! Don't worry. I'll take you through every step gently and slowly. I'm going to make an expert out of you, bringing you to the edge over and over again. Your asshole will be hungering for those dildos by the time I'm through with you!
BUY NOW to experience sex education, female domination, sissy/fem, anal play instruction, toys, dildo, vibrator, masturbation instruction, cleavage, leg spreading, upskirt, panties, video series, Tara's Sissy Anal Training ...and the exclusive, intensely intimate experience of being with ME .
Pssst... it's me, Tara. Have you heard? The one and only Tara Tainton SHOP is now open! Let's get truly PERSONAL. I'm also AVAILABLE for you, in so many exciting ways. CLICK ON THE ICONS IN MY BIO AT THE TOP LEFT for where to catch me—if you can. Don't miss out on all the fun happening between videos.
~ SPECIAL OFFER ~ Every first episode of each of my world-renowned video series is 30% OFF for you to sample. Experience them all! (The discounted "series starters" are linked for you at the bottom of the purple list at left—there are 28 in total!)Fooling Around and Fondling Ourselves Together with Your Hottest Gay Fantasy (FULL HD)
4/8/24 5:40 AM•14 min•625 MB•mp4•1080pClick for preview4/8/24 5:40 AM•14 min•625 MB•mp4•1080pPrice€19.99 EURCategoryAnal MasturbationDescription
I'm already dressed as a slutty schoolgirl; now, it's your turn. I know what YOU really want to try... something you're too shy to do on your own? Something to do with fingering your little asshole... hee hee hee. I'll help you! Why don't you put on a hot bra and thong and get into the mood. Pretty yourself with a bit of makeup and... I'll gently persuade you to finger yourself. I'm going to finger myself too! We'll both play with our "pussies" together! And while we're doing it, while you're working at that hot, sexy thing you feel so shy about, I'm going to detail the HOTTEST gay fantasy you've ever heard! Imagine a tall, handsome male model in this room with us...
BUY NOW to experience anal play instruction, gay encouragement, bi encouragement, fem encouragement, crossdressing encouragement, schoolgirl, upskirt, fingering, masturbation instruction, female masturbation, orgasms, dirty talk, cleavage, tease, socks, pigtails ...and the exclusive, intensely intimate experience of being with ME .
Pssst... it's me, Tara. Have you heard? The one and only Tara Tainton SHOP is now open! Let's get truly PERSONAL. I'm also AVAILABLE for you, in so many exciting ways. SCROLL ALL THE WAY UP for where to catch me—if you can. Don't miss out on all the fun happening between videos.
~ SPECIAL OFFER ~ Every first episode of each of my world-renowned video series is 30% OFF for you to sample. Experience them all. (The discounted "series starters" appear above in the FEATURED CLIPS rotating banner, just 20 at a time—and there are 29 in total! Check back often to catch those you don't want to miss.)Tara's Sissy Anal Training for Beginners (FULL HD)
6/21/22 5:05 AM•22 min•1345 MB•mp4•1080pClick for preview6/21/22 5:05 AM•22 min•1345 MB•mp4•1080pPrice€18.99 EURCategoryAnal MasturbationDescriptionTHE VERY FIRST EPISODE OF MY WORLD-RENOWNED ANAL MASTURBATION MARATHON TRAINTING VIDEO SERIES...
* * SPECIAL SERIES-STARTER PRICING ~ 30% OFF! * *
This is a masturbation marathon for my sissy sluts: a tribute to your fem ways, your cock desires, and your insatiable appetite for serious ass play. You know you want it. We'll start gently, and I'll introduce you to warming up your hole for anal receptivity. Get our your tiniest butt toy and a standard vibrator... I'm going to bring you to the brink over and over and build up one, beautiful orgasm as my sluttiest whore-slaves deserve! Submit, spread, and suck it right in...
(Note: Preview & screenshots are low-res teasers for your immediate gratification; download the full scene for the stunning, high-resolution virtual experience.)
