When I got home I could hardly stop thinking about the wild night with Judi. I didn't even care if my wallet was empty. I was going to work plenty of overtime that next month to make up for it. Judi gave me specific orders not to call her but she would call me whenever she was not busy. About two days later on Tuesday after work I got a call from Judi who was obviously out of breath. Telling me that she wanted to be very open in our relationship and actually needed someone to share what she was doing Judi asked me if it was OK if she could share what she had just done. Being the voyeur that I am I was actually excited to hear the inner workings of a high paid prostitute. Telling me once again that I was nothing like the rich studs that paid to fuck her and that she couldn't wait to get me back in bed again, Judi asked me that when she finished her story if I could come over and she would give me a quick suck before she went back to work because she missed the taste of my sweet semen. My cock immediately got hard telling her that it would not be a problem inviting her to open up and tell me about her latest session promising her complete privacy.
Telling me that this stud drove up to her house in an expensive sports car, adding that he was married and was feeling guilty for having an affair he wanted her to dominate him and take away some of the guilt. Judi said that she forced him to admit everything about his love affair with the other women. Forcing him to strip naked she told me how mouthwatering his body looked having a perfect muscular body with a washboard stomach. Judi confessed that her pussy actually got wet when she saw how big his cock was estimating it to be about 11in. and as thick as her wrist. Judi decided to give him a nice hard whipping first with a flogger to warm him up and then blister his bottom good with a nice thick strap. She told me that the stud actually told his wife he was going to a professional to get a good whipping. Judi told me that his wife actually called and talked to her about what Judi was going to do giving her full approval and even demanding that Judi after the whipping fuck his asshole with her strapon until he was nice and sore, Judi told me that she charged him a thousand dollars upfront telling him that there would be no sexual intercourse and that she would be doing all the fucking; telling the stud that his wife demanded that he get fucked in the ass instead.
Judi said that she bound him over the divan so that his legs were wide open and then while he watched in total surprise she slowly strapped on a dildo the size of his own eleven inch cock. Giving him the news about his wife's demands, Judi promised him that she was going to give her disobedient husband the longest buttfucking of his life. Taking up the 22 strand flogger she began flicking his back and bare cheeks while forcibly fucking his mouth with the dildo. Once he was nice and warmed up and his mouth was sore from sucking her dildo Judi picked up the special leather strap giving him the whipping of his life stripping his bare cheeks with enough red welts that his wife would be proud of. Whipping him until he begged for mercy she finally stopped throwing down the strap. Getting behind him she began wiggling the head of the dildo around his anus asking him point blank if he ever had a man do to him the same way. To Judi's surprise he was actually honest telling Judi that he had been fucked in the ass several times before by several buddies at the gym in the weight room. Knowing now that she had some blackmail material Judi asked him if he was interested in fucking her new boyfriend.
Hearing my breathing get heavier over the phone, Judi was getting the idea I knew what she was getting at. She told me that his wife did not know that he was secretly fucking other man on the side rather than this mystery woman. Judi made a deal with the stud telling him that she could convince his wife as he was dropping the mistress and for some extra cash she could help him keep his little bisexual lifestyle a secret. The stud was more than willing making her the deal promising me that when I was ready he would be more than willing to pay to fuck my ass. Wondering how that sounded to me because the phone got really quiet hearing no excitement my way I timidly told he that with the right instruction I was sure she could get me to perform for her. Giggling Judi told me she could eventually make me do anything for her.
Getting back to the story, Judi began fucking his brains out with her huge dildo. Much to Judi's surprise the study easily accommodated it and actually enjoyed the ride. When the session was finished Judi made a quick call to his wife promising her that his mistress was now in the past and that he was on his way home with a well blistered bottom and a well fucked ass. Also telling her that he was going to take her out to an expensive restaurant tonight and wine and dine her. Judi also told the wife that she would love to have her join her for the next session so that she could watch her husband take a good whipping and a good fucking as well. The wife was more than favorable to her idea asking Judi if she also gave sensual massages. Knowing where the conversation was about to go Judi had a good idea what she was asking for, telling her that she could take her into the bedroom and that whatever pleasures happened behind closed doors would be sealed on her lips. The wife sounded more than turned on quickly making an appointment.
