Carolyn was the last of her friends to remain single. It wasn't that she was unattractive, far from it. She was beautiful, athletic and tall, the kind of woman men stop what they're doing to watch as she walks down the street. Men forget themselves when she's nearby. Many a fight was started when a boyfriend isn't subtle enough to look away from his girlfriend when she passes. She grew used to it and though she took a small amount of pleasure in it, it was aggravating and always happened when it was most inconvenient.
At the age of 33 she was already active in women's rights. She had earned her Bachelor's in Psychology at Bryn Mawr and her Master's in Women's Studies at Agnes Scott. Now working on her thesis on "The Societal Expectations of the Post Feminism Woman" her life was filled with talks, lectures and research while her friends had all settled into their post collegiate life as a wives and mothers. Though they seemed happy, she was disappointed when they seemed to disappear, one by one, into the suburbs. Her studies and her meetings with her women's groups began to take the place of her friends. Already her reputation as an activist was growing.
She had not wanted to meet anyone and certainly wasn't looking to meet him when she did. He was far too young for her, obviously an undergrad and most likely working in the campus bookstore to pay for the classes she had passed through years ago. He didn't even look like the type of man she normally would have been attracted to. He was cute, but not handsome, thin and meek rather than strong and masculine. There was something there though, and she was drawn to his smile and was impressed with how intelligent he was.
They talked between the aisles of books and in that short time she picked up on how well acquainted he seemed with Chaucer, Dickens and Voltaire. Even more unbelievable was his love of Bronte and Austen, two of her favorite authors and ones not particularly loved by any man she ever met. On a whim, she gave him her number, ordering him to call her so they could finish their discussion over dinner. He readily accepted, the flash in his eyes betraying his eagerness.
It was obvious on their first evening together that he was not accustomed to dating. Though his appearance was slightly neater than the day they met, he seemed clumsy, almost tripping as he walked in the door. As they talked he nervously fumbled over his words. Usually perturbed by such inadequacies in those around her, she found his strangely endearing. It was obvious he was cowed by her. At first she played up to it, feeling him flinch when she brushed the hair out of his eyes, then watched as his eyes widened when she slowly applied lipstick.
"Alex," she leaned forward, allowing him to smell her perfume. "Why don't you date?" He faltered. "I mean, you're a cute boy. Intelligent, and not impolite. Don't any of your classmates appeal to you?"
He blushed instantly and Carolyn wondered if it was the question or her choice of words. "You date, don't you?" She pressed him. "I mean, I'm not the first woman that's asked you out, am I?"
He looked up nervously and laughed to himself. "First woman, no. First woman to ask me out, well, yeah."
There was a slight smile on her face as she waited for him to elaborate.
"That's not something women do. At least not with me, and not with any of the guys I know." He sat up straight, regaining his composure. "Men are the ones that ask out the women. I haven't heard of it otherwise."
"Alex, how did we get here?" She saw him inhale deeply as she reached and stroked his cheek with one finger.
That had been months ago and though she was hesitant to take him to any of her academic functions, she considered him hers and wanted no other man in her life. It was a relief, actually. Her body, always starved for attention had grown too accustomed to sex toys and her private fantasies. Sex with a man was something she stopped considering, her priorities elsewhere. It had been too long and she never realized how out of practice she was until the first time she took him to bed.
She knew he would be more comfortable in his bed and though there were many nights she considering jumping on him and taking him by force, she waited. It would be much better if they were both at his comfort level, going at the speed he was best with. Finally, when he did kiss her, she wrapped her arms around him and pulled her to him. He let out a tiny squeal into her lips. Despite his inexperience, she found him very skilled at kissing her. He neither pulled nor forced into her, just caressed her lips with his own. They were soft and she found herself bearing into him as the fresh taste of his mouth brought out a reaction from her.
Between her legs she felt him hard and Carolyn only imagined what he would feel like inside her. As their lips played together, she reached between them admiring his length with an eager hand. This calmed him and he exhaled against her slightly.
"Like that, don't we?" she whispered warmly into his ear. In her palm she held his cockhead, feeling it throb beneath his clothes.
He was strong and held her tight. She found herself giving into him unexpectedly. When she squeezed him, her lips were on his neck, just below his ear. Each soft squeeze from her hand brought a sharp jolt from him. "I won't hurt you, love," she whispered. "Relax and give in to me. I'll be good to you."
He exhaled heavily, trusting in her. She reached around to feel his firm ass in his hands and their lips broke. Their eyes met and she stopped, still cupping his tight cheeks.
"Is this ok?" He said, a look of anxiety on his face.
"Of course, why wouldn't it be?" There was a hesitancy and she searched his reaction. "Is this your first time? You're a virgin?" She asked with an obvious touch of excitement.
"No, of course not," He pulled away. Between them his erection was obvious. "It's just been a while."
She reclined on the bed, her sleek legs gliding along the sheets, enticing him. "It's ok," she reassured him. "I know you're nervous. I expect that. You want to please me and you're probably a little bit afraid." He nodded silently. "That's good. I will guide you through it. Making me happy is very important and I'm here to teach you."
She took his hand and pulled him beside her. He sat clumsily, knees locked together, hands folded in his lap. She sensed his nervousness and felt a twinge of pity for him. He was very cute, more than likely he had always been incredibly shy.
"Watch me," she directed, reaching behind her and unclasping the collar of her loose summer dress. It felt to the ground on a current of air and landed at her ankles. She still wore her strappy high heels and, with a practiced move, stepped out of the material, allowing him an open view of her body.
She prided herself on her figure. Realizing it took a concerned effort to remain in shape past thirty, she spent more time at the gym and ate healthier. It showed in her tight belly, long, muscular legs and trim, round ass. She watched as his eyes scanned her being, he hardened and she felt her own body lust and grow wet at the thought of feeling a man after so long.
When she reached to him, he didn't fight or even move to slow her, only allowed his shirt to be pulled from his chest. He was smooth, which seemed in keeping with his personality though he was well developed with a lean, muscular build. Her thumbs pinched his nipples slightly and raised him up. As he stood, one hand reached and ran along her thigh, stopping on her butt. He was gentle and perhaps even a little afraid. Carolyn's nipples firmed at his touch.
"It's been a while for you hasn't it?"
He nodded, his gaze never leaving her inner thighs.
"It's ok," she reassured him. "I'm looking forward to this. I need a man just as you need a woman. Let me lead you."
He was reaction was almost imperceptible and she stroked him softly, across his chest, his outstretched arm and below his navel. When she began to unbutton him, he started and stepped back.
"I know you're nervous, sweetie but I want to see you. Don't be scared."
With a sigh he stepped forward, rigid as her small fingers unbuttoned his pants and reached inside. Beneath his jockeys she felt him full and straining. As she pulled his underwear down he desperately held his breath. His cock, full and stiff, popped straight out at her. Holding it to one side she kissed it lovingly.