BUY NOW to experience sissy, feminization, bi encouragement, slut training, anal play instruction, sissy training, female domination, toys, masturbation instruction, dirty talk, sissy sluts, dildos, cock tease, orgasm control, upskirt, bottomless, cleavage ...and the exclusive, intensely intimate experience of being with ME .
(Don't skip a single lesson! Fulfill your complete training curriculum with Tara's Sissy Anal Training: Mid-Level, and Advanced Level, and Master Level. )
Pssst... it's me, Tara. Have you heard? I'm now AVAILABLE for you, in so many exciting ways. SCROLL ALL THE WAY UP for where to catch me—if you can. Don't miss out on all the fun happening between videos.Let Me Lick Your Ass and Make You Come
6/6/19 5:59 AM•14 min•429 MB•mp4•480p6/6/19 5:59 AM•14 min•429 MB•mp4•480pPrice€20.99 EURCategoryAnal MasturbationDescriptionYou know what turns me on. I'm going to beg you to indulge me! I want to see your hot, hard cock in action... I want to touch and LICK your sexy ass! I'm dressed just for you, I've been waiting so long for you, now just let me watch you lift your legs over your head and suck on your own cock - or just stroke it near your face - while I touch and tease and lick and get so close and personally bring you to orgasm. Feel me down there? You're going to come SO hard!
BUY NOW to experience masturbation instruction, anal play instruction, virtual ass licking, virtual ass fingering, jerk off encouragement, role play, silk & satin, fishnets, stockings, corset, cleavage, topless, big breasts, dirty talk, ass craving, cum eating instruction, lingerie, panties, nipples ...and the exclusive, intensely intimate experience of being with ME .
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it.- 3/15/18 6:01 AM•27 min•1200 MB•mp4•480p3/15/18 6:01 AM•27 min•1200 MB•mp4•480pDescription
My is growing up... you're turning 16 - sweet 16 - and I'm so very proud of what you've become. No, no, no... it's too late for you to ever be a boy. I might as well share with you now that I've been feeding you hormone-blockers since you were nine. Yes, dear, all those horrible male hormones have been stifled through your important growing years. And here you are, budding little breasts and gaining curves and delicate features. Step-Mommy loves her beautiful . You can never be a real man: you're too short and your penis was stunted at just half an inch erect. Isn't that right. Now, it's time for you to become a woman. I'm so proud of you, my darling step-daughter. You're sweet and innocent and... perfect for taking on the needs of my boyfriends I've grown tired of succumbing to myself. I'm going to tell you exactly what the next few years are going to be like for my grownup girl.... in enthusiastic, juicy, dirty detail. Yes, I'm going to introduce your pouty little mouth to my boyfriends' cocks. You're going to start by giving them head so step-mommy can have a break. Now, I know you're getting those "feelings down there," and I wouldn't be surprised if you find yourself coming before those desirous men do pumping their dicks into your mouth. I'll take that as a sign that you want more... that will be the time to start your dildo training, and we'll work up to a strap-on. Step-Mommy will help stretch your asshole to accommodate the real thing. Oh, the occasion of my losing her anal virginity will be such a special occasion!! We'll dress you up and... I'll introduce you to my friend with the BIGGEST dick you've ever seen. Don't worry; you can take it, honey, I know you can. You will come just as he does... In fact, you won't be permitted to masturbate or touch yourself. You can only come as a girl, the way that girls do. Everyone will want a piece of my sweet ; you're going to earn step-mommy so much money each and every night... (Envy my BIG dildo? Grab your own , and play along.)
BUY NOW to experience fem, sissy training, female domination, anal play instruction, bi, bi encouragement, corset, lingerie, dirty talk, MILF, sissy slut, cleavage, dildo, toys ...and the exclusive, intensely intimate experience of being with ME .
