Teach My Ass


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All words such as "teen" "young" etc refer only to young adult models 18 years of age or older.
Teen redhead learns to fuck in her ass with a speculum : Shirley was a bit shy at our session. Even though she paid me to teach her how to get fucked in the ass, it took a little bit to get her to open up and come out of her shell. I started by one by one sticking all my fingers up her little asshole! Then while it was partially stretched out, I stuck my speculum right up there and examined that young hole! Finally I got it loose enough to stick my cock in and boy did it feel tight around my dick!
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Girl pays for lessons of ass plugging and stretching : Audrey was one of my best students. When she stopped by my office to get her anal cherry popped, she had one of the tightest little assholes Ive ever stuck a finger inside! So I took it real slow and broke in that slut before inserting my rock hard cock. She grunted and moaned the deeper I went but I think she ended up really liking getting her anal hole stuffed with cock!
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Teens ass opened with a speculum before fucking : When Peach approached me to fuck her virgin asshole, I first noticed those stunning blue beautiful eyes! However I saw very little of them because I quickly turned her around so I could fuck her ass! I examined her anal canal first with a speculum and a flashlight and I got some really great close up shots of it with my camera! Then I brought out my trusty jar of anal lube and pumped her ass for several minutes!
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Girl given an enema and anally inspected with a speculum : Naughty young Erica, what a fun fuck she was! She came in and plopped down the cash upon my desk and said fuck me in the ass! I was very glad to oblige her! She even got the full treatment with the speculum and the enema bag before finally getting the monster black dildo! Erica moaned in ecstasy as she got nailed in the backdoor by all of my toys and finally by my cock! She went from an anal virgin to an anal pro!
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Naughty teen takes her first cock in the ass : Raquel was a first time anal virgin and she came into my office to experience a cock in her ass! So I worked that tight little bunghole first with a pink dildo that I had around in my tool box! Then I stretched her little brown starfish open wide with my hand while I masturbated her very wet pussy until she was ready for my cock to penetrate her!
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They use much anal lube for her first anal sex : Connie came into my office as a little smart ass, I was about to fuck that smart ass smirk right off her face! Surely she wanted to get fucked up the ass but she thought she was the one who was in control of the situation. So I started by lubing up my favorite dildo and stuffing it right in her asshole! Then I fucked her good n hard until she screamed for more and more and finally she admitted that I was the one in charge of her ass getting a hard cock stuffed inside it!
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Daphnie : Teen gets her ass stretched by 4 fingers and big cock
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Teen spreads her ass cheeks to get anal insertions : Tiffany came into my office looking to be a model. I told her that I wasnt a talent scout but I knew how she could do some performing! She was eager to get started with the lesson and bent over to enable me to slide the speculum in her ass! Then slowly I was able to get four fingers into her asshole before pounding her with my cock! Tiffany ended up with a gaping ass after I was finished doing my job!
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Large cock fucks virgin ass : Keri was one of the tightest asses Ive ever felt in my life! She came into my office and I had to work it out for several minutes with the lube as she winced! But she kept begging me for it deeper and harder so I knew she was okay! Then after Keri was prepped, she took one of my largest dildos right up that tight little ass! Then when I pounded her with my cock it was like heaven!
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Moneytalks when layna rides a horse naked then gets a threesome in the hay
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Blonde babe gets her ass penetrated by several objects : Even though Sophie had never taken it in the ass before, she was a natural! This little honey just had great muscle control! Heh! She couldnt wait to get started, in fact she started fingering her own asshole before I could even get to her! Finally I had to see what this little slut looked like with a big dildo in her ass so I plugged her hole with my best black dildo. Then it came the time to fuck her little asshole! She was so loose by that time it felt like a slippery pussy!
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Stacey : Redheaded teen gets a good ass stretching
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Monica : Teen ass lubed up and penetrated several times
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Tiny teen blonde getting her ass fucked : Logan happened to come into my office an anal virgin and she left a dirty little whore! I first started working her hot cornhole with several devices including a spiky dildo that was sure to cause some friction! After opening her ass up wide for me, I stuffed my cock inside Logans tight little pucker and gave her the first anal fucking of her life!
