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After several months of dating, the beautiful but gullible teen Jessie Kennedy (Elena Koshka) decides she is ready to have sex with her boyfriend for the first time. She is a virgin and wants everything to be perfect. The only thing she is worried about is the risk of getting pregnant. Because she's only 18, still lives at home, and is dependent on her parents, bringing a life into this world would be completely irresponsible. So, she decides she has to get on the pill before the big night. Problem is she has no money ... so she has to try and get extra allowance from her parents. When they say NO, she storms off and decides to take matters into her own hands - by visiting a doctor by herself and convincing him to give her the prescription. She found the physician on the Internet and she figures it'll be easy to use her charms on him to get what she wants.
When she arrives at the appointment, she makes up a lie about why she needs birth control, but the Doctor can see right through her ... and this peaks his perverted curiosity. Through their 'friendly' doctor/patient discussion, he gets her to confess that she really wants them so she can have sex with her boyfriend ... and that she is still a virgin. It seems as if the girl doesn't exactly understand how sex works and the Doctor begins to misinform her on sex education, to see how far he can push things. He suggests giving the girl an exam to make sure she is physically ready to have sex and, naively, she agrees. As he touches her, the teen girl feels very nervous but slightly curious and turned on at the man's hands. She asks him if there is any way he can just give her the pills. The Doctor offers to give her samples, without any charge, as long as the exam proves she is able to. This helps the girl relax ... until the Doctor informs her that his samples won't work until her hymen is broken. If she wants to take them, she'll need to technically lose her virginity first. Crestfallen, the teen asks if there is anything the Doctor can do ... and the Doctor offers to take her virginity in this clinical, professional setting so she will be good to go for her boyfriend. Completely unaware of his true intentions, the teen thanks him and agrees ... and the devious Doctor takes her virginity in his exam room.
A Charitable Man
After dumpster diving for breakfast, homeless virgin teen Hailey (Aubrey Sinclair) stops to sit in a nearby alley. She is filthy and covered in grime from sleeping on the streets. Suddenly a stately town car pulls up beside her and a well-dressed older businessman (Danny Mountain) calls out to ask if she needs help. She waves him off, but the gentleman gets out of the vehicle and crouches down to her eye level. He introduces himself as Derek and offers to take her somewhere to get showered and fed. Responding to the sincerity in his voice and the kindness in his eyes, the innocent girl takes the man's outstretched hand and they drive to his luxurious home. She follows him inside and he shows her to the showers. In the bathroom, she takes in the opulence of her new surroundings. She undresses and washes the dirt from her body. When she comes out of the bathroom wrapped in a towel, the man is in the bedroom preparing a feast of delectable treats for her to eat. As she stuffs her mouths with fresh cherries, he asks how she became homeless. She tells him that her parents disowned her when she turned 18 for moving in with a man against their wishes. After a car accident, she lost her job and fell on hard times. That man who was supporting her became abusive. She left him and she has been trying to make it on her own ever since. The businessman listens sympathetically and tells his story, how he made his fortune in real estate and likes to help young homeless girls come home. He invites the teen to stay with him in his luxurious home for a week or two, and she is so grateful, until he reveals his conditions...