Life on the Run in Skirts - Chapter 5

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CHAPTER 5 - A word to the wise. Never trust anyone that says ‘Trust me’

He turned to see what the guard wanted. He managed to hold it together long enough to find out what the problem was. The guard bent over and picked up a tube of lipstick and handed it to George. It had apparently fallen out of his purse when he retrieved the number. He used his well-practiced feminine smile at the guard. George was amazed his voice worked at all. His freedom riding on it, he managed in his best Heather voice to thank the guard. It took a minute or so to get his breathing under control and Heather hastily made his way out the gate. Knowing at any moment he was going to be shot in the back.

He spied Ellen almost immediately and made a beeline to her. She acknowledged him with a nod of the head and walked up the road away from the prison. George quickly fell in beside her. With a hurried stroll they made their way up the street side by side, Ellen looked back over her shoulder and commented, "I saw the guard stop you. What was that all about?"

"Oh, that was nothing, he just cured my constipation. I’ll explain it to you later, now let’s get the hell out of here." At the next corner, Ellen flagged down a cab. Ellen turned to her partner and squeezed his hand. She whispered into his ear, "We did it. I am so proud of you. You were so brave."

"Thanks, but I didn’t feel brave. I was scared to death."

"Honey, felling brave isn’t the same as being brave. It’s how you acted that defined your actions."

They rode to the train station in silence. George’s heart swelled with pride it was the only time in his life anyone said he was brave. He kept looking out the back window checking for pursuit.

@ @ @ @

The taxi pulled into the train station. The parking lot was a fury of activity. People were milling about in small groups, several police cars and even an army truck were about. Ellen helped Heather out.

George said softy, "Do you think they know I've escaped?"

"I have no idea. I have never seen it like this before. Wait over there under that tree, out of the way while I go find out what’s going on."

Ellen was gone for what seemed like an eternity. She returned pulling her carryon suitcase, which George took as a good sign. "What's going on Ellen? Can we go now? All these police and soldiers are making me nervous. I really need to pee."

She pulled Heather further away so they could talk privately. "I was only able to understand a little bit. I didn't want to draw attention to myself by asking too many questions. I did find out they are looking for an American. Everyone trying to board the train headed north is under rigid scrutiny. We are going to have a change of plans. I don't think you would survive an interrogation."

George was literally shaking with fear. If he were made of metal, he would have rattled. "My lord, I'm so screwed! If they drag me back to jail looking like this I will be literally and well as figuratively fucked!"

Ellen looked thoughtful for a moment and said, "Not necessarily, the passengers headed south are being waved through."

"How does that help me?"

She gave him an exasperated look. "It's US, dimwit! I'm in this as deep as you now, if WE get caught, I will be spending my pregnancy in a jail cell.

“I think I have a plan to get us out of here and someplace safe."

"I hope this plan is better than your last one."

George’s comment stung. He might have been the one who had been in prison for all these months, but she was doing her best and she had just as much to lose. She rebuked him, "That was uncalled for!"

He remorsefully said, "You're right. I'm sorry."

Slightly mollified, Ellen continued in a quiet voice. "We need to run from the law and hide. I picked up some brochures on beach resorts south of here. Someplace with a lot of tourists where we could check into a hotel as two girlfriends, hunker down, and wait for the heat to die down."

George did a brief impersonation of a goldfish gasping for air. "Did you say as girlfriends? That implies you want me to continue in this disguise."

The last thing he wanted to do was to continue his masquerade as Heather. He had been her for only a few minutes and had nearly soiled himself. What will the next few days produce?

Ellen patted him on the shoulder as if he was a small dimwitted child. "Think about it. They may know you’ve escaped but there is no way they will look for Heather. A woman will go unnoticed. They will be searching for an American man. Not a girl. It will protect us both."

George was not convinced, "I don't know about this flying by the seat of your pants plan it sounds iffy to me."

"If you have a better idea, I’m willing to listen."

George kept his mouth shut.

Ellen took his silence as consent. "Relax. I have it figured out. I went to the ATM and withdrew as much cash as my card would allow. Everyone knows I'm here, so if they trace that transaction, it won’t help them find me. I took the chip out of my phone. We will not use any computers or our normal emails so we will be off the grid and live off our cash reserves."

"Now give me your hand, we need to get going. I already have our tickets to San Quintin."

If he wasn’t so scared, he would have laughed, "Perfect, it already sounds like a prison."

As they slowly walked toward the train station, Ellen calmly said, "According to the brochure, there are dozens of beach resorts there. We will hide in plain sight."

The two walked through several checkpoints by simply showing their tickets. They sat in a partially empty train car and didn't relax until the train pulled out of the station. The first thing Heather did was to go into the toilet, where he struggled but eventually got his padded and girly pants down so he could urinate. He hauled everything back into place and sat next to Ellen. Her original plan called for them to ditch their Mexican attire during the train ride. