Thirty year old virgins are rare in America but they do exist. As a former nun Ruth had no sexual experience beyond some kissing on high school dates. She had gone to a religious college and entered the convent after graduation. Now she found herself in therapy as she tried to assimilate into normal everyday culture. Sexual inexperience was only a one part of the psychological transition; she had to adjust to living by herself, managing a job and finances, guilt about leaving her ministry and more.
One of her burdens was a dramatically sexy body. She'd always been athletic and disciplined in how she ate and exercised. Nature had added a height of 5 foot 8 inches, shapely long legs and a 34DD bust. While she had absolutely no sexual experience she knew that men lusted for her. She'd had men staring at her since puberty and hitting on her often. She'd always dressed very conservatively which helped disguise her body but inevitably guys would notice her top heavy body and become interested in her.
In the stifling environment of her college the male students tended to be passive but casual encounters with men in society almost always involved having to shun unwanted advances. Even as a nun she was employed in a public library which put her in contact with men. Fortunately for her the average guy in the library was elderly but even they seemed to stare a bit too long.
On leaving her religious life Ruth needed and found a better paying job in a corporate office consisting of mostly women and a few married men. She could sense their stares at her chest and legs but didn't need to fend off anyone which was a huge relief. She slowly got up the courage to buy some new less conservative clothes- nothing sexy but at least not as baggy and shapeless as had been her norm. While nervous about it she knew she needed to find a social life.
She knew she was putting the cart before the horse but one of her first steps was to visit a gynecologist and get a prescription for birth control pills. The doctor didn't pry about her sex life but soon realized her patient had never had a gyno exam and was sexually naïve. Ruth learned about self-exams of her breasts and basic sex education- knowledge she knew was important.
Being on her own and wanting to join society as an average woman meant she'd have to learn how to begin accepting some male attention. She'd started cautiously by joining a church singing group and participating in church based community projects. It was through one of these groups that she met Bill. They served together several times at a soup kitchen and she found him to be interesting, funny and non- threatening.
They went on one date which ended with a chaste goodnight kiss. Ruth expected a second date and while looking forward to it was very nervous about Bill's sexual expectations. Early on their second date she'd explained her religious background and lack of any experience with men. She wondered out loud if Bill could be patient with her- allowing her time to 'grow up' at her own pace. She made a joke of her having the sexual experience of a nerdy eighth grader who dreamed about romantic encounters with a man but was unprepared and not ready to become sexually active. Bill said he enjoyed her company and would love to go on more dates with her. He assured her that he'd be patient and looked forward to sharing her new life experiences as a friend. He'd help her learn about romance and sex but wouldn't push her. He also admitted to his own limited sexual experience which comforted her.
They dated for several months with Bill being a gentleman and teacher. Throughout that period Ruth relied heavily on her therapist as she gradually grew out of her restricted life and embraced new experiences. The therapy sessions covered a myriad of issues but included some sex education and discussions of sexuality with a focus on what to expect from a male in a deepening relationship. On the sexual front Bill was her boyfriend, teacher and eventually, her lover. She made great progress- gradually allowing and enjoying Bill's verbal and physical lessons in intimacy.
They shared many of her milestones. For example, when he first got to partially uncover Ruth's body Bill found lingerie fit for a grandmother or nun. He tried to be gentlemanly but suggested strongly that she needed to update and feminize her bras and panties. He offered to escort her to a lingerie store and pay for whatever she chose to buy up to a thousand dollars. She blushed, thanked him for his offer but demurred. He assured her that he'd wait near the cashier and leave the shopping to Ruth and the sales woman. She didn't agree at the time but after her next therapy session announced that she was ready to replace her institutional wardrobe. They went together and she made numerous purchases which Bill was not invited to see even though he paid the bill of over $400.
Even in her old fashioned white cotton bra and panties Ruth's body was obviously of porn star quality. He didn't use that description but lavished praise on her fitness and beauty. Over the next weeks she got used to wearing sexier lingerie. Bill took her shopping again and bought her some heels and perfume. She felt good about herself and Bill lavished praise on her beauty and personal growth.
On successive dates they made out passionately wearing fewer and fewer clothes. He was thrilled to find that she enjoyed his sexual attention. While he went slowly he was able to gradually get her topless and then naked.
He was in awe of her breasts and nipples- spending what seemed like hours in worshipping them with his hands and mouth. Ruth was overwhelmed by arousal from his nipple play. When he first uncovered her breasts she was embarrassed and apologetic about what she considered her ugly nipples. She explained that she'd always thought of her big breasts and protruding nipples as meant to sustain a baby and thus wasted on her. Bill did his best to persuade her otherwise with both words and gentle caressing of her breasts. It took a while but as Ruth became aroused she seemed to willingly accept her breasts as a sexual organ. Indeed, her sensitive nipples soon became Bill's new teaching tool- sexual excitement made Ruth an eager student. He loved to feel her up and to worship her big nipples and she loved everything he did.
Her first orgasm came from his attention to her nipples; it was huge and she was clearly anxious to experience more in the future. These came frequently on their future dates as Bill expanded his play to her vaginal area and eventually to full on sex. While still conservative Ruth loved becoming a sexual woman for the first time in her life.
Ruth took Bill by surprise when she asked him to come with her for her next therapy session. She said her therapist, Mona, invited him. She wanted his view of Ruth's progress and any problems in the area of intimacy.
Bill had mixed feelings about attending Ruth's therapy session. It would be embarrassing to tell the therapist, Mona, about their sexual experimentation. On the other hand, while he hadn't met Mona she'd been largely responsible for his and his girlfriend's new sexual knowledge and the huge pleasure they'd recently shared. He at least owed her a 'thank you'.
Ruth made it clear she really wanted him to come. She'd told him that Mona was attractive- sexy even while being professional- and had a very large bust. Ruth suggested that he could give a sexy report and view it as foreplay. He'd definitely get rewarded after the session. She'd said, "Tell a dirty version of what we did. If you can turn Mona on it'll turn me on too and I'll reward you."
