The Walter Mitty of Sex & His Mentor

Walter Mitty of Sex

And His Mentor

Whenever Dave looked at a woman, any woman, he always imagined her nude. He couldn't help it, or at least he didn't want to. He enjoyed thinking about woman without clothes in sexual ways when he was doing studying or working at the library, cooking for himself, or doing housework, or just relaxing on the couch watching tv. The women on the television he imagined without clothes, always. If he was at a restaurant and a woman was sitting across from him at a table, he imagined she was hitting on him, trying to seduce him and usually he saw her naked.

But that had never happened, ever. Not ever, even once. No one ever tried to seduce David. Dave was not named Mitty, but for all the similarities he could be. He lived totally in his own head, imagining the world as he wanted it.

If he saw a woman reading at the library where he worked, he would see her seducing someone from the neighborhood, pretending she was playing with the man's cock or offering herself to someone he knew from work or school. She'd be teasing him by opening her legs and letting him have a good look at the personal treasures under her skirt, between her thighs.

Dave would imagine a woman he saw fucking someone on the couch in his apartment while he watched and played with himself. He didn't know why he did it, but he simply couldn't stop himself from picturing a whole sexual scenario as he watched women at the library, in shops, or even walking by his apartment.

It was a daily compulsion that he enjoyed secretly whether he was at work, or in his apartment, at his art table, or sitting at home looking out at the sidewalk during the week when he wasn't working. When he would draw at his art table, he always drew women naked and beautiful.

He'd always had a fertile imagination, even as a child. If he was riding his bike home from school he would imagine he was in the Tour d' France and leading and fighting to win. He always did win those races. He never imagined losing, or not being the best at whatever filled his competition imagination.

The strange thing was, whenever he imagined a woman having sex, it was often not with him, and he knew he liked sex, a lot. He just didn't know what the real thing was like. You had to have had it to know. He was perhaps the only twenty-five year old virgin in all of San Francisco. At least he thought he was. When he imagined a woman having sex, usually it was with someone else.

If he went to a wedding, he always imagined himself fucking the bride, usually in front of everybody at the church. The bride would always seduce him in her wedding dress and often trap him in a church closet while organ music played and people waited for the ceremony to begin. He pictured the bride in his imagination, fucking him in the front of the church, in front of the altar as those at the wedding watched in outrage. She'd just lift up her wedding dress and offer him her bare pussy.

.

He always imagined the woman seduced him and liked it, extremely, and envisioned those women giving blowjobs to construction workers he saw along the way while driving to work. One of his favorite fantasies involved a fellow he worked with, Thomas Wilson, from Jamaica, who was six foot six and most likely had a package of considerable length. He pretended the other librarian did Thomas daily in the fiction section or the patio as he watched them and encouraged them from his desk. Whenever he showered by himself, he pictured a woman coming into the shower and fucking him or Thomas Wilson or sucking them both off in the bathroom of the library.

Thomas Wilson never made passes at the women or the head librarian, but Dave imagined him flirting with her, and he was always polite and respectful, but Dave envisioned him as a bull, being demanding and forceful of his wife, insisting she suck Dave's cock or bend over for him in the biography section of the library.

Dave himself was never forceful or abrasive or insulting sexually to women, but he imagined he was. He was always being seduced by the women he dealt with each day.

He was once at a family gathering and he imagined his sister-in-law being passed around between the men and imagined her sucking guys off in the bathroom during the shuffle board tournament. He saw her talking to someone and he fantasized about her disappearing with him for an hour, picturing her sitting on the counter with her legs wide and her pussy filled with his long, stiff cock.

Not many knew about the secret sex life Dave had constantly, and everyone thought he was a normal, typically sexually insecure kind of guy. They had no idea he was a sexual Walter Mitty, living a make-believe life of fornication and lust. The world was a sexy place for Dave, and every place he looked people were fucking. Constantly.

Dave came home one day and stood watching as his neighbor cooked her family's steaks at the barbecue in her backyard, and he pictured her naked, and he constructed a scenario in his head where she stood for him at the grill and spread her legs, offering him her wares.

