You’re at home on the weekend trying to relax but your girlfriend has other plans. She starts asking you crazy hypothetical questions which you try to carefully navigate your way through…
You are extremely excited to have a real goth girl coming over to your place. You don’t really have any experience dating them before but you have a few spooky activities planned that you’re sure she’ll enjoy…
Your mom’s best friend comes over and surprises you in your room. She tells you that your mother and her have decided it’s time for you to have a girlfriend…
After a really rough divorce your good friend let’s you move into his house until you can get back on your feet. His 18 year old daughter is very sweet and helpful. And maybe just a little too excited to have you around…
Just fix the wifi. Please.. C’mon I know you need it too. Well, I’m your babysitter. And while your mom is gone I’m in charge, and your supposed to listen to me.. I’m always very nice to you…
You knew she had a boyfriend when you met her. But she was perfect. You decided to play a wild card… A few months later you’re her gay best friend. Hanging out all the time, texting, shopping… At this point you were pretty sure your crazy plan would never work.. Until it did…
Your thick redhead girlfriend wakes you up after a late night. You tell her you want a few more hours rest. She reminds you that you’re her boyfriend and it’s your job to satisfy her whenever she needs it…
You wake up next to your beautiful new wife, who looks a little tired. Being a mom can be a tough job, and she wants to have a little fun.. But you have to do it quietly…
After a month of dating your new girlfriend she is ready to have sex. You hesitate and nervously explain you want the same thing, but you’re afraid of messing up…
Your sister’s petite blonde best friend is waiting for her to get ready. She’s usually mean to you but today it seems like she might be flirting and keeps asking weird questions…
You wake up late on Saturday after a wild Friday night, next to your perfect thick latina girlfriend. She wants to get some sun. After some persuading you decide to join her outside…
You come home from work and find your perpetually horny girlfriend in bed with your new neighbor. You remind her of what she promised last week in couples therapy…
You wake up next to your perfect latina teen girlfriend. She always wants one thing when she wakes up. You think it’s a little early but of course you do your job because you’re a good boyfriend…
Your sweet blonde girlfriend decides that she doesn’t want to go into work today. And she doesn’t want to go in tomorrow either.. She has a much better idea…
Your two best friends recently downloaded a popular dating app. They’re a little overwhelmed with the amount of matches they’ve received. They wish that there was an easier way to find a good guy…
You meet a beautiful brunette at her house for a first date. You plan on just taking her out to eat and seeing where things go. She tells you that time is of the essence, and shouldn’t be wasted…
While hanging out with your best friend, she starts texting her boyfriend. He’s starting some crazy argument again. He stresses her out all the time. Katrina says she wishes she could just date you, it’s just too bad you’re not attracted to her… You’re not sure you heard her right. You ask her to say […]
Your new girlfriend seems perfect. Petite and blonde and super sweet. But she wants to have sex a lot more than your first girlfriend. You’re not very experienced with sex. You don’t want her to think that she needs to that with you all the time…
You’re waiting at your best friend’s house for him to come home and play video games with you. His crazy hot goth sister comes in the living room and sits on the couch next you. She’s not happy with the guys she’s been dating. She wants to try something different…
You’ve been hanging out with a sweet, funny girl from school. You like her a lot. You haven’t made a move yet because you don’t want her to get the wrong idea…
Your perfect redhead teen girlfriend is a very good student. Maybe a little too good. You teach her that part of a good study session is taking breaks…
Your sister’s best friend comes into your room after a sleepover. She wants to know if it’s true that you’re gay.. You tell her you’re fairly sure about it. She tells you she wants to try an experiment…
Your sister has invited her British best friend to stay at your parent’s house for a few weeks. She keeps acting weird around you and insulting you. You’re not sure why she doesn’t like you, and you start wondering if she’s been flirting with you…
Listen, it’s not as weird as you think… I’m just horny. And your brother cheated on me twice. And he said he was okay with me hooking up with someone else… Yeah, he probably didn’t mean his little brother.. But you’re right here and it would be so much easier this way…
Your hard working professional girlfriend gets home early from work and catches you jerking off.. As the also extremely hard working stay at home boyfriend you offer her your services to help her relax…
You wake up next to your beautiful redhead girlfriend. She forgot to set the alarm. You’re late for work. But you still have time for the most important part of the day…
Your sister’s ex girlfriend stops by your room to say goodbye. You’ve always really liked her and it makes you sad that she won’t be around anymore.. It turns out she’s always liked you too…
Your petite latina girlfriend is too hot. You can’t last more than a few minutes having sex with her. She made a new rule last week, no sex until you can last longer. But you’ve been practicing and you’re ready to give it a shot…
Your sweet teen girlfriend wants to have a threesome with her best friend. You’re excited but not sure you’ll be up to the task. Your girlfriend says you have nothing to worry about…
Your daughter’s ebony teen girlfriend is in your bed telling you that’s she’s been fantasizing about hazing sex with a guy. You’re not sure you heard that right.. She says it’s not cheating because she’s a lesbian, it’s just curiosity…
Your sister’s best friend is in your room, waiting for her to come home so they can hang out. You suggest that instead of just looking at her phone, she should watch you play the greatest video game ever made… But for some strange reason she says that’s a dumb idea. She doesn’t realize how […]
You wake up next to your petite ebony girlfriend. You’re incredibly horny, but she says you’re both going to be late for class if you have sex. You tell her there’s more important things than school…
Your tiny teen girlfriend is a very picky eater. You’re laying on the couch trying to figure out what she wants for lunch… After some arguing, she decides on something you both want…
After a long day relaxing, playing video games, and eating snacks, your girlfriend finally gets home. You’re very excited to have sex with her but for some reason she keeps bringing up that you need to get a job…
Being the good boyfriend you are, you immediately left work when you got a text from your girlfriend that there was an emergency at home… When you arrive home you find out your hot goth girlfriend doesn’t seem to properly understand what the word emergency means…
Your sister’s best friend is hanging out in you room being annoying again. But you know her secret. You decide to let Sidney know that your sister is straight and doesn’t want to be a lesbian. She disagrees and tells you that sexuality is fluid and says she can prove it…
Your thick goth girlfriend has had enough of your 30 second sexscapades. You’ve always used the excuse that she’s just way too hot, but she’s not letting you get away with it this time. You have to make her cum or no more sex…
You’re on vacation for the weekend with your hot college girlfriend. She should be having fun but can’t stop worrying about her test on Monday. You remind her that she’s already studied more than enough. You have something new to teach her…
After a crazy day partying at the beach you wake up in a hotel room next to a beautiful freckle faced girl. You get to know each other for what’s probably the second time…
Your normally sweet girlfriend is fed up with you. She’s tired of you not having a job and not helping out around the house. You agree that she’s right, but remind her that there’s some other things you still do really well…
No, I don’t want to talk. I’m still mad at you… Oh so you’re telling me you like other girls pictures all the time? Not just my best friend’s pictures? You know that makes it even worse right?..
You have been insanely lucky and recently started dating a hot goth girl. You’re about to have sex for the third time and she asks if you’re okay with trying a few new things. You tell her you’re up to try anything…