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Redheaded teen gets a good ass stretching : When Stacey approached me for anal sex, I knew she wasnt kidding around! She wanted her asshole stretched to the limit! So I first inserted some fingers to pull it apart slowly by hand before I stuffed in my glass dildo! Then Stacey sucked my cock to get it all lubed up so I could pump her in the ass! She ended up with a wide open stretched asshole just like she wanted!
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Joy : Teens ass is stretched open before anal cumshot
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Mega teen ass action : Sharon was an anal virgin that came into my office and paid me to give her a good ass fuck. I drug out my box of toys and immediately stuffed a blue dildo up inside her. Then she took a few more objects before I finally managed to get four fingers inside her tight hole! Eventually I violated Sharons ass with my cock and she left my office no longer an anal virgin!
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Gianna : Teen takes several objects and cock in the ass
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Gianna : Teens ass is stretched and trained for anal sex
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Ester : Blonde chick enjoys all the penetrations of her asshole
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Brook : Cheerleader experiences her first anal penetration
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Gwen : Teen cutie pays to lose her anal virginity
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Regan : Teens asshole left gaping after stuffing it with cock
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Jacqueline takes an anal dildo fucking during office hours. : When I got little Jacqueline in my office I knew this was going to be one wild fuck! Shes got an amazing vibrant personality and will try just about anything! So when I shoved that big dildo in her ass, she loved it! I had to get in on some of that action, I cant let the dildo get all the fun! So I fucked her with my cock real hard and left her with a huge gaping wide ass!
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Teen is lubed and double penetrated by two dildos : However the pigtails made for good handle bars when I plowed her ass! But before I slipped her the meat I stuck 4 fingers and all of my best dildos into
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Big titty teen losing her anal virginity : Mandi is a feisty blond who is ready to get her ass violated and eager to do it. After lubing up with anal lube, she gets a large vibrator stuck in her ass while bending over doggy style. She then gets fucked in the ass with a dick that was as big as the vibrator! She then gets the guys load of cum shot all over her eagerly waiting face and tits.
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Brunette teen takes a dildo in the ass : Oh my, naughty Sasha was a handful! When she approached me for anal sex, she told me she was a virgin and wanted me to give her a good stretching. So I got out the anal lube and one of my best ass plugs and worked it into the tight spot. Finally I was able to stuff my cock inside her virgin hole and she loved getting her first anal in my office!
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Teen takes several objects and cock in the ass : Gianna came into my office with a special request, she wanted to use anal beads to stretch out her virgin asshole! So I pulled out my best soccer ball beads and stuffed them in her ass one by one and pulled them out teasingly slow! Gianna enjoyed the stimulation and she later took a big dildo in her tight pucker before finally accepting my cock!
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Celia : Teen gets her first anal creampie after ass stretching
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Teen gets prodded in her tight ass with various toys and a hard cock : Summer came into my office as a 18 year old anal virgin! She had a tight young body and I couldnt wait to penetrate that virgin ass! I slowly removed her panties and felt around a bit, I stuck a dildo slowly up her anal cavity until I felt she was good n ready for the real thing! She sucked my dick to lube it up and I gave it to her nice and hard!
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Young lady moans as her ass is penetrated rapidly : Honey just wanted a good n hard anal plugging. So she came into my office and I immediately pounded that asshole with my favorite black dildo. She took it like a man, but shes got the tight curvaceous ass of a woman! I couldnt wait to get my dick inside of her. I thrust my manhood so deep inside her, I thought it was going to come out her mouth! She said she loved it and cant wait to come back and see me!
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Meaty pussy teen fucked in the ass : Payton was a horny little slut who just needed a good ass stretching! She came into the office and forked over some cash to get her tight little asshole worked over. I stuffed a ribbed ass plug right up inside her until she was prepped enough for my cock. Then Payton took a deep penetrating banging with every inch of my meat buried in her virgin ass until she swallowed my cum!
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Teen whore loves toys up her ass : When Candy entered my office, I told her to pick out the butt plugs that she wanted me to use on her virgin ass! To my surprise, she picked some rather large ones! I stretched her out wide with the rubber toys to get her nice and prepared for my cock that could barely fit inside of her tight little asshole!