Once the phone was hung up to Judi told me that she told the stud she would be calling him in a few weeks to do her at a "favor" giving him and a wink. Telling him with his bisexual experience and his large cock size, he would be able to give her new boyfriend quite a ride of his life. Asking me if she had gone too far I told her that my asshole was already spasming fantasizing about getting it in the ass. I knew that because she was a professional she would know how much I could take and not take, so I was looking forward to getting my first real fuck in the ass. Demanding I come over right away telling me I made her horny with my answer because I was only five minutes away; she had a half hour before she saw her next client and was going to give me a "BIG" surprise! I quickly hung up the phone and drove to her door.
Yanking me into the house she slammed the door shut unzipped my pants and swallowed my cock sucking me so hard I came in her mouth within a few minutes swallowing my whole load of come. Both of us were quite turned on but I still had to leave. Looking down I saw the discarded dildo she had just assfucked the stud with. Fingering my butthole Judi told me that she would probably be finished at midnight if I wanted some of the same treatment she just gave the stud. She knew I couldn't pass up getting fucked again so I told her to call me when she was ready. Giving me a French kiss at the door I could taste my sperm still flavoring her lips and tongue. As she kissed me Judi reached into my back pocket pulling out my wallet opening it up pulling out a $100.00 bill. Before I opened my mouth she just smiled telling me that there was more sex on the way, more pleasureful than my dick could ever comprehend slapping me on that ass and slamming the door in my face. I heard her through the door telling me that she would call me as soon as she was finished with the next client.
I drove home with a set of blue balls still sore from the hot cocksucking that Judi had just treated be to. I told myself that this was going to be one hot relationship if she was going to kiss and tell after every client getting so horny she would have to have me immediately. I went home poured myself a glass of wine and sat down watching a video she gave me on female domination. It was a documentary about a San Francisco call girl turned dominatrix named Mistress Diana who dominated men, women, and couples in her dungeon performing every nasty deviant act they willfully desired. The dominatrix took innocent coeds to bed turning them into hungry lesbians willing to do anything to eat pussy. She actually made them impale each other's buttholes with a double ended dildo giving them a whipping while they wildly wiggled fucking each others assholes. Afterwards she made them 69 licking each other to an explosive orgasm.
In one scene she took a married heterosexual couple tying the husband to a wooden horse exposing his vulnerable asshole. Right in front of his wife she brought in a well endowed stud who took his anal virginity unwillingly for the first time. The wife was ecstatic and loved every minute of it finally convincing the husband to just settle down and enjoy being taken. When the stud finally pulled his huge cock out of the husband's asshole covered with come the wife went over and cleaned him up with her tongue then began licking her husband's asshole slurping up the fresh leftover semen. For complaining his wife allowed the dominatrix to give him the whipping of his life. As the stud watched stroking his cock until he recovered fucking the horny wife in front of her well whipped husband. I actually enjoyed watching the husband tied down and getting fucked with the stud something I was sure Judi had in mind for me.
In the last scene which I thought was the hottest Mistress Diana was overcome by a dominant black shemale named Zena seduced by a magical spell making Mistress Diana a slave. Zena had a huge cock for being shemale fucking Diana's asshole in several positions seemingly lasting forever. I could tell by the look on Diana's face that she was not enjoying any of this as a Zena's huge cock sawed in and out of her asshole. Taking a break between fucking she bound mistress Diana between two columns giving her a single tale whipping stripping her back, ass, and legs.
By the time the video finally stopped I was so turned on I was about ready to shoot my wad when Judi called telling me that she was finished with her client. This time I was actually looking forward to hearing her kiss and tell story again because it actually turned both of us on making her to want me to come over even more. I was glad that I saved an orgasm for her because what she was about to tell me was even hotter than the video. Judi sounded like she just had an orgasm because her voice was shrill and she was out of breath. Getting her to talk, I egged Judi on telling her I was actually hard waiting for her call looking forward to the latest sexual escapade. Reminding me that she never shares what she does with clients or with anyone but for some reason I could listen with an open mind and didn't condemn her for her actions adding that when she tells me what she does it seems to bleed off all the bad vibes from the clients putting them to rest. Making me promise to keep her dark secrets or she would bite off my balls I whole heartedly agreed grabbing my cock telling her secrets would go to the grave with me because I still wanted my balls.
