Letters Ix Continued

In reality, Maria was 48, but no one could ever pin her age just to look at her. She'd always looked younger than her age. When she'd graduated from U Penn, she was 23 and she still had braces. After graduation she moved back to SoCal and got an apartment in Long Beach with three friends from Uni. They shared an apartment and all got jobs, they planned on kicking around for a year to figure out what to do next. It would be some form of graduate school for each of them, they were privileged white girls with degrees from Ivy League schools. They also planned on cutting loose. Maria went into porn, just the outskirts of it, she did it for fun, not because she had to.

She would meet him in just six months in his timeline. He would be 28, she would be 23, they would fall in love, move to Portland. She would dump him eventually, despite his marriage proposal and the lame ring he'd give her on bended knee. She'd actually laughed at him when he gave it to her. He was drunk and could barely speak. He was a fool. She did love him though, but just because of the sex. He could make her orgasm like no man could. She was also bisexual and prefered women because they knew how to make her cum. He was the first man to make her cum with his mouth. She'd had men make her orgasm. Men in porn, with huge cocks that simply because of their sheer size had made her orgasm. But, he was so good to her she couldn't bring herself to leave him.

She would leave him once she went to law school in Chicago. She'd found a better man, and a smart man. A competent and savvy man. He was a simpleton. A rube. Once he'd come to Chicago to surprise her for her birthday and Maria took him and all of her law school friends out on the town and all of her friends had laughed and teased her later after he'd gone. How simple he was. He had no idea. But she'd fucked him one last time before sending back home unwittingly, blissfully unaware that she'd dump him in just a week's time.

She finished law school at the top of her class, got a job at a top law firm in Boston, found a man to marry and bear two children with and eventually divorce. When she was 48 she went back to Portland for a huge case and rented a small house for almost a year. She'd lived in Portland for three years with him. They'd moved there together. He was going to start school at PSU and she was going to do her charitable work with Habitat for Humanity that would help her get into Northwestern a couple years later. She knew Portland well. She rented a house in Washington Park overlooking the city on the west hills. She worked and spent quiet time in her small house next to the rose garden while her teenage kids stayed back in Boston. They didn't want to leave school and stayed back with the nanny. She used to love walking the rose garden, it was a massive garden with many secret nooks and crannies to get lost in.

It was during this time, in one of the secret nooks that she'd found the time portal. That's how she described it to herself. She was walking in a remote area of the garden near an area of exposed basalt with a sheer drop off that was cut off from access. She found herself there overlooking the cliff and staring down at the city far below. She could see Mt Hood shimmering in the glow of the sunset. She suddenly felt herself vertigo and waver and when she'd recovered and found her way back to her little house it was clear that something had happened.

It took her a while but she eventually realized she had slipped through a time warp and was back in 1999, the summer before she'd met him.

Of course she'd gone through all the denials, the questions, the disbeliefs, but eventually, when all the evidence pointed to the same conclusion, she reconciled the mystical occurrence and accepted her senses. She had traveled through time.

She tested it out. She returned to the spot in the rose garden several times just to make sure it was stable and reliable. Maria was an adventurous spirit at heart and she wanted to believe in magic so this happening to her seemed to fit and she embraced it.

She had no idea why it dropped her at this time of her life. She didn't want to risk telling anyone and testing so she kept it to herself. She had questions, but she contented herself to her experience and that's when it dawned on her to go to Long Beach and seduce him, now, as a 48 year old woman.

She had spent four years of her life with him. Four years of the prime years of her life. Not an exorbitant amount of time, but significant nonetheless. She'd recalled telling him one time that he'd wasted four of the most valuable years of her prime. She'd genuinely believed that it was a waste of time because he'd given her nothing except a bunch of good sex. She knew now, at 48, that she couldn't have been more mistaken. Her prime was yet to come and if she was honest with herself, she was still in her prime. She'd felt bad about saying those things to him. She wanted to somehow make it up to him. She knew him well and she knew, with all of her knowledge and experience, she could really give him a treat. That's when she decided to go visit him, right before he and she would meet.