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Melissa : Young lady takes cock in the ass for the first time
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Wide eyed young girl begs for anal sex lessons : This wide-eyed beauty was a little on the nutty side. She was really odd and out there, but what do I care as long as Im getting paid to fuck her in the ass! She first winced when I inserted my man meat in her tiny asshole but as soon as you reach the certain point inside, it all lubes up naturally and it fits just right! I banged that little slut hard deep in her asshole for nearly a half hour before I came inside her!
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Cute teen hotty experiments with anal plugging : Coral approached me for some hot anal lessons and I got one look at that juicy pussy and I practically wanted to fuck that instead! Shes got a meaty little cunt that any man would die to stuff his dick inside! But since I am the true professional, I stuck to the task at hand and stretched her virgin asshole open wide! I started with some kinky anal beads and then moved on to probing her with several of my fingers! Finally I got my cock shoved in her tight heat and fucked her senseless!
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Teen gets her first anal creampie after ass stretching : My dear Celia, what a fun time we had! She was quite eager to get going on her anal lesson so I told her to start out by swallowing my cock and getting it all lubed up for me. So as she sucked, I got my purple dildo ready to stuff up her anal tunnel! With her ass hiked in the air, she begged me to stick in my cock and spank her little ass til it was pink! So I did and then finally I shot the biggest load of my life all over her crack!
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Tight assed teen takes anal beads : Little Henessy hadnt ever had a big cock in her ass before. She came into my office and slammed the money down on the table and begged me to work her ass over. So I promptly obliged her and started to stretch her with some anal beads. After that, I probed her little pucker with one of my favorite dildos. Then Henessys ass finally took my cock inside of it until she swallowed my cum.
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Teenybopper plugged in the rear by several instruments : As Paula came into my office I couldnt help but notice that perfectly round, squeezable ass of hers! She has probably the most perfect ass Ive ever seen - I couldnt wait to shove my cock into it! However I had to lube up her tiny butthole and stretch it out with some of my toys first! She got plugged with her choice of dildos, but I couldnt wait any longer! I had to fuck that ass! And then I blew my load all over that perfect booty!
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Amy Brooke has her amazing gaping ass fucked and hooked. Made to cum and squirt so hard her ass rosebuds : Amy Brooke and her amazing body are back and helpless at Hogtied. This girl deals with bondage as well as anyone we work with. You have to love smoking hot girls that let us work them over.Bound reverse in a chair with her amazing ass hanging over the edge and her neck bound to the back, Amy finds her self in a unique and vulnerable position. We start by oiling up her ass and adding water to give it an amazing shine. We then vibrate Amy to her first of many orgasms. However the first one is the strongest and something you dont see everyday. Amy comes so hard that she squirts non stop for about 20 seconds, thats not the amazing part. You have to witness with your own eyes Amys asshole as it rosebuds to epic proportions as she is cumming. It is one of the most brutal orgasms we have seen to date.We make her cum over and over, we face fuck her piehole hard and deep. Amy deep throats with the best of them and we keep that cock in the back of her throat! Amy is the perfect sex machine.
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Blonde chicks ass left gaping wide : Cute Barbie looked like a little doll as she came strolling into my office and plopped some cash down to get fucked! She wanted her first anal done right, so I grabbed all of my best dildos and started stretching out her tight ass! Her sphincter was opened gaping wide and then I finally stuffed my cock inside. I rode that little hole until I busted a nut on her face!
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Tight teen pussy violated : When Candy entered my office, I told her to pick out the butt plugs that she wanted me to use on her virgin ass! To my surprise, she picked some rather large ones! I stretched her out wide with the rubber toys to get her nice and prepared for my cock that could barely fit inside of her tight little asshole!
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Teen takes a dildo in the ass to get stretched : Mirage came into my office as an anal virgin and left with two stretched out holes! I worked two fingers on each hand inside both her asshole and pussy while I double penetrated her! Then she got the full treatment of the huge dildo before I finally got to penetrate her with my own cock! Mirage had a tight little pucker that my cock could barely fit inside, but with enough anal lube I was able to slip inside!
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Teen is probed in the ass by toys and cock : Coral approached me for some hot anal lessons and I got one look at that juicy pussy and I practically wanted to fuck that instead! Shes got a meaty little cunt that any man would die to stuff his dick inside! But since I am the true professional, I stuck to the task at hand and stretched her virgin asshole open wide! I started with some kinky anal beads and then moved on to probing her with several of my fingers! Finally I got my cock shoved in her tight heat and fucked her senseless!