Judi told me a young inexperienced stud came over and only wanted to watch her masturbate with a vibrator and give herself an orgasm while he jacked off. Paying her good money she wanted to give him a good show. Demanding he strip naked first and make himself comfortable in her leather chair Judi said he had an average cock and was already hard. Performing a slow strip tease she got in his face when she removed her bra rubbing her breasts all over his face and body making his face turn embarrassingly red. Taking off her panties showing off her shaved pussy drove him wild with lust especially when she rubbed her panties into her wet pussy getting them nice and juicy then forcing them into his mouth for a taste. Making him suck on the crotch of the panties until he swallowed her essence Judi pulled them from his mouth and placed them over his head so the crotch was over his nose so he could smell her as he masturbated. The panties did not impair his view because they were see thru. My own nasty mind was already making my mouth drool for a taste of her as well.
Standing closely in front of him he started stroking his cock when Judi picked up her vibe flicking it on and began slowly working it around her labia lips. When she knew she was wet she began to tease her pussy by pushing the vibe into her hole stimulating her G-spot. Judi said she could hardly stand up but the young college stud wanted her to be as close as possible. Fucking herself with the vibe encouraging the stud to work his cock faster it didn't take long and he was almost ready to shoot off. His cock was too appetizing for Judi to resist as she quickly slid a condom over his shaft and sat down fucking him to orgasm with a few healthy up and down slides and squeezes. While the stud was too excited to notice she pulled his come filled condom off his cock and poured the contents down her throat as he watched. The client slowly got up telling her that the session was so hot he wanted to return visit and gave Judi a $100.00 tip and left.
In her sexually excited voice Judi told me she was still hot ordering me to get my ass over here right away. I quickly got in my car and drove over to her house getting there in less than ten minutes. Greeting me at the door Judi was wearing only her 11in. strapon and nothing else. Grabbing me by the hand yanking me into the house Judi slammed the door behind me. I could tell Judi was quite excited; her nipples were hard, her face flushed, and I could tell by the excitement in her voice that she was looking forward to having sex with me. Wrapping her arms around my neck she pulled my face into hers giving me a long passionate French kiss. I could feel her pushing the dildo lewdly between my legs as if she was already fucking me. Ripping off my shirt and unbuckling my belt my clothes were all over this floor, stripping me naked in less than 30 seconds. Biting and licking her way down from my lips, sucking my ear lobes, biting and sucking my neck leaving several hickey's, licking her way down to my nipples sucking them rock hard, then dropping to her knees she took my cock in her mouth sucking my cockhead until she sucked a slippery sample of pre-come into her mouth. Getting up with a big smile on her face Judi led me by my stiff cock to the black leather divan telling me that she hoped I was clean because she was going to fuck my ass anyway.
Inviting me to voluntarily lie over the divan butt up Judi helped me get as comfortable as possible kneeling behind me pulling my cock from between my legs sucking more pre-come into her mouth. I could feel her opening my asscheeks wiggling the tip of her tongue around and around my anus treating me to the hottest butt licking I had ever received. I could feel her fucking my asshole deeply with her tongue getting me nice and relaxed for her dildo. I could tell that she doesn't normally perform this artful sexual treat for just any client and that she was doing it lovingly to give me something above and beyond to show me just how much she enjoys my body. With the first touch of her tongue on my asshole I was moaning and squirming all over. After several minutes of analictus Judi finally stopped standing up and slapping my butt quite hard several times reminding me that she doesn't do this to just anybody promising me that now she was going to take it out of my asshole for giving me such pleasures. Stepping around so that she was in front of me Judi began stroking her dildo proudly bragging about what she was going to do to me.
Explaining that she was going to fuck me with a new type of dildo that was double ended, Judi loosened the harness so that she could show me the end that was inside her pussy. Slowly pulling out the dildo showing me that it was at least an inch and a half in diameter and 8in. long, fashioned in a way that would definitely stimulate her G-spot, also pointing out that it was equipped with special nubs that would stimulate her clitoris as she fucked me. The dominant end of the dildo that she was going to fuck me with had a huge head that would be tough to get into my anus without a lot of lubrication. There was also a hump behind the head that is specifically made to stimulate the prostate gland. The dildo also vibrated making both dildos stimulate us. Judi told me that she saved this specifically for me and that she was going to enjoy every minute fucking my asshole. It was hot watching her work her dildo back into her pussy readjusting the harness so that it fit quite snugly making her body like it was made to have a cock. Stroking the 11in. dildo that soon was going to be inside of me she told me that I would never be the same once she took me with this.