Then, as if on cue, Sue saw him watching and waved him over, not in his daydream but real life. "You look like a hot fuck," he heard her say in his imagination. He heard himself ask her how she liked it. "Best fuck in the neighborhood," he imagined her replying.

"You tried them all?" he said back in his imaginary conversation.

"Just most," he imagined she replied.

As he ate dinner with the family next door that night, he watched her as she ate her steak. He pictured her sitting at the table nude, her breasts full and ripe with pink nipples and silver dollar sized areola. He envisioned her with a pearl necklace and a silver bracelet and nothing else except a broad, sexy smile. She was so sexy when she ate her meal that he could barely stand it to sit there and not just stare.

"Do anyone interesting today?" he asked her in his head.

"The mailman, the meter reader, and the pharmacist at CVS," he imagined her saying back.

"Tell me about the mailman," he said in his fantasy.

"He fucked me in the living room, right in front of the window with curtains drawn so the neighbors could watch," he heard her say in his daydream.

His neighbor, Sue, who he never heard use the word fuck before, in his dreams and imagination spoke like a sailor. "He fucked my cunt," she'd tell him when he imagined her describing her encounter with the postal worker.

One Saturday, the day after he'd eaten with them, he was watching her in her yard, and he imagined her watering the plants topless. One of the neighbors, Rawly, was washing his car at the time. Dave walked to his mailbox and nodded to Rawly. His neighbor lady, Sue, looked over at him and said good morning.

"You like a piece of ass?" she asked him in his fantasy. She turned off the water and before going in her house beckoned him over. This time, it wasn't his imagination, she had really motioned for him to come over to her house. It was mid morning, and her kids were at school, her husband was at work, and he knew she was there by herself.

Timidly, he walked to her door. "Come on in Dave. I was wondering, since I know the library is closed today, if you'd like to have lunch with me." This was not in his imagination, it was actually happening. He couldn't believe it.

She brought him lemonade and sat with one in front of her. "I have been watching you lately," she said, "and you seem to be spending a lot of time looking over here. Do you see something over here you like?" she asked with a smile.

"Oh, no," he said, "I mean, yes, but, it's just the neighborhood I am looking at."

"I thought maybe you liked looking at me," she said.

"No, not at all, I mean, well, yes, but I am not looking... "

"It's okay," she said. "I like to be looked at. It's flattering. You like looking at me, Dave?"

"Um, I guess," he said. "You are pretty," he said, "but... "

"I don't mind," she said. "Would you like to see me without anything on?" she asked boldly.

He just nodded. "I like to be naked when I am alone," she said. "You want to see me naked, Dave?"

"Yeah, I mean... yes," he managed to say.

"You want to take my clothes off of me?" she asked standing up and holding her arms out from her sides. "You could start with my top," she said. He clumsily helped her out of her blouse. She took it from him and tossed it aside. "You could take my bra off if you'd like to see my breasts naked," she said.

He fumbled with the snap and finally got it off of her. The bra fell from her shoulders.

He gazed at her bare breasts like they were rare pieces of art. "Do you like them?" she asked.

"Oh, yes," he said more enthusiastically than he intended, and nodding his head. She stood and let him admire her for nearly a minute before she said," Maybe you want to take my shorts off." Without further coaxing he undid her shorts and let then drop to the floor.

"My panties come next," she said. "Take my panties off, Dave, if you want to see what they hide." He put his fingers under her waistband and slipped them down her legs. When she was naked with only her sandals on she kicked them off and took his hand, leading him to the sofa. She sat on the couch and opened her legs, directing him to kneel in front of her.

"You can look at me if you want," she said opening her legs wider. "Have you seen one of these before?" she asked.

"No," he said honestly, looking closely at the pink slit that was exhibited before him, splayed wide and soft and beautiful. It may have been the loveliest thing he'd ever seen.

"You can touch it," she said smiling

Slowly, Dave reached out and put two fingers against the soft flesh of her bare, wet pussy. "You want to get naked, David?" she asked quietly.

