Video Description: In episode six of diary of a sex worker Kelly is saying bye to “john” (the main character who initiated the documentary) He asks a few more questions and Kelly makes a few further confessions, speaking about her clients she’ll be pleasing and entertaining this same evening after he leaves. She mentions JOI and finds it cute he doesn’t know that it stands for Jerk Off Instructions, she decides to give him a little preview of what exactly a JOI session can look like. She starts teasing, touching herself, playing with her pretty pussy, dirty talking and telling him (YOU POV Viewer) exactly how to stroke for her until you both reach climax as she tells you she’s getting close and gives you a count down and you cum together. Shortly after her phone rings and she takes the call, from overhearing the call it seems to be another sex worker friend, maybe coworker? When she gets off the phone, she says it looks like it’s going to be an even longer night, she’s taking on one of her “friends” regulars and speaks briefly about helping each other out occasionally and how that works. Something about a virgin, she’s unsure if he wants to roleplay or is genuinely a virgin, regardless…your time it up and she sees you out. The next scene is Kellys panty fetish/twerking client (POV for viewer throughout) Kelly teases, twerking in various positions, taking her time to really tease you and entice you with her perfect round ass, bouncing it up and down for you, slowly stripping from her clothes down to her panties and then bending over for you her big fat ass bouncing. She bends forward, removes her panties and stuffs them inside her pussy and brings herself to orgasm and slowly pulls them from her pussy, shoves them into her mouth and bends over the bed ready for you to fuck her deep and hard. Pausing to switch outfits and a new pair of panties she repeats the twerking, teasing, striping from her sexy red dress, stuffing the panties inside her and then pulling your cock inside her with her stuffed panties fucking them deep into her. She again bends over and pulls them from her pussy slowly, shoves them into her mouth and you fuck her again doggystyle until you cover her ass in cum and she invites you to her shower to clean you off.

Video Description: You’ve been having an affair with the well-known neighborhood whore. Cheating on your wife with this known homewrecking neighbor. She tends to start affairs mesmerize husbands and then dumps them when they finally decide to leave their wives, or so rumor has it. Each time your wife steps out Kelly knocks at your door, each time getting riskier and more frequent, but the sex is unbelievably good and there’s something about this hot sexy red headed MILF you cant seem to resist and consistently risk your marriage and getting caught with. Today is no different, your wife left to run a few errands and Kelly is at your door wearing a nice coat hiding a very sexy and revealing outfit underneath, you never tell her no, how could you. The way she walks, talks, undresses, desires you, you’ve never cum so much or had such a fulfilled sex life before. She teases you, taunts you, strips for you, leaving her clothes all throughout your house, begging to be caught, enticing you to leave your wife so you can fuck all the time. filling her pussy full of cum and then frantically trying to get her to leave as quickly as possible trying to resist the urge to fuck her again, hoping your wife doesn’t come home sooner than expected. Wondering what the neighbors might think, or say… or know…?

Video Description: In episode seven of Diary of a Sex Worker Kelly is meeting with her NEW Client that her friend sent her way. She forgets to turn off the camera and when she greets him, he is shy, awkward, nervous, and slightly confused asking where her friend is. Kelly apologies and offers to cancel the appointment his worker should have told him what to expect. He notices the camera and Kelly is apologetic and kind, and he decides to keep the apt with Kelly as she is breath taking and there’s something that feels comfortable about her. They sit a chat for a moment, Kelly is trying to get a feel of her new client’s needs, seems the both of you not only have A lot in common, but it also seems you have a lot of strange similarities between you to. Kelly brushes it off thinking she must just be on edge from all the confessions she’s been making earlier that day. When she asks if he’s a virgin he asks to turn of the camera and she does. (The remainder of the video is POV of the new client) You share with Kelly that you are a virgin and that you’ve been a regular learning various ways to please himself and women. She’s intrigued and asks if you’d like a massage, you offer to massage her instead, she sits back with her feet on your lap, teasing you a bit spreading her legs revealing she isn’t wearing any panties. She plays gently with herself, teasing you, enticing you, then leaning closely to kiss, and make out with you. She asks if you’d like to learn how to make a women cum, she fingers herself, teasing you, and walking you step by step how to touch, tease, linger, and finger her till an explosive squirting orgasm, you ask to taste her and try out some of the techniques she just taught you and she sits back and you make her orgasm even harder… your both aroused and she asks to taste you, to please you and you agree. She strokes you, tastes you sucks you, and then notices you seem anxious, she pauses and asks if you’d like to slow things down or stop. You confess you heard she may have breastmilk, Kelly catches on rather quickly and escalates wondering if a stepmotherly roleplay would also appease you and it does. She covers your cock in milk, sucking, spraying, licking, tasting, telling you what a good boy you are. Escalating the stepmom dirty talk as she can tell it is exciting you, she tells you she wants you and she starts riding your cock, bending over in doggy style, missionary, kissing, making out, fuck stepmother, (beautiful agony) onto the bed until you can’t help but explode inside of her. She’s surprised, normally she doesn’t get so lost in an orgasm she forgets to have you cum anywhere but inside her. But she tries her best to not make a big deal of this, she can tell your lost in your arousal and still lusting for her and time is running out… she invites you to shower. She checks in with a client and you notice a small heart tattoo that seems so familiar… and when you ask, she says “Love is a Roller Coaster” and you nearly faint. Kelly instantly comforts you and brings you water, she thinks your lust sick, and hooked on her and just not thinking clearly, she tries her best to let you down easily to not ruin the mood, but when you are persistent… eventually it sets in… OMG. You’re my stepSON!?

