You weren’t planning on entering this st*pid contest. 10 girls judging however many guys based on d*ck pics, measurements, gooning sessions. So ridiculous. But then you find out your crush, Sophia, is one of the girls. You know you’re big–you’ve watched enough p*rn to know that–but you figure you’ll have some competition.

Turns out it’s not even close! The first “tier” of the contest is just size, and you win by a landslide 2”! Never mind the girth. Second test is gooning session, and you destroy the competition there, too–for the past few years, you’ve made sure you have all your homework done before you get home so you can close your door, tell your parents you’re “studying,” and engage in your favorite hobby: long, slow gooning sessions ‘til dinner.

But then... your stepmom finds out. Her friend Amanda’s stepson left his phone out–unlocked!--when he took a shower, she found it all. She called your stepmom, they talked, and now your stepmom is demanding to see your phone. “I’m so disappointed,” she says, although for a disappointed stepmom, she’s staring at your entry pics and videos pretty hard. And honestly, she seems pretty horny. She seems really horny, actually. Maybe horny enough to make some bad choices.

Of course, you don’t dive into it. You want her to think it’s her idea. You tell her about the next tier, about how important it is to keep going, keep your lead, and fit in with everyone else. She’s always been kind of pushover when you play the pouty game. And this is no exception. But, you tell her, you’ve never j*rked off in front of an audience before, and that’s tier 3.

“Never?” she says, admitting that mutual masturbation was a favorite of hers when she was your age. Wow, this is working faster and harder than you even thought it would. Amazing. You put on your best sheepish, pouty look and ask if she’d be willing to help you practice. She is, understandably, reluctant at first. I mean, what stepmom wouldn’t be? But you work her a bit, and you know it won’t take much: she’s playing with her mouth, she keeps looking back at your phone–at your c*ck, g*d, your stepmother is staring at your big, hard c*ck! So you take it out. And there’s no turning back.

You stroke and ask her to watch, that you need the pressure of her watching to really practice, to win the next tier. Then she surprises you with something. First, she asks to see the pics Amanda told her about, the ones the girls judging sent. “Show me your favorite girl,” she says. She looks at the pictures of Sophia and you can tell she’s getting turned on. Wow!

She blames the pregnancy hormones, says they’re making her feel like she’s y*ung again. Hormones raging, out of control. Then comes a confession: when she was your age, she had a crush on her boyfriend’s stepmom. She fantasized about her. About straddling her, sucking her tits, while her boyfriend took turns in each of their h*les. Jesus Christ. She’s telling you about l*cking Sophia’s p*ssy, holding her legs open for you to enter her tight, pretty p*ssy.

You’re not really sure how long you can last, listening to this all. You can’t believe how far she’s taking this, how into it she is! She urges you not to, but you c*m, pumping into your fist while your stepmother caresses her soaking wet clit.

“Well, I think we’ll have to practice a lot more,” she tells you, assuring that the next week is going to be very, very fun...

Stepmom Helps You Win HD