He'd never been asked that before. Unable to actually make words, he just nodded once again. Only his mother had ever called him David, but he blushed at fact he was thinking about his mother at such a time. She stood up and started to unbutton his shirt. She lifted it over his shoulders, undid his pants, slid them over his hips, then pulled off his underwear. His erection, suddenly free, sprang out after being held down by his shorts.

He had never been in the presents of a naked woman before, not to mention being the same way in front of one. His face began to redden, both from embarrassment and arousal. He had been terribly turned on before, but only from his fantasies, and never with another human being present.

When he was nude, she sat back down and again opened her legs. "Would you like to put it inside?" she asked.

"In you?" he asked innocently.

She couldn't help but laugh at his naïveté. "Yes," she said. "In me. Would you like to put it in my pussy?"

He had never heard a woman say pussy before, except when meaning a young cat. He mutely nodded his head, knowing all the details from all the porn he had watched, but knowing them only by a vague notion that was a long way from reality.

"You'll have to let me lay down," she said, "so you can get completely in me. Am I right that you've never done this before?" He simply shook his head from side to side. "Well, put the tip against me right here," she said, pointing to her labia lips at the bottom of her slit. "Just move it up and down a few times to wet the head," she said. "Then push it in slowly and I will help you by pressing against you."

She let him get it going in, then she reached out and took hold of his cock and guided it in, pushing her hips forward until he was completely inside her. "Now move it slowly in and out of me," she tutored.

He followed her instructions to the letter and gradually his instincts took over and he began getting the hang of it. Eventually he was fucking her like an old hand and was moving quickly in and out, coating the shaft of his cock with her foam. She was smiling as he fucked her, pleased that she had taught him so well.

It was indeed feeling good to her and she was humping her hips like a wild woman fucking the unsophisticated man from her neighborhood. She had had many lovers besides her husband, and she had been considering seducing David for weeks.

Before getting married, she had been fairly sexually active, having been with twenty-six men, yes she had counted. After her wedding she was faithful, until her husband spent three months in Saudi Arabia. That was just too challenging for her and her need for sex. Her husband had been only gone for two weeks before she became intimate with a man from her church. She coaxed him into a cleaning closet and climbed on his hips, taking him inside her as she clung to his waist, her legs wrapped around him.

She regularly had fantasies about the men at her church and around the neighborhood. When she spotted Dave looking at her so regularly and so intently, so hungrily, she began to put a plan together about seducing the single man from down the street she knew desired her.

Sue was fairly sure David was a virgin. Just something about him, and the fact she never saw him with or talk to a woman other than when she invited him for dinner. His manner made her think he had an active fantasy life, probably imagined him under her.

It interests her when she meets men who have an potent fantasy life. She gets off on introducing men to the realities of a fertile sex life.

After he left that first time, she made him promise to come back regularly. As he left her house his first time she smiled to herself because she was pleased with what they had done, what she had taught him, what she had done with him. Not only did she like sex, she liked even more teaching someone about their sexuality, how to enjoy it, what to do, and how it could enhance your life.

Sue considered herself a philanthropist, a teacher, helping people gain what they hadn't had up to then, a time with her and an experience with sex. She kept notes and wrote detailed accounts of what had happened and how she evaluated the session and the results.

For David she wrote: "Was unschooled and reluctant but achieved an orgasm and it was plentiful and appeared to please him. In his second visit he came in and took his own clothes off and got on the bed and waited for me."

She wrote, "He initiated sex this time. He is coming along. When I first had him over he didn't know a thing, but now he knows how to fuck. He even tried some things on his own. I have confidence that he will be ready to find someone on his own soon. I think my project with David is nearly finished. I just hope so. He has been such a willing student."

Dave still fantasizes daily, imagines fucking nearly every woman he sees, but now, on occasion, he fucks one or two a month, and actually speaks to women on his own. He still has a fertile sexual imagination, but he also has a real sex life that he enjoys immensely and with eagerness and skill. He thanks Sue every night with a celebration of her with his cock in his hand.