Ivan needs condoms, and who better to go to than the guidance counselor, sexy MILF Jenny Mason. Unfortunately, she's out of condoms. Fortunately, she has a solution: anal sex! A girl can't get pregnant when she gets fucked in the ass or, as Jenny so nicely puts it, "You don't have to worry about getting pregnant if you take it in the rear." As young Ivan is about to find out, 43-year-old Ms. Mason is one of those guidance counselors who believes in showing as well as telling. Turns out you can't get pregnant from sucking cock and balls, either. But what's most interesting about this video is that even though Ivan's cock does go from Jenny's mouth to her asshole, he ends up fucking her pussy. Uh-oh! Danger zone! Is Jenny going to have Ivan's baby? No worries. Jenny sucks off Ivan again and has him cum in her mouth. And that, of course, is another way to keep a girl from getting pregnant while still emptying your nutsac.

Four people are sitting at a bar, two guys, two girls, all of them on the youngish side. One of the guys tells Ivan that a girl across the room is checking him out, but he has eyes for the mature waitress. "You know those kind of women drive me nuts," young Ivan says. "I love them." "Ivan, that woman is old enough to be your mother," one of the girls says. Ivan already knows that. Then Trinity walks over to take their order. She's wearing a short skirt and a tight top. Ivan can barely get his order out of his mouth. He mumbles something about sex on the beach. Trinity thinks he's cute. "Aren't you twice his age?" one of the girls says. "I am twice his age," says Trinity, who at 52 is much more than twice his age. "I'm also twice as good." Then she says to Ivan, "I'll be out in 15 minutes if you want to come join me." Trinity takes him back to her place. She's going to show him the ropes. She tells Ivan that he's going to fuck her. "I am?" he says. Trinity has him eat her pussy and suck her huge clit. Trinity's pussy is good for beginners because her clit is easy to find. Then she sucks his cock, careful so he doesn't bust a nut too quickly. And then, she has Ivan fuck her pussy. He's been ruined for young girls forever. Believe it or not, Trinity used to work at a brothel in Nevada, and one of her clients was a virgin. "He was very excited," she said. "I was very excited. I had to take it very slow with him because I didn't want him to have an orgasm before he got inside of me. He did cum very quickly, but I let him take his time and get hard again so he could have me again. Besides, he had a nice cock." We knew there had to be something in it for her.