She woke up the following day after giving him a bag full of Vanity Fair panties. She knew him so well. When he arrived at her hotel room in Long Beach, and she was dressed only in her robe, panties, and satin white high heels, that when his eyes traveled from her eyes, down her body, and settled on her heeled and manicured feet that he was still that same sex-starved cross-dressing, feminized sissy boy she fell in love with so many years ago, that she had him.

She felt that same tingling deep down inside her. She wanted to control this young "boy" as she perceived him now, as an older woman. She had so much power now, she knew if she could get him to open up to her, to reveal his hidden secrets to her now, she could open him up and make him blossom. She needed to go and meet her 23 year-old self, tell her what she knew, work with her to open him up. She knew how their lives would unravel from here. She knew her 23 year-old self was a passionate young woman who loved unconditionally, and she knew she had to tell her everything, that if she would just listen to her, her 23 year-old self could help her blossom this young man into the feminine creature he so desired. She wanted this for her, her younger self and for him.

"This is going to sound impossible to you," she told her younger self. 23 year old Maria worked days at a video store and at night she would go down to the marina and party on Carl the porn producer's boat.

The two Marias stood outside, behind the video store and smoked cigarettes and drank coffee. Older Maria stepped back and told younger Maria to look at her. Then she stood next to her and turned them both so they were facing the glass of the video store. In the hazy reflection of the glass it was clear that these two women were one and the same. Younger Maria jumped back and shook her head.

"Are we related?" This was the first of many questions younger Maria asked to try and make sense of who this woman was. When she finally calmed down enough, older Maria explained everything. Younger Maria was stunned, but she believed it, eventually. It was when older Maria told her about their father's abuse, something neither of them had revealed to anyone, that she finally knew it was really happening.

Older Maria told her younger self about how she would meet him in six months and how they would fall in love, move to Portland, habitat for humanity, law school, the many relationships, the job at the law firm, her precious babies, the divorce, and then the portal. She tried to keep it from her younger self but she insisted. Younger Maria had dreams of something like this, something out of a movie happening to her, something definitively unique and that made her special. Every time older Maria tried to stop, or warn her that the future wasn't completely written, she would beg for more until there was nothing left to tell.

The two Marias were infatuated with each other. They loved talking and looking at themselves. Older Maria examined her younger self like an admirer of beauty, and younger Maria scanned every inch of her older self for signs of decay or neglect.

"You look fantastic!" She told older Maria.

Older Maria blushed and deflected the complement. "You're sweet Maria," she said. It felt strange to refer to her by name, in the third person. "You look amazing, I'd kill to be back in that body."

They laughed and soon younger Maria had to return from her lunch break but they arranged to have drinks at the hotel that night.

Dominique had to work at the juice bar later that afternoon. She'd slept in after her night at his studio. She'd left shortly after they'd finished, both of them very satisfied. She teased him when he'd called out Jackie's name while orgasming. It didn't bother her, not in the least. It would have if she'd at all taken him seriously as a potential mate.

She was arranged to marry the son of another powerful sudanese family once her "sabbatical" was over. But, even if she wasn't, she would never entertain the idea of him for a mate. He was just so ignorant about everything. She doubted he could even point out Sudan on a map. But he was sweet, and despite his crossdressing, he was a good fuck.

She had breakfast in the garden of her apartment complex and worked on a lecture she had to give later that week in LA. Her security man sat with her reading a book. No one else in the complex ever used the garden so they had the whole thing to themselves and she could work uninterrupted. It was an exclusive complex and her neighbors only ever said hello and good evening, a very polite and discrete setting.

Later at the juice bar, she'd tell Kym, the assistant manager, everything about her night with him. She couldn't resist, especially because Kym knew something was up as soon as she walked in and saw her.

Kym was shocked, but because Dominique had made it sound so intriguing she kind of found it exciting. He was so not gay in his demeanor and dress. He always wore basketball shorts and sneakers, and usually a ball cap, and some nondescript dark colored t-shirt. He played basketball, surfed, and drank beer, nothing about him said gay, or even bi. He flirted with all the girls at the juice bar, staff and customers.

