Mom comes into your room late at night because she was up getting a glass of water and saw your light still on. Of course she is concerned and wants to see if she can help by rubbing your tummy to relax you. When it becomes obvious that all that nice tummy rubbing gave you an erection, mom decides it’s awkward and she should leave your room. But she’s conflicted, since she caused this issue and knows you won’t be able to relax properly unless you get rid of it! She decides to jerk you off so you can cure your insomnia….

HANDJOBS, MILF, MOMMY ROLEPLAY, MORINA, OLDER WOMAN YOUNGER MAN, TABOO

Continue to download

Your mom is nervous… she’s got her first date tonight since the divorce and she went shopping for a new outfit and can’t decide what to wear. She asks for your help. You saw a picture of this guy and you’re jealous because he’s 10 years younger than your mother. Mom used to be a model, so maybe that’s why she didn’t really feel self-conscious about trying on the outfits in front of me, but I don’t think she realized how sheer her new lingerie is. You can see her bush right through her panties. You try to stop thinking about how sexy your mom is, but then whoops, you are sporting a huge erection. Mom tried to ignore it, but then she sat down beside you and told me everything was going to be ok. Then she unzips your pants and starts stoking your cock! She is so sweet and so reassuring that you don’t feel weird at all… this feels so right! Needless to say, she didn’t end up going on that date!

MATURE, MILF, MOMMY ROLEPLAY, POV, TABOO

Continue to download

Your mom confronts you with an awkward conversation after she discovers mom porn on your computer… she tells you not to view anymore while you live under her roof. But after thinking about it a while, she comes up with a really great incentive for you to get straight As. You do, and she delivers on that promise. You are such a good boy and mom’s going to give you what you’ve been fantasizing about…. and it’s your first time ever, so having someone who loves you guide you through is the best!

MILF, TABOO, OLDER WOMAN / YOUNGER MAN, GFE, VIRTUAL SEX

Continue to download

Your stepmom was involved in a bit of a chemical spill mishap at work…. a failed growth formula for plants. She doesn’t seem too worried, as she tells you how they put her in a quarantine shower for 3 hours afterwards. Well, obviously the shower didn’t work and you wake up the next day to a giantess stepmom. You are surprisingly ok with it and eventually realize that you are more than just ok with it….

GIANTESS, MILF, OLDER WOMAN / YOUNGER MAN, HAIRY BUSH, MOMMY ROLEPLAY

Continue to download

You walk in on your mom webcamming, and needless to say, she is pretty embarassed. She makes excuses for her behavior but she’s even more shocked when you tell her you’re one of her followers. Now is the time to get things in the open, right? You had wanted to pay her for a private webcam session, but now you are about to get a JOI and one-on-one mutual masturbation session!

JOI, MASTURBATION, MILF, TABOO, HAIRY BUSH

Continue to download

Ever wish you could avoid adulting and just shrink down and let your loving milf mom keep you tucked in her cleavage or armpit for warmth, comfort and safety? She will take care of her little man no matter what bad decisions you’ve made to get yourself in this situation.

GIANTESS, MILF, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, SHRINKING FETISH

Continue to download

Milf MoRina is the sweetest, most loving, supportive mom you could ever hope for. When she tucked you in last night, she saw her used panties peeking out from under your pillow. Her kiss lingered… and today she wants to talk to you. Don’t worry, Mom is going to be more supportive and encouraging than you ever imagined… Lots of loving sweet talk as she encourages you to show her exactly what you did with her panties last night!

JOI, MILF, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, TABOO, SFW

Continue to download

Your mom comes into your room because she saw your light was still on and she knows you’ve been having trouble going to bed at night. So much stress – your job and the economy, this Covid-19 coronavirus…. it’s been a rough week and mom will do anything to help you. Mom gets into your bed to talk with you…. she is so sweet and calm, and knows exactly what you need to de-stress and chill out so you can finally get some rest! She offers to jerk you off and you feel a little awkward accepting, but she puts her hand on your cock and starts slowly stroking you. You aren’t going to turn this down, since Mom always does know best.

TABOO, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, ASSISTED MASTURBATION, MILF

Continue to download