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it. - 4/30/17 6:00 AM•34 min•449 MB•mov•480pPrice€39.99 EURCategoryAnal MasturbationRelated CategoriesDildo Fucking,Jerk Off Instruction,Sex Ed,Sissy Sluts,Slut TrainingDescription
It's time to take your training to the next level. You've been practicing so hard on your own, giving your tight ass a good probing, I'm sure. Now, I want you groomed to be a true sissy slut. Your ass is going to learn to accommodate real girth and serious length. Get your LONGEST vibrator or dildo lubed up and your THICKEST dildo within reach. We're going in, going deep, and going HARD! Don't worry. I'll take you through every step gently and slowly. I'm going to make an expert out of you, bringing you to the edge over and over again. Your asshole will be hungering for those dildos by the time I'm through with you!
BUY NOW to experience sex education, female domination, sissy/fem, anal play instruction, toys, dildo, vibrator, masturbation instruction, cleavage, leg spreading, upskirt, panties, video series, Tara's Sissy Anal Training ...and the exclusive, intensely intimate experience of being with ME .
* Now also available in 1080p FULL HD! *
Pssst... it's me, Tara. Have you heard? The one and only Tara Tainton SHOP is now open! Let's get truly PERSONAL. I'm also AVAILABLE for you, in so many exciting ways. CLICK ON THE ICONS IN MY BIO AT THE TOP LEFT for where to catch me—if you can. Don't miss out on all the fun happening between videos.
~ SPECIAL OFFER ~ Every first episode of each of my world-renowned video series is 30% OFF for you to sample. Experience them all! (The discounted "series starters" are linked for you at the bottom of the purple list at left—there are 28 in total!) Fooling Around and Fondling Ourselves Together with Your Hottest Gay Fantasy (mov)
10/30/16 3:00 AM•14 min•193 MB•mov•480pClick for preview10/30/16 3:00 AM•14 min•193 MB•mov•480pDescriptionI'm already dressed as a slutty schoolgirl; now, it's your turn. I know what YOU really want to try... something you're too shy to do on your own? Something to do with fingering your little asshole... hee hee hee. I'll help you! Why don't you put on a hot bra and thong and get into the mood. Pretty yourself with a bit of makeup and... I'll gently persuade you to finger yourself. I'm going to finger myself too! We'll both play with our "pussies" together! And while we're doing it, while you're working at that hot, sexy thing you feel so shy about, I'm going to detail the HOTTEST gay fantasy you've ever heard! Imagine a tall, handsome male model in this room with us...
BUY NOW to experience anal play instruction, gay encouragement, bi encouragement, fem encouragement, crossdressing encouragement, schoolgirl, upskirt, fingering, masturbation instruction, female masturbation, orgasms, dirty talk, cleavage, tease, socks, pigtails ...and the exclusive, intensely intimate experience of being with ME .
(Now also available in 1080p FULL HD.)
Pssst... it's me, Tara. Have you heard? The one and only Tara Tainton SHOP is now open! Let's get truly PERSONAL. I'm also AVAILABLE for you, in so many exciting ways. SCROLL ALL THE WAY UP for where to catch me—if you can. Don't miss out on all the fun happening between videos.
~ SPECIAL OFFER ~ Every first episode of each of my world-renowned video series is 30% OFF for you to sample. Experience them all. (The discounted "series starters" appear above in the FEATURED CLIPS rotating banner, just 20 at a time—and there are 29 in total! Check back often to catch those you don't want to miss.)- 10/30/15 3:00 AM•22 min•678 MB•mp4•480pPrice€18.99 EURCategoryAnal MasturbationDescription
THE VERY FIRST EPISODE OF MY WORLD-RENOWNED ANAL MASTURBATION MARATHON TRAINTING VIDEO SERIES...
* * SPECIAL SERIES-STARTER PRICING ~ 30% OFF! * *
This is a masturbation marathon for my sissy sluts: a tribute to your fem ways, your cock desires, and your insatiable appetite for serious ass play. You know you want it. We'll start gently, and I'll introduce you to warming up your hole for anal receptivity. Get our your tiniest butt toy and a standard vibrator... I'm going to bring you to the brink over and over and build up one, beautiful orgasm as my sluttiest whore-slaves deserve! Submit, spread, and suck it right in...
(Note: Preview & screenshots are low-res teasers for your immediate gratification; download the full scene for the stunning, high-resolution virtual experience.)