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Teen gets probed with an anal plug : Payton was a horny little slut who just needed a good ass stretching! She came into the office and forked over some cash to get her tight little asshole worked over. I stuffed a ribbed ass plug right up inside her until she was prepped enough for my cock. Then Payton took a deep penetrating banging with every inch of my meat buried in her virgin ass until she swallowed my cum!
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Sasha : Teen gets her ass stretched and fucked
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Dildos are plugged into this teens ass for the first time : Holy cameltoe, Batman! However she wasnt here for that, she was here to get that tight little ass drilled! So I lubed up the white dildo and plugged
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Young blonde takes a couple toys up her ass : Avy came into the office an anal virgin, but she was eager to get her tight little hole fucked! I started by ramming some anal beads up that tight pucker to loosen her up a bit. She took a few more dildos up inside her before she finally accepted my cock! Avys ass was fully stretched to the limits and left open gaping wide by the time I was done with her!
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Teen cutie pays to lose her anal virginity : Gwen came into my office an anal virgin and left with a gaping hole in her ass! She was so tight that I had to first prod her backside with my favorite glass dildo and stretch her out with my various sex toys! Eventually when I plowed into her with my dick, she was all loosened yet her tight muscles clamped down around me and I fucked her tight ass silly!
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Teens ass is stretched open before anal cumshot : Joy was a young thing of 18 years of age when she came to see me. She barely had any vaginal penetration, much less had cock in her tight virgin asshole! So she paid me good money to explore that little hole. I first lubed it up good and sloppy wet before sticking in the 10 dildo. She enjoyed the penetration and screamed in ecstacy! Finally when I gave her my beef injection, she orgasmed a wet cream out of her pussy!
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Blonde teens tight puckered ass gets worked in : Becca is a little slut who came in and wanted to take my cock in her ass. So I worked her tight little pucker with all of my best dildos, stretching her open as much as possible. I got a finger inside of there and her muscles were finally opening up for me. Then when I finally stuck my cock in her tight opening, I slid in and out with ease after some anal lubing.
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Teen slut takes various toys and cock in the ass : Collen was a total anal virgin when she entered my office! She mentioned that she had seen other girls doing anal in pornos, and she had always wanted to try it! So I gladly offered my services and started working on her little ass. I stretched her with several dildos and plugs and then stuck two fingers up inside there. Finally she took my cock after she was well-prepped for her first anal fuck!
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Crazy toys inserted inside tight teen whore ass : Silk came into my office an anal virgin and wanted to know what it felt like to have a huge cock rammed in her ass! So I grabbed her by the braids and held onto her while I plunged a big dildo in her ass! Then the little whore had a plunger in her pussy and a toy in her ass for a dirty double penetration. Silk then sucked my cock to get me nice and hard so that I could give her the anal fuck that she desired!
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Teen in corn rows gets butt plugged by a dildo and a dick : Destiny was a little nervous about taking it up the ass for the first time, but she was always curious about it so she paid me to teach her ass! I told her Id take it nice and slow by inserting just one finger at a time and using plenty of anal lube when I stuffed her ass with my toys! This little cornrow cutie took a good ass drilling and by the time I got to stick my dick inside her little fuck hole, it was good and stretched out gaping wide!
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Tight teen brunette signs up for anal sex lessons : This lovely lady came into my office just begging me to fuck her in the ass! Slow down, Denice, we have to give your little rear end a good stretching first! So I lubed her up good and plenty and slid in a long butt plug - she seemed to really like that! However she REALLY like it when I stuck two fingers in her ass and two fingers in her pussy! She loved getting double penetrated!
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Girl gets her ass stretched with dildos : Little Lanny had such a tight asshole that I didnt think I could get inside her! So I had to work her real good with the huge rubber dildo and then I brought out the anal drill! Lanny took a good drilling and then took another drilling with my cock that opened up her gaping little ass!
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Horny teens ass is lubed up and fucked : Lita came into the office with a big wad of cash and she wanted to get her asshole stretched wide open! I was only happy to oblige her dream! So I took one of my best dildos and worked it inside her tight hole, stretching the muscle open wide. After her sphincter was ready and willing for me, Lita took my cock rammed into her asshole until she was left with a gaping wide hole!