After my first strapon fucking from Judi I was totally obsessed with bending over for her. For the last two days I was on the Internet day and night reading everything I could about strapon sex and even downloaded several videos of dominant women fucking men with huge dildos. I kept my promise to Judi about not masturbating for two days but I was continuously rock hard watching and reading everything about strapon sex. Now to my amazement my sexy girlfriend was aggressively going to treat me to another hot buttfucking. I was so excited that I was going to be treated to everything I've read about and looked at and more!
Judi picked up a bottle of oil giving me a smile telling me that it will take more than pre-come to lube my asshole for her big "cock". Squirting oil all over the dildo Judi instructed me that I would have to be very relaxed and well lubricated in order to enjoy the size of her dildo promising me much pleasure but if I failed to relax she was going to fuck me no matter what keeping her fingers crossed that I was going to enjoy it as much as she was. Moving around behind me I could feel Judi's fingers working my asshole pushing gobs of lubricant into my anal canal. I was still a little sore from the last time Judi fucked my ass and this time to my pouting asshole the dildo was even bigger. I didn't want to show my fears but Judi sensed that I was a little afraid when she began wiggling the head of the dildo around my asshole watching me pull away in response. Slapping my ass quite hard to get my attention Judi told me that if I was going to be her man I was going to have to trust her 100% and part of this trust was being able to take it in the ass with anything or anybody she chose, promising me that she was going to go slow but steady and that I was not going to get up off of the divan until she had thoroughly fucked me with her dildo demanding that I had better settle down and take it like her man.
In the video that I had just watched I had seen a stud take an even bigger dildo up ass so I was timidly convinced that I could do it with Judi's help. Looking behind me I gave her a wink and told her that I would cooperate 100% and was looking forward to a hot buttfucking. Slapping me on the ass sharply again Judi told me that this time she was going to fuck me for free but she was going to fuck me her way and fuck me as long as it took for her to get off guaranteeing me that I would have an orgasm long before she stopped. Slapping me even harder on both bare cheeks getting a few yelps from me, Judi added that when a woman straps on a dildo it is not for the man's pleasure but for her pleasure only and that her cock never goes soft and can last as long as she is willing to keep fucking. Finally Judi was satisfied that I was as greased as I could get after almost getting her whole fist into my asshole. Tossing a pillow on the floor Judi knelt behind me ordering me to hold my cheeks open for her. Grabbing my cheeks I opened wide for her making myself totally vulnerable to be fucked. Telling me that I was a good boy for my willingness to take her "cock", I felt Judi wiggling the head of the dildo teasingly around my anus slowly pushing it into my relaxed hole. Nervously I looked at the clock and it was 5:00 in the afternoon.
After stopping and starting several times adding lots of lubricant listening to me moan and groan Judi popped the head of the dildo into my asshole separating my sphincter muscles. Telling me that the worst was over and that the rest of her "cock" would just take some time pushing into me like a drill, Judi told me to take a few deep breaths before she skewered me completely. Grabbing my hips and rotating her body like a power drill Judi slowly and steadily pushed finally sinking the 11in. dildo completely inside my anal canal. The initial impalement was quite painful as my whole body bucked fighting the skewering. Holding onto my hips tightly refusing to allow me to buck myself free Judi continued digging her nails into my hips until I finally submitted settling down completely out of breath and defeated. Kneeling proudly behind me pulling my asscheeks apart to gain even deeper access Judi continued rotating her hips and grinding away promising me that from now on I was going to be hers to fuck as she pleased and my ass was completely hers to use for her own playtimes. Turning the vibrator on my whole body began to buzz sending shivers up and down my spine making my cock rock hard. Judi was also moaning showing that she was enjoying the vibrating sensations inside her vagina. Seeing that the time was right Judi slowly began pulling the dildo in and out of my asshole. Feeling totally at her mercy I had no choice but to just lay there and allow Judi to take me; a role that most men never dream of taking since we do most the work when it come to fucking!