Dominique even told her about Maria, the woman with the panties, supposedly from the future. After some back and forth, they both chalked it up to some fantastic story he'd made up to justify his fetish.

Kym knew Dominique's story, how she was in LA on an exchange program, a public/diplomatic relations sabbatical and Dominique knew all of Kym's story, they were besties. They worked the juice bar, just the two of them. Sundays were slow but steady. During slow periods they'd go out back and hit a joint and that kept the boredom at bay.

Around five it picked up and a woman came in and ordered a wheat grass and smoothie.

"I know Otto's not working today," she said to Kym after placing her order. "But can you please make sure he gets this?"

Kym assured her she'd give it to him as Dominique started making her order. When she left and the juice bar emptied out, they both went to the back to see what was in the bag. It was similar to the bag he'd had with him the night before but inside was an expensive looking gift box, not wrapped and easily accessible. They looked at each other, both of them grinning and Kym reached in and set it on the table.

They lifted off the lid and nestled in a bed of tissue paper was a satin garment neither of them recognized. Dominique lifted it gently and opened it revealing a very vintage, but sexy satin and lace open-bottomed girdle. They counted six satin straps for holding up stockings. Dominique looked inside and found the matching stockings flat in the bottom of the box. They were exquisite. Kym laughed when she realized what they were, they looked old-fashioned to her, but Dominique thought they were elegant and sexy. She wanted to try them on. She hoped she'd get the chance and wondered if he would share them with her.

"Was that her," Kym asked.

"I guess so," Dominique replied. "He said she was sexy, and older, she fits the mold."

They put the garments back, replaced the lid and put the box back inside the bag. Kym said she'd put it in her office and give it to him the next day when he got in.

When he woke up, the first thing he saw was his reflection overhead. He looked like a slutty girl. His panties were tented and he felt the silky smooth nylon caress his tip and he used the tips of his fingers to rub the nylon along the underside of his clit. He masturbated like this until he soaked his panties. Then he hopped out of bed, jumped in the shower and got dressed while the coffee brewed.

He had the day off. On days like this he would rollerblade down to the beach and skate all the way to the Belmont courts. He was meeting a couple of the kids from work for pickup games. He always went for a swim after. He remembered Maria's command, to wear panties every day. He got his bag of panties and sat in his little kitchen having his coffee. He put on the radio and opened his bag. He pulled out all the panties, a handful of silk and satin, and spread them on the table. A pastel blue pair stood out. They were full bottom briefs that looked like they would withstand rigorous physical activity. He slipped them on, took a minute to admire how they felt and looked and then pulled his basketball shorts up and put them out of his mind. He was looking forward to the day.

After Maria had dropped the package off at the juice bar, she returned to her hotel. It never occurred to her, until seeing her younger self at the video store, but now the thought wouldn't let her alone. Her younger self looked like a young boy, but sexy, with feminine attributes like her ass and shoulders, her cheeks and her smile with those braces, she realized when she looked at her she was attracted, even aroused.

She knew that younger Maria had several gay relationships in college and that she'd started doing a little porn since moving to Long Beach. She'd met an old porn producer who was just getting started in online porn. His name was Carl and he'd introduced her to several porn stars and she'd partied several times on his boat at the Belmont Marina. She thought back to those days.

She used to love the attention. She was the new kid and everyone wanted a piece of her. Carl protected her from all the nastiness of the industry. It always turned her on to be watched. To know that men and women found her sexy and would be masturbating while watching her. It had opened up something inside her she never knew was there.

She prepared herself for her younger self's arrival. She took a bath and touched up her nails. She was smooth from lazer hair removal, she'd gotten it done in her late 30's inspired by Otto. The way he'd responded to her smoothly shaven body touched her in a way no other had done and eventually led to her getting it removed permanently.