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Blonde skank probed with sex toys in the ass : Cute Barbie looked like a little doll as she came strolling into my office and plopped some cash down to get fucked! She wanted her first anal done right, so I grabbed all of my best dildos and started stretching out her tight ass! Her sphincter was opened gaping wide and then I finally stuffed my cock inside. I rode that little hole until I busted a nut on her face!
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Teen gets her ass stretched and fucked : Oh my, naughty Sasha was a handful! When she approached me for anal sex, she told me she was a virgin and wanted me to give her a good stretching. So I got out the anal lube and one of my best ass plugs and worked it into the tight spot. Finally I was able to stuff my cock inside her virgin hole and she loved getting her first anal in my office!
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Blonde teen takes several dildos and cock in the ass : Little Lanny had such a tight asshole that I didnt think I could get inside her! So I had to work her real good with the huge rubber dildo and then I brought out the anal drill! Lanny took a good drilling and then took another drilling with my cock that opened up her gaping little ass!
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Young lady takes cock in the ass for the first time : Melissa is a nasty young girl with amazing pair of big tits! She says she loves to be fucked hard in her pussy, but her asshole is still a virgin! She paid me well to teach her ass and stretch it out to fit my hard cock. After I lubed up her backdoor, I plunged a rubber dildo inside it while she gripped onto the table with both hands! As I fucked her in her tight ass, she moaned and told me how great I felt deep inside her!
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Sharon : Mega teen ass action
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Chick gets her ass stuffed with several toys : Anita came in my my office in need of a big cock for her ass! She was an anal virgin and needed some serious preparation before taking my probe. So I gave her some of the anal beads before I plunged several of my largest dildos inside of her. Finally Anita took my cock in her ass and she got a good drilling until she finally swallowed my entire load!
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Teens ass is stretched and trained for anal sex : Gianna came into my office with a special request, she wanted to use anal beads to stretch out her virgin asshole! So I pulled out my best soccer ball beads and stuffed them in her ass one by one and pulled them out teasingly slow! Gianna enjoyed the stimulation and she later took a big dildo in her tight pucker before finally accepting my cock!
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Cute teen blonde gets her ass stretched : Logan happened to come into my office an anal virgin and she left a dirty little whore! I first started working her hot cornhole with several devices including a spiky dildo that was sure to cause some friction! After opening her ass up wide for me, I stuffed my cock inside Logans tight little pucker and gave her the first anal fucking of her life!
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Teen gets her ass opened with various toys and a cumshot : Not only did Chance want to get ass fucked, she begged me to cum on her asshole! She paid my fee and we immediately got down to business. She hopped up on the table and spread her asscheeks open wide for me! I plugged her butthole with the dildo to get it good n stretched out but then I inserted the speculum and examined it closely with a flashlight! Finally I fucked that little asshole and came all over it!
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Payton : Meaty pussy teen fucked in the ass
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Cute teen gets her ass stretched open wide : When Charlene entered my office, I told her to pick out the butt plugs that she wanted me to use on her virgin ass! To my surprise, she picked some rather large ones! I stretched her out wide with the rubber toys to get her nice and prepared for my cock that could barely fit inside of her tight little asshole!
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Little honey lubed up and fucked in both holes : Raquel was a first time anal virgin and she came into my office to experience a cock in her ass! So I worked that tight little bunghole first with a pink dildo that I had around in my tool box! Then I stretched her little brown starfish open wide with my hand while I masturbated her very wet pussy until she was ready for my cock to penetrate her!
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Teens ass is stretched with several objects : Mandi is a feisty blond who is ready to get her ass violated and eager to do it. After lubing up with anal lube, she gets a large vibrator stuck in her ass while bending over doggy style. She then gets fucked in the ass with a dick that was as big as the vibrator! She then gets the guys load of cum shot all over her eagerly waiting face and tits.
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First time teen ass penetration : Loni got her virgin ass penetrated with a big ol butt plug in my office on her quest to lose her anal virginity! I rammed that rubber plug up inside her until she was big enough to take four fingers! Then I stuffed my hard dick inside Lonis tight asshole and she clenched around me and was so tight that she almost snapped my dick off! But I managed to ride that little babe until I stretched her out completely!