BUY NOW to experience sissy, feminization, bi encouragement, slut training, anal play instruction, sissy training, female domination, toys, masturbation instruction, dirty talk, sissy sluts, dildos, cock tease, orgasm control, upskirt, bottomless, cleavage ...and the exclusive, intensely intimate experience of being with ME .
(Now also available in 1080p FULL HD.)
(Don't skip a single lesson! Fulfill your complete training curriculum with Tara's Sissy Anal Training: Mid-Level, and Advanced Level, and Master Level. )
Pssst... it's me, Tara. Have you heard? I'm now AVAILABLE for you, in so many exciting ways. SCROLL ALL THE WAY UP for where to catch me—if you can. Don't miss out on all the fun happening between videos. - 9/11/15 2:50 AM•44 min•82 MB•other•480p9/11/15 2:50 AM•44 min•82 MB•other•480pDescription
~ Indulge in Aural Orgasms: Tara's Exclusive Erotic Audio Experiences ~
I'm taking over today. Today, you will play MY way. I'm going to give you pleasure... and pain. I'm going to make you hurt and ache for more. I'm going to tell you where to go, what to buy, and what to do with it all. You're going to feel nasty, embarrassed, turned on, and just like the pervert you are. You'll feel bad in a good way... my bitch for the day with me controlling all your fun.
BUY NOW to experience anal play instruction, toys, masturbation instruction, humiliation, dirty talk, female domination ...and the exclusive, intensely intimate experience of being with ME .
Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it. Honey, You ARE Gay, and I'm Going to Prove It (mov)
2/28/15 11:00 AM•16 min•484 MB•mov•480p2/28/15 11:00 AM•16 min•484 MB•mov•480pDescriptionYou donâ€TMt even remember what you told me last night when you were Honey… donâ€TMt you think itâ€TMs time that you admit to it. Iâ€TMm your wife; I KNOW youâ€TMre GAY. I know you get hard whenever I bring up the subject, that you prevent us from having a normal discussion or intelligent conversation about it because youâ€TMre always getting hard when I mention it! Honey, I know what you need. Youâ€TMve TOLD me. Youâ€TMre getting turned on right now; you should do something about that erection. Go ahead and touch it; in fact, why donâ€TMt you play with your ass a bit too? Go ahead, honey. Iâ€TMm going to prove youâ€TMre gay… and let you masturbate to a very explicit, dirty gay fantasy. I know youâ€TMre going to like my idea… maybe weâ€TMll even have to actually bring it to life…
BUY NOW to experience gay encouragement, jerk off encouragement, anal play instruction, dirty talk, role play, cuckold ...and the exclusive, intensely intimate experience of being with ME . (Click here for .mp4 format.)
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it.You're Going to Finger Yourself for Me... Now (mov)
3/27/13 10:50 PM•20 min•259 MB•mov•480pClick for preview3/27/13 10:50 PM•20 min•259 MB•mov•480pDescriptionMy slave... you'll do anything for me. And now, you're going to put on a show for me: a hot, sexy display of dirty play. It won't take long to convince you, to coax you with my gentle, intense words, to describe for you every detail and sensation I want you to follow and experience. I'll dictate your every move, your every stroke, and probe... and you're going to finger yourself for me. Is this your first time? It's never been so easy, so pleasurable, and you'll be positively aching for the penetration soon enough.
BUY NOW to experience anal play instruction, masturbation instruction, female domination, stockings, dirty talk, cleavage ...and the exclusive, intensely intimate experience of being with ME . (Click here for .mp4 format.)
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it.Let's Change Gender Roles and Spice Up Our Play (mov)
2/22/13 10:30 PM•18 min•241 MB•mov•480pClick for preview2/22/13 10:30 PM•18 min•241 MB•mov•480pDescriptionI've got an idea... wanna hear it?? Let's try something different tonight! I know how you love my sexy clothes... wanna watch me strip out of them? And then YOU can put them on! Oh, come on. Just play with me. I want you to wear my panties and bra, my high heels and satin blouse... YOU are going to be the woman tonight, and I'll be the man in this relationship! I have something for you... my own nice hard cock. Don't you want me to experience how fun it is to take charge? To be on top? To dominate YOU for once? I know you want to touch your big, fat clit for me. Stroke it for me... you look so sexy dressed in my clothes... and I'll just gently prod you with my big cock. Oooh, I love this role!