Video Description: Your stepmother comes into your room wearing only a robe which is completely out of character for her, you’re curious but not quite sure what to say or ask. You’ve noticed ever since she helped relieve you the way she gazes at you, her eyes wandering towards you more frequently than before, but you thought it was all in your head, or is it? She says nothing and excuses herself and you can’t help but wonder what she was planning on asking you but then stopped herself or did she. The bathroom door is not only unlocked but open and you can’t help yourself but gaze upon her naked body in the bath, frozen by her beauty, her huge all natural breasts, consumed with lust for your stepmother, you stand and stare helpless to her naked body. She notices you and welcomes you in, eager to taste and help you yet again, your surprised and unbelievably aroused and before your thoughts catch up to your throbbing hard cock...your stepmothers’ hands, mouth, lips, tongue swallow your cock. Inviting you into her bath she bathes you with her mouth and spit until you flood her mouth and throat full of your sperm. Still aroused she wants to show you, move lead your still firm cock into her ass. Consumed by anal lust you fill your stepmother’s ass with your cum and gaze and enjoy the view of your sperm spilling from her ass. She invites you to rest with her in her room, something she’s never asked before and when she enters your room naked you feel embarrassed you didn’t lay naked as she had asked, claiming she’ll have to punish you later for your lack of listening you pay little attention as she mounts you doggy style, your cock throbbing hard as she grabs you and shoves you again deep within her ass. Once again filling her ass with cum.

Video Description: It’s been a few months and Kelly has gotten into the routine of pleasing your roommate so she can maintain a roof over her head. She still can’t afford rent or much else, so she’s taken on servicing your roommate whenever and wherever. They’ve even grown closer together, spending more time together… but kelly is starting to worry after a few days of your roommate not initiating sex that he may be growing bored of her… so she puts on her heels and pig tails, his favorite and joins him completely naked in the living room, simply hoping you don’t come home early. She’s already been caught once before by her stepson and doesn’t want to get caught again, but she also needs your roommate to cover her living expenses still and wants to keep him happy. Unfortunately, he seems uninterested, so she continues to entice him, stroking him, sucking him and starts riding him, lost in arousal neither of them notices her stepson come in through the front door catching your stepmother reverse cowgirl style riding your roommate, you close your eyes in disgust and start yelling at them. Your stepmother follows you to your room and gives it right back to you, pay her way or deal with what she must do! But getting caught excites your roommate and he tells your stepmother to go get you, he wants you to watch him fuck your stepmother!?! Kelly tries to convince him otherwise… but can’t. She storms back to your room and reminds you that apparently you haven’t been covering your portion of the rent either!? And if you don’t come watch her, get fucked then your both literally FUCKED!! So just do what you’re told! Reluctantly you sit down in the living room and watch your roommate fuck your stepmother, and she’s a squirter… they are both getting off on you watching and you don’t know what to think, and when he has your stepmother lick his cum from the floor after it spilled out of her pussy… you have had enough and leave and slam your door shut.