When Dr. Kat Dior diagnoses cheerleader Kennedy Kressler with a groin injury, she recommends professional massage as treatment. Kennedy is relieved that she won't require surgery, but confused when Dr. Dior decides to perform the massage therapy herself. The doctor straps on a bottle of oil and climbs onto the massage table, feeling around her patient's thigh muscles. She helps the teen out of her little cheer outfit, exposing her tiny tits and polkadot panties. The doctor takes off her own top, exposing her full round breasts and flat tummy. She asks Kennedy if she has a boyfriend. Kennedy's been going out with a boy on the football team for the past six months. Dr. Kat tells her he doesn't sound great, she shouldn't limit herself at her age. She touches the teen's pussy from behind, probing her gently with her fingers. Kennedy rebukes the doctor's sexual advances. But the sexy doctor has a way with words, and with her tongue. Kennedy thinks it feels really good on her nipples, and on her clit, even if it does go against her morals. But if nobody finds out, then it's probably okay. She lets herself go, while devouring Kat's pussy, surrendering to the waves of pleasure that rip through her body as she cums.
Masseuse Kennedy Kressler prepares an exfoliant rub for her client Penny Pax who complains of muscle pain since the strain of her move. Penny will do anything to feel better at this point, especially if it's recommended by a gorgeous professional like Kennedy. Penny gets undressed for her massage in front of Kennedy. She doesn't feel shy being exposed in front of a girl. Kennedy rubs the exfoliant onto Penny's full natural boobs. Penny loves the soothing massage, encouraging Kennedy to massage harder. Kennedy inspects her neck and shoulder for tension spots and muscle knots, then works to release them. She concentrates her attention on Penny's pectorals, expertly dissipating her client's tension. Penny is succumbing to the sensation of melting away. She encourages Kennedy to grab her breasts, but Kennedy thinks that would be unprofessional. Kennedy wipes away the scrub with a wet towel, and then applies oil to Penny's chest. As Kennedy continues to massage her with the oil, Penny starts to get excited by the tiny masseuse. The lesbian redhead instigates her masseuse to apply a bit more pressure, make a bit more contact with her skin. She wants her to feel the full weight of her naked body pressing onto her. In exchange, she promises to give her a really good review. Kennedy takes it slow and steady, sucking on her tits, licking all the way down to her pretty pussy, while Penny reciprocates the favor!
Admiring her beautiful body, Cherie DeVille undresses herself in her bedroom mirror. Her step daughter Kennedy Kressler walks in, envious to what her mothers has that she lacks; big breasts. Having a fight with her step sister Aline about her boob size, Kennedy is frustrated that no guy will appreciate a girl with a flat chest. Cherie shows compassion to her daughter, letting her know boys like all different size breasts and that Kennedy's are perfect just the way they are.Cherie ensures Kennedy that she is a beautiful young girl and someone out there will definitely appreciate her petite bosoms but Kennedy thinks she will die a virgin because no one will like her the way she is. Cherie asks Kennedy if she is still a virgin and she admits that she was. Cherie thinks that if Kennedy had a little more experience, she wouldn't feel like such a prude. So Cherie steps it up a notch deciding it's time her daughter gains some confidence.Cherie has Kennedy remove her top, idolizing her responsive nipples. Cherie welcomes her step daughter to touch her breasts as she is very fond of such a luscious chest. Kennedy wants Cherie to make her feel confident in her own skin and in order to do so, she has her mother remove her jean shorts and begins to lick her pussy. As Cherie continues to eat out her daughters pussy, Kennedy feels a sensational rush down below experiencing her first ever orgasm. Cherie takes Kennedy's legs and spreads them right open getting a perfect glimpse of her shaved,soft pussy. Kennedy feels another rush where she will cum but Cherie was in charge and asked her to place herself on bed frame so her daughter can cum right in her face. It's Cherie's turn to have sexual rush and places her pussy in Kennedy's face, using her tongue to achieve an intense orgasm. After Kennedy's first sexual experience, she now had full confidence in herself and that she is beautiful just the way she is!