BUY NOW to experience fem, crossdressing, striptease, lingerie, strap-on, female domination, virtual sex, masturbation instruction, virtual anal play, topless, big breasts, silk & satin, nipples, dildo ...and the exclusive, intensely intimate experience of being with ME . (Click here for .mp4 format.)
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it.You into Turning Both of Us on More than Ever Before (mov)
2/13/13 10:30 PM•46 min•602 MB•mov•480pClick for preview2/13/13 10:30 PM•46 min•602 MB•mov•480pDescriptionYou know I love you. I REALLY love how you eat your own cum for me on occasion. It really gets me hot! I've never come harder than when your head is between my legs, lapping at that fresh hot cum you've just deposited in my oozing pussy. And... I'm glad you've been willing to go a week without coming just to work up a nice BIG load for me. There's something else that gets me really wet: nice, big, HUGE cocks! It's not your fault that you can't be enormous... I know that. And you satisfy me in so many ways. Now, why don't you put that boy-sized penis in a pair of my pretty panties? Right now. Ah, look how hard you are! It turns you on, doesn't it? To hear me talking of BIG DICK, to think of me getting satisfied and so FILLED? It's turning you on... and turning me on too. Start stroking yourself... right to the edge... but don't come yet! You're going to watch me get fucked by a sizable cock... right here, right now. This dildo's going to spread me wide and make your dick drip. We're going to share it. When I'm through... I'm turning it over to you. You're going to lick and suck and get that cock all wet with your own mouth and ready for your ass. I'll tell you just how to work it in... slowly... with a bit of stroking... and a lot of poking. I want that fat cock deeper inside of you than you've ever been inside of me! Oh, you love it, don't you? My dirty thoughts and instructions are going to send you right over the edge! Then, you're going to drink your own cum and send me over the edge too! I love that you're willing to do these sexy things for me...
BUY NOW to experience cum eating instruction, anal play instruction, dildo, toys, lingerie, big breasts, costume, masturbation instruction, humiliation, fem, garter & stockings, topless, nipples, tease ...and the exclusive, intensely intimate experience of being with ME . (Click here for .mp4 format.)
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it.Your Roommate Encourages You to Dress Up for Hot Play (avi)
2/3/13 11:00 AM•23 min•549 MB•avi•480pClick for preview2/3/13 11:00 AM•23 min•549 MB•avi•480pDescriptionWake up! Guess what I've gone out to do for you?? GUESS!! I'm so excited. I picked up this HOT kinky lingerie set. Oh, yes! I've got EVERYTHING you need to completely dress up. Well... you looked so hot in my panties before... I just thought it'd REALLY turn me on to see you dressed in a full outfit... head to toe. I've got it all right here. I want you to try on every bit of it for me... then I'll take some hot photos of you. I'll even show you how to pose! Oh, I'm already getting all tingly thinking about it. Please, please do it for me! Oh, and one more thing. Once you're all dressed up, will you play with your dildo for me... let me watch... really work that prostrate? Oh, come on! Now, THAT would REALLY turn me on!!!
(Followup to "A Panty Orgasm for My Sneaky, Panty-Loving Roommate." Enjoy them together or separately!)
BUY NOW to experience panties, crossdressing encouragement, lingerie, anal play instruction, fem, masturbation instruction, toys, cleavage, bra fetish, upskirt ...and the exclusive, intensely intimate experience of being with ME . (Click here for .mp4 format.)
BONUS: Download your pick of dirty stories now . Add to your experience with erotic reading - written by my sexy little step-sister - and designed to blow your mind and help you get off in a flash; get the erotic stimulation you can enjoy anywhere, anytime, and completely undercover . You know you deserve it.