Being on the receiving end of a huge cock was still quite new to me because I was always used to doing the fucking myself like I stated. I assumed as she fucked me being a professional like Judi this was something that was second nature to her. I wondered how many men and women she has fucked this way for her pleasure only. Squirming around I finally found a position that didn't hurt as much as she pounded my asshole with her huge 11 in. silicon cock. The vibrator actually felt good helping me to relax. I could feel my asshole stretching with the dildo pulling out with it on each outward movement. I could tell above me that Judi was totally into fucking me on top and enjoying her end of the dildo vibrating her G spot and clitoris. My cock was rock hard and I wasn't even touching it. I could feel pre-come dripping all over myself as she fucked me. After only five minutes I was already hot and sweaty, Judi never missed a beat slapping my bare ass several times telling me to stay in place and take it like her slave boy should. After ten minutes I could tell by the sounds that Judi already was having an orgasm but she continued fucking me anyway working her body back into another orgiastic frenzy. My asshole was finally relaxed and I was actually quite erotically turned on from getting fucked.
Stopping momentarily with the dildo buried deep in my rectum Judi unstrapped the harness and refastened it to my own waist enabling her to move up and down on her the dildoing her pussy. I felt totally used as Judi pleasured herself undulating lewdly on the dildo emitting pleasureful sounds filling the air with orgasmic delights. I had seen Femdom videos of women strapping dildos to various places on a man's body such as their mouth and even their legs but actually having a double ended dildo restrapped to my waist was something I had never seen or heard of but now I was personally experiencing it. Fucking herself to another orgasm Judi let out screams of joy making me more than a believer that she was using me completely. With the dildo still buried in her pussy and my asshole Judi's restrapped the harness to herself giving me a few more undulations before she finally stopped.
Taking a breather after another orgasm Judi pushed the dildo deep into my ass and just slowly rotated her hips allowing the vibrator to buzz both of us into a pulsing bliss allowing Judi time to preach to me about the joys of female domination. Preaching that assuming this submissive position allowing her to take me like a woman is one of the most intimate ways a woman can show her slave that she owns him completely, promising me that I would be begging her in the future to fuck my ass for sexual relief. Stopping in the middle of the lecture Judi asked me how I was taking the buttfucking. Still out of breath with my asshole in spasms I told her that I was actually enjoying getting fucked by such a powerfully trained dominant woman as herself. I never knew that bending over for a woman could be such a sensual experience. Reminding me that she had just warmed up Judi said she was going to fuck me in several new positions before she was satisfied that she fucked me good.
Pulling the dildo slowly from my ass I could feel my asshole still completely relaxed and dilated ready for her to easily fuck me again. Judi proudly strolled in front of my face wiggling the dildo up and down telling me to open my mouth and suck her "cock". Knowing where the dildo had just been I was a little squeamish but Judi took my ear lobes and literally pulled my mouth over the dildo demanding I start licking, slapping my face as she pushed the dildo down my throat closing off my air passage taking my breath away. Holding her position for a good a 30 seconds Judi preached to me about being an obedient cocksucker. Finally pulling free allowing me to take several deep breaths I quickly obeyed licking and sucking the dildo until it was completely clean. Thanking me for doing a good job Judi began fucking my mouth once again telling me she couldn't wait until she made me suck a real cock.
Greasing up the dildo again standing in front of my face with a big nasty grin complimenting me for taking such a big dick for her promising me much more, Judi ordered me to roll over on my back. Quickly I rolled over knowing exactly what she was going to do after watching several strapon movies. Watching her get back into place Judi grabbed my ankles pushing my legs apart in a big "V" positioning the head of the dildo with her hips only wiggling it back into my dilated anus. This time Judi surprised me by shoving the dildo completely inside of me with one twist forward of her sexy hips. Bending down Judi took my cock into her mouth sucking the glans while fucking me at the same time. I could see her beautiful blue eyes seducing me as she pleasured my cock with her tongue rotating her hips the same way she rolled her tongue around my cock. I was falling in love with this beautiful professional call girl who was doing things to me that no one else even thought about. I couldn't believe she was willing to do such nasty things to me.
