Teach My Ass


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! 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! 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! This little cutie came into my office all hot and bothered and was dying for me to fuck her! I told her first I had to stretch her ass out and get it ready for my massive cock! So I stuck in a few fingers and worked her tiny hole for a bit and then inserted a bunch of my favorite gigantic sex toys! Then when I finally fucked her, she hollered and squeeled in orgasmic bliss! Angelina was a cute little whore with a virgin ass that was just begging for me to stretch it out! So I took my best anal beads and stuffed them inside of her one by one until she had the entire set up her ass! Then Angelina's ass took a humongous dildo and four fingers inside of it as she was completely stretched open wide for my cock! 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! 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 I've 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! Autumn's little hole was getting drilled by several varieties of dildos that I had on hand! I let her pick out the size of the dildo that I shoved in her ass, and to my surprise she picked the biggest one! Her ass swallowed that monster cock inch by inch until she was stretched open wide for my cock! I banged her nice and hard until I couldn't wait any longer and needed to drop a load of sperm in her mouth! This little slut came into my office and plunked down money on my desk and told me she wanted a good hard ass drilling! I told her I'd be very happy to break in her little poop chute for her and asked her if she'd ever had anal sex before. She said she was an anal virgin! So I stuck in all 4 of my fingers deep inside and wiggled them around to get it good and stretched out wide! Then I pumped her with a dildo before injecting my rod! 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! Avy's ass was fully stretched to the limits and left open gaping wide by the time I was done with her! 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! 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. Even though Britney was an anal virgin, she still had a loose asshole! So I was thrilled to prod it with as many devices as I could get my hands on! I stuck everything up there from my enema kit to a variety of dildos before I finally stuck my own dick inside her! Britney was getting more and more horny as I kept ramming her ass with new objects! Brook had a nice round ass for me to get a grip on! Her virgin hole wouldn't stretch open very wide so I had to tug and pull at it to loosen it up! Finally I got Brook to relax by laying on her back and rubbing her cute pink clit while I fucked her in the ass! By the time our session was ending, she was quite into it and kept begging me to bang her harder and then finally I came all over her cute little asshole! Camilla wanted her ass nice and broken in for when her and her boyfriend had their first anal sex together. She came to me to get the job done! I started by inserting all four of my fingers in that tight virgin asshole and then got her ready for the real cock with my black dildo! Finally she got the real meat injection deep in the backdoor! Camilla is now nice and loose for her boyfriend to fuck 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! Carol came into my office and signed her life away on the papers that say her ass is mine - literally! I first started with inserting my fingers into her tight hole to prep her for what was to come later! I stretched her muscles open wide to get plugged by my favorite purple dildo that made her scream with pleasure! Then I poked around more inside of her with various toys before I finally got to slip my own cock inside of her! 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! 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! 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! 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 I'm 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! Clarissa came into my studio with a tight little virgin ass that I had to take the time to stretch out! So I started with a single dildo and then stuffed fingers inside her tight little pucker! Her asshole started stretching and then I finally stuffed my cock inside that tight virgin territory! She left my office a brand new woman! 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! 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! 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! She's 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! This cutie came into my office wanting a hard anal pounding! She was a virgin of course and heard from a friend that I do good work! (thanks Daphnie!) So I slowly opened her virgin anal canal with both of my hands and I managed to get four fingers up her ass! Also I used several of my kinky sex toys before I rammed her with my own love pump! 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! 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 I'd 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! 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! Erin came into my office and she said she was referred to me by a friend. She heard that my ass banging abilities were superior! So I whipped out my trusty bottle of Anal Lube and I smoothed it all over my cock right before slowly inserting it into her virgin asshole! She was so tight and felt such a tight squeeze on my dick, I almost blew my load right away! But being a prof, I held it and she ended up with a gaping ass! Ester had a really tight little hole when she came into my office. She really wanted me to stretch it out for her! So I started by sliding in the speculum and spreading it out nice and wide so I could get my dick in there! Plus I drilled her with a huge dildo before giving her a hot anal creampie all over her brown hole! 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! Gina came into my office wanting me to prod her little asshole. I had her fill out the appropriate paperwork and then we got down to business! Her ass was first stretched slowly by shoving in several fingers and stretching that hole open wide! Then I stuck in the speculum and peeked around at what I could see! Finally I got to stick in my hard dick, I was waiting forever to fuck that tight ass of Gina's! Step into my office, dear Ginger, I have something to teach you! First I will lube up your posterior with my handy dandy jar of anal lube and then I will slowly insert my fingers one at a time. There's no need to be afraid, just relax and enjoy the feeling in your tight asshole! How about this black rubber dildo, how does that feel sliding into your deep hole? It's only going to feel better and better by the time I insert my huge cock up there! 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! When Helen came to me looking for anal sex I never expected her to be so tight! I had to loosen her up with my favorite sex toy before I could penetrate her with my hard cock, but her ass just wouldn't stretch! So I inserted my throbbing member and plowed her cute little asshole until it was gaping wide! Then Helen took my big nut load in her mouth! Little Henessy hadn't 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 Henessy's ass finally took my cock inside of it until she swallowed my cum. 