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Your son is getting married to Penny Pax. You will never understand how he bagged a busty redhead like that, he's the kind of guy that works out 6 times a week, shaves his chest, and plays by the book 24/7 - he's a bit of a pussy. You on the other hand, regularly skip work, and slam loose women. When Penny comes to you before her wedding night and complains about issues in the bedroom, she confesses her DILF fantasy to you. She hasn't felt a hard cock inside her for a while now, so she's keen to get every inch of you inside her before she ties the knot. You're going to hell anyway, go for it.


One of the beauties of VR is that it allows you to step into someone else's shoes. Today, you're Lexi Belle's lesbian lover, Alana Cruise. You're sunbathing by the pool when Lexi struts over and reminds you of her strict no clothes by the pool policy and proceeds to strip off your bikini. Hiding just out of view from the rest of her party guests, she fetches her strap-on and puts it on you. She wants to be fucked and you're the only one who knows how to truly please her, so go ahead and be a good pussy pal and make her cum over and over again.


The last thing you remember is your car slamming into a telephone pole. The accident sent you into a 3-week coma and your prognosis wasn't good. When your fiance Nina comes to see you, things go from bad to worse and as you flatline, she is obliged to break out the defibrillator. After the shock, Nina notices something hard under your gown. Hey, it's a sign of life, right? In a desperate bid to resuscitate you, she strips and mounts herself on your comatose cock. She cums twice before you even wake up and when you finally stir, Nina's ass is pressed against your cock - she's ready for more.


It's the dead of winter and the power has been out since last night. It's too cold to go anywhere else and the fireplace is barely keeping you and Alex Grey warm, but she's got an idea to keep you both warm and entertained. The petite blonde slut begins playing with herself right on top of you, massaging her perky tits and wrapping her lips around your dick. When you're inside her and her pussy juices are running down your cock you begin to hope that the power never comes back on.


After a series of unfortunate events, you've spiraled into a bit of a depression and become somewhat of a hermit. You haven't left the house in days, your living room is a mess - full of empty cans and pizza boxes. You've duct taped all the remotes for your electronics together and dubbed it "Megatron". You're in a rut. When Riley Reid pays you a surprise visit, everything changes. Turns out Riley's tight wet pussy is a very effective treatment for a case of blues.


Lily has always been a saint. On Sunday mornings she's always trying to get you to go to church with her, but you've never really thought of yourself as a religious man. Insisting that it will be "good for you" and that the parish is "open minded" but noticing it's not going anywhere, she decides to bribe you. And she does so with some very unholy methods. Once she starts sucking your dick and fucking you, that's it - you have found your faith.


Ashley Anderson has her big interview today. You got up early and made her breakfast to ensure she'd have a nice, relaxing morning. She loves avocado on spelt bread as much as the next girl but the only breakfast that she's interested in today is your dick. The second Ashley has her lips around you, her stress levels begin to drop, by the time she manages to squeeze you inside her pussy, she's as relaxed as can be. Hopefully, her interviewer won't notice your cum dripping down her leg during the interview.


You never enter radio contests, but something compelled you to call into KCUF when Aaliyah Love announced a contest in which the winner wins a live studio fuck session. Aaliyah's husband cheated on her last night, so she is keen to broadcast her quivering orgasm to as many listeners as she possibly can in the greater LA area. She was never your favorite disk jockey, but she's quickly becoming your favorite dick jockey. Saddle up and get ready to fuck this blonde babe on air at KCUF. No pressure, they just have a listenership of 90,000 people.


You haven't taken this summer internship seriously at all and your boss, Chanel Preston is fed up. She has a big meeting coming up with some key stakeholders and she needs to de-stress immediately. She demands a stress relief fuck. Even though you still don't know how to transfer a phone call or work the coffee machine, you are confident you can help her out. Without warning, Ms. Preston strips in front of you and sandwiches your dick between her huge tits before gripping your cock with her tight pussy. In about an hour, she will be sitting with the board of directors discussing 2018 marketing strategies with your cum still dripping out of her.


You've come a long way in your career as a gigolo. Just a couple years ago you were slammin' Cougars in cheap Vegas hotel rooms for a hundred bucks a piece, but now you're very much in demand and your RRP has skyrocketed. Your latest client is the stunning Aidra Fox, and she's done her research. When she comes to you with $10,000, she knows that she'll get her money's worth. She immediately mounts you and starts teasing you - sliding her finger into her tight asshole and sucking your cock. Once you're inside that slippery warm pussy, you almost consider letting her have this one on the house. Almost. Needless to say, today won't exactly be a rough day at the office.


It’s a big step in life to become a home owner but your real estate agent, Brooklyn Chase has guided you through every step of the way. Closing the sale has got her dripping wet and now she wants to collect her “cummission”. She strips and whispers, “I want you to cum inside me” before shoving her huge tits in your face and pushing your cock to the back of her throat. You're ready and feeling like a king so go ahead, christen your new living room with this sexy golden-haired real estate mogul before the mortgage repayments kick in.


When your girlfriend's daughter, Aubrey Sinclair comes home and begins to complain about the guys at her school not being able to fuck her properly, it's awkward but there's a definite atmosphere. All that she really wants is a man that will cover her face in cum, and she's nominated you for the job. You know it's wrong, you do. But when she begins stripping for you and fingering her tight teen pussy right before your eyes, there's no turning back. It's time to show her what it's like to fuck a real man.