Turning the vibrator back on, it actually made my cock vibrate in Judi's mouth taking the art of cocksucking up another notch giving me pleasure that I've never known before. Ordering me to hold my legs open myself Judi grabbed shaft so she could squeeze the base while she took my balls in her left hand pulling them away from my body which insured that I would not ejaculate prematurely making me believe that Judi was saving it for a nastier opportunity. This position actually was more uncomfortable because on my back I could accommodate the huge shaft as easy but as Judi reminded me it was not all about me. I was sure that Judi was enjoying the moment watching me suffer under her, fucking my butthole for her pleasure. Fucking me nice and slow, making sure that the head of the dildo buzzed my prostate gland while sucking the head of my cock I could feel Judi slowly easing up her tension on my balls signaling me that it was OK to come. Looking me in the eyes and giving me a wink it didn't take long and I was soon shooting my precious semen into Judi's skilled mouth. I could tell by the way she was sucking me that she was saving every last drop under her tongue.
Pulling the dildo out of my asshole Judi began spitting my semen of all over the shaft completely coating it with gooey sticky come. I knew what was next when she straddled my neck ordering me to suck her cock. This time I didn't hesitate, sucking and licking watching the grin on her face as I completely cleaned her "cock". Fucking my face and pushing the dildo completely down my throat I was able to swallow the entire shaft balls deep several times giving me quite a sore throat. Complementing me on my cocksucking abilities Judi told me she was still not finished fucking. Popping the dildo out of my mouth like a cork Judi told me that my asshole had some more fucking to do but this time I was going to do the work. I couldn't believe that even after exhausting my supply of semen Judi's would order me back in action with no hope of even getting another erection for some time.
Judi then jumped on the couch wiggling the dildo up and down invited me to sit on her lap. Getting up off the footstool I joined Judi on the couch facing her. Ordering me to sit on it, pointing to the head of the dildo, I straddled her hips high enough so that I was above the head of the dildo. I could feel Judi positioning the cockhead into asshole and once it was in place and she gave my cheeks a slap inviting me to lower myself on her "cock". Slowly and cautiously I impaled myself once again finding myself breast to breast with Judi so that we could French kiss each other as I slowly fucked myself rising up and down on the huge shaft. When I was completely sitting on the dildo we begin kissing passionately as Judi pushed her long tongue down my throat. Grabbing my cock it didn't take her long to get me hard again as all the sensations came alive again as the vibrator buzzed my prostate deep in my asshole. I actually liked this position because I could move so that I could minimize the pain and maximize the pleasure. Judi liked this position as well because we were both close to each other and could fondle and kiss each other at will. I couldn't believe my professional lover talked me into fucking myself this way. I would've never thought a week ago I would be doing something like this. Fucking this way for a good ten minutes Judi finally got bored and decided to try something different. Finishing this position with a long passionate kiss that lasted a good two minutes Judi helped me get off her 'cock" by pushing on my hips forcing me to rise up and off the dildo.
Ordering me to lay on my right side on the couch lifting my left leg so that it rested on the back of the couch giving her easy access to my asshole Judi got in the spoon position behind me pushing the dildo back into my butthole. In this position she could fuck me and with her left hand stroke my cock at the same time. Fucking me as hard as she could I could feel my body slowly getting smashed into the back of the couch. I could tell it was turning her on by the way she was biting my neck almost like a vampiress. I think she was actually drawing some blood and sucking it down hungrily as if she was ritually taking me as her slave. I didn't know that she had wrapped a condom over my erection and by the way she was fiercely rubbing my shaft and fucking my asshole as well as biting my neck both of us came together in minutes. Sliding the semen filled condom off of my cock carefully so as not to spill a drop Judi poured the contents into her own mouth swallowing the entire load. Unbuckling the harness Judi's slowly slid off her end of the dildo nastily taking it into her mouth and licking all of her juices from it. She then slowly pulled the dildo from my gaping asshole and to my surprise I watched her swallow the entire shaft licking it clean.
With a big smile on her face and Judi reminded me that she would never tell someone to do something she wouldn't do herself. Tossing the dildo on the floor jumping into my arms we celebrated with a long passionate kiss. Both of us wanted to 69 yet warning me that Judi does believe in safe sex I was forced to wash my mouth out with soap and gargle with mouthwash washing my lips and face clean of any bacteria and Judi did the same. Grabbing me by the cock we didn't even make it to bed falling on a nice furry fake polar bear rug in the living room instead, 69ing until both of us wildly came once more. This time with a nasty grin on her face Judi's shared the contents of my third orgasm feeding it to me on her long tongue driving down my throat.