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 she's got the tight curvaceous ass of a woman! I couldn't 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 can't wait to come back and see me! When I got little Jacqueline in my office I knew this was going to be one wild fuck! She's 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 can't 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! When she came into my office telling me that she was an anal virgin, I knew this was gonna be a tight one! I begun by lubing up my favorite dildo and slowly inch by inch sliding it into her tight asshole. Then as I stretched her muscles, I pulled that out and stuck in my fingers one by one until I had all four of them up in there. Finally she let me fuck her and she was still nice and tight! 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 inch 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! When this little sweetie came into my office, I thought she was much younger than 18 years old! Perhaps it's those pigtails that threw me off! 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 that cute little virgin ass! Keri was one of the tightest asses I've 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! Little Lanny had such a tight asshole that I didn't 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! 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! 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 Logan's tight little pucker and gave her the first anal fucking of her life! 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 Loni's 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! 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. As Mandy came into my office, she stripped down and exposed that meaty pussy of hers! It was so inviting, but I had to keep my mind on the real matter of stretching out that virgin ass of hers! I poked her with several of my best toys before I finally stuffed my cock inside her! Then her puckered asshole was left open wide! 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! Melody came into my office an anal virgin, and left my office with a gaping asshole! She was one of the tighter assholes I've ever felt in my life so I had to stretch her open with my speculum first before I'd even attempt to plug in my cock. I also fucked her with a glass dildo in an attempt to stretch out that tight pooper! Eventually she loosened up and I really gave it to her fast and hard right up the ass! 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! Monica was very excited to try having a big cock in the ass, but she was afraid that it might hurt! So I made sure to use some extra anal lube on that tight hole before attempting to poke her! I first stuck the speculum deep inside so I could take a closer inspection of the black hole, then I banged that tight ass! It was so tight, it had a stiff grip around my cock, even I didn't think it would fit inside! As Paula came into my office I couldn't help but notice that perfectly round, squeezable ass of hers! She has probably the most perfect ass I've ever seen - I couldn't 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 couldn't wait any longer! I had to fuck that ass! And then I blew my load all over that perfect booty! 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! 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! Promise came into my office and I gave her a promise that she would leave no longer an anal virgin! She first took one of the biggest dildos I have right up that tight little bunghole and got a good stretching! Then she got opened by a few more toys before finally taking my cock! Promise was worked over nice and hard and she was left with a gaping, freshly fucked asshole! Since this was Rachel's 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! 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! Regan's first anal experience was a wild one! This 18 years old cutie came into my office wanting to expand her sexual horizons, so to speak when she asked me to fuck her in the ass! So I told her first I must stretch it out with my medical speculum. I examined the situation with a flashlight and then stuck my fingers deep in her tight butt before shoving my dick up inside her anal cavity. She loved the new experience! 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! As Shane came into my office, she stripped down and exposed that meaty pussy of hers! It was so inviting, but I had to keep my mind on the real matter of stretching out that virgin ass of hers! I poked her with several of my best toys before I finally stuffed my cock inside her! Then her puckered asshole was left open wide! 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 Sharon's ass with my cock and she left my office no longer an anal virgin! 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! 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! 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 couldn't 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! When Stacey approached me for anal sex, I knew she wasn't 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! Summer came into my office as a 18 year old anal virgin! She had a tight young body and I couldn't 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! When Tabitha came into my office, the first thing I noticed was her meaty pussy! Holy cameltoe, Batman! However she wasn't here for that, she was here to get that tight little ass drilled! So I lubed up the white dildo and plugged it as deep as I could into her back crevice! Then she was happy to take my cock into her virgin ass and sucked me dry when I came! Terry was so tight, I had never felt anything like it! So I had to stick in the speculum and get the flashlight to inspect that little young asshole. Terry was a good girl and held still while she got prodded in the ass. She paid to get the full treatment so I gave it to her right in the poop chute! In the end, Terry had a gaping wide butthole and a messy face full of jizz! Tiffany came into my office looking to be a model. I told her that I wasn't 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! Trixi paid a little extra money to get her ass stretched open with the speculum! She really liked the way I stuck my entire fist inside and begged to be spread open by the speculum. So I took a huge glob of the anal lube and spread it all over her tight ass, and while I worked she had a tight grip on the table! Finally I got to stick my dick in the stretched out hole after working on it. Trixi felt so tight around my shaft! For being a white chick, Whitney had some nice ghetto booty! So I was pretty excited to get her in my office and penetrate that hot spot! I stretched her open with the speculum and took a look around inside that gaping hole! Then I drilled this little sweetie with a huge vibrator before I inserted by cock deep in her tight ass!

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