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Teens ass gets worked over from multiple objects : Anita came in my my office in need of a big cock for her ass! She was an anal virgin and needed some serious preparation before taking my probe. So I gave her some of the anal beads before I plunged several of my largest dildos inside of her. Finally Anita took my cock in her ass and she got a good drilling until she finally swallowed my entire load!
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Teen pays money for her first anal sex : When Charlene entered my office, I told her to pick out the butt plugs that she wanted me to use on her virgin ass! To my surprise, she picked some rather large ones! I stretched her out wide with the rubber toys to get her nice and prepared for my cock that could barely fit inside of her tight little asshole!
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Colleen : Teen gets her ass lubed up and probed with toys
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Brunette teen getting her ass used : Alison entered my office an anal virgin and wanted to get her tight little hole stretched for the first time! I first shoved a butt plug up her tiny hole and prepped her entrance for my dick. Alison had the tightest little hole that I could barely get a finger inside! We worked it open until finally she got my cock inside her, inch by inch!
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Tight teenie gets her ass fucked hard : Little Henessy hadnt ever had a big cock in her ass before. She came into my office and slammed the money down on the table and begged me to work her ass over. So I promptly obliged her and started to stretch her with some anal beads. After that, I probed her little pucker with one of my favorite dildos. Then Henessys ass finally took my cock inside of it until she swallowed my cum.
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Teens ass is stretched with a huge dildo : Mirage came into my office as an anal virgin and left with two stretched out holes! I worked two fingers on each hand inside both her asshole and pussy while I double penetrated her! Then she got the full treatment of the huge dildo before I finally got to penetrate her with my own cock! Mirage had a tight little pucker that my cock could barely fit inside, but with enough anal lube I was able to slip inside!
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Brunette gets her ass prepped for anal : Lita came into the office with a big wad of cash and she wanted to get her asshole stretched wide open! I was only happy to oblige her dream! So I took one of my best dildos and worked it inside her tight hole, stretching the muscle open wide. After her sphincter was ready and willing for me, Lita took my cock rammed into her asshole until she was left with a gaping wide hole!
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Blonde hotty takes a giant dick in the asshole : Becca is a little slut who came in and wanted to take my cock in her ass. So I worked her tight little pucker with all of my best dildos, stretching her open as much as possible. I got a finger inside of there and her muscles were finally opening up for me. Then when I finally stuck my cock in her tight opening, I slid in and out with ease after some anal lubing.
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Redheaded teens ass gets a good stretching : Drew came into my office as an anal virgin, but she walked out as an old pro! She begged me to give her some penetration in her pussy as well so not only did I stretch out her tight little asshole, but her sweet snatch got some attention too! In the midst of her orgasm, I ended up fisting sweet Drew in the asshole which she thought was incredibly intense!
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Blondie teen loves toys up her ass : Avy came into the office an anal virgin, but she was eager to get her tight little hole fucked! I started by ramming some anal beads up that tight pucker to loosen her up a bit. She took a few more dildos up inside her before she finally accepted my cock! Avys ass was fully stretched to the limits and left open gaping wide by the time I was done with her!
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Huge toys used on young teens asshole : Loni got her virgin ass penetrated with a big ol butt plug in my office on her quest to lose her anal virginity! I rammed that rubber plug up inside her until she was big enough to take four fingers! Then I stuffed my hard dick inside Lonis tight asshole and she clenched around me and was so tight that she almost snapped my dick off! But I managed to ride that little babe until I stretched her out completely!
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Teen gets a variety of objects probed in her ass : Allie came into my office with a sweet little puckered virgin asshole! I thought for sure I would cum in my pants, just getting to look at her perfect little hole! I dragged out some of my favorite sex toys including a butt plug, a long rubber dildo, and my best anal beads to get her nice and loosened up! Then when I finally stuffed my dick in her ass, she was nice and tight engulfed around me! I nailed her for quite awhile and then left her virgin ass gaping wide!
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Girl losing her anal virginity with lots of lube : Since this was Rachels first time getting her asshole stretched apart, she asked me if I could take it nice and slow. Of course, Dear Rachel, I always do! The girls all love when I spread them with the speculum and Rachel was no exception. Then I whipped out the glass dildo and stuffed it into her tiny asshole! However when it came time to fuck her in the ass, Rachel insisted on natural anal lube by sucking my cock first!
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