She put on the same robe and heels from her meeting with him. She set out two strap-on vibrating cocks, very professional models that were fitted into reinforced satin and nylon briefs with an opening for her pussy and ass ensuring accessibility to both while wearing the cock. The flesh of the ersatz penises was very lifelike, and had a thread of vibrating wires just beneath the outer skin so that there was nothing solid to bulk up or inhibit movement. The effect was two-fold, granting pleasure to both the user and the recipient. They were very nice, very realistic.

When younger Maria showed up promptly at eight, she purposefully hugged her letting her robe fall open revealing her significantly fuller and naked breasts, and her satin open-bottom girdle with Wolford nude thigh high stockings. Her younger self giggled with anxiety but embraced her back.

"This is soooo weird!" she said. They both laughed. Then older Maria twirled around in front of her younger self and revealed her outfit in all its glory.

"Your tits are..." she paused, nodding her head in approval. "So big." In reality they were just normal sized, but by comparison to the younger Maria's they were big.

The two Marias sat on the bed, the TV was on in the background, just regular prime time tv shows. Older Maria brought out the strap-ons and younger Maria, fascinated by the look and feel, toyed with them, examining them and playing with them.

"You really are from the future," and they both laughed.

Older Maria began her prepared lecture. "You are a very experienced 23-year old girl," she said. "But Otto has many surprises that you haven't encountered as of yet and I think we can have some fun tonight, as well as prepare you for what's to come."

"The first time you sleep with him, he will leave you alone in his apartment while he goes to work. You'll find his Leg Show magazines. It's not like you're snooping through his stuff, he leaves them in the cabinet next to the toilet in his bathroom. He keeps them in very good condition. It's a fetish mag with a sub/dom theme, the women are in control. He's got two stories published in two different editions and you read them and that inspires you. You snoop through his apartment and find his panties and lingerie collection and this sets the tone of your relationship for the remainder. You eventually grow tired of it and start to desire a man who can take control of you, not the other way round.

"You never discover his deeply hidden secrets, although you will purchase a cheap strap-on and he'll suck your cock and you'll have an awkward go at fucking him but he is too shy and you don't persist so you both let it drop and you never do either again. But what you don't know is that after you dump him, he goes full-on sissy faggot. He starts to shave, everything, he grows a full collection of sexy lingerie, panties, stockings, garterbelts, girdles, miniskirts, chemises, gowns, the whole works. He starts painting his nails, fingers and toes. He even elicits other sissies and gay men and sucks them off. He never has anal, he thinks it's too much of a hassle and only ever has intercourse during his masturbation sessions. When you dump him he believes he will never find another woman like you and he becomes a woman inside his mind and body. That's from you Maria. You do this to him. So, consider this our favor to him for wrecking his poor fragile ego so completely.

"I don't want to give everything away, but I do want to show you some things that will help you open him up to you. The thing you have to remember is that he wants this. I know it sounds funny to say, because he is gay, but he also likes women, so I believe he is truely bisexual. When he puts on panties, especially when he is smoothly shaven, he transforms into a woman. It is very sexy and he is a very good lover because he wants to know what it is to be a woman. When he helps a woman orgasm it is a kind of affirmation of his femininity."

The two Marias sat on the bed, sipped their cocktails, talked, watched TV and slowly started to get drunk on all the sexy talk and the vodka cranberries.

Older Maria showed younger Maria how to put on the strap-on by demonstrating herself. She slipped her VFs over her cock and tucked it down so that it curled lightly along her pussy lips and the tip touched her smooth asshole. She turned it on and felt the vibrations shimmer down her spine. She pressed it tightly downward so it slipped along her lips and between her ass cheeks and stood in front of her younger self.

"He can do all of this," older Maria continued. "He does this to himself when he's alone. He can fit the tip of his cock into his own asshole just like mine is now. She turned around and showed her. His isn't as big as mine, but it is long. He can also put it into his own mouth. He likes to suck his cock. He likes his own sperm too. He doesn't like other men's sperm, but he will swallow it during deepthroating. He likes to have men ejaculate on his face and on his hard cock, especially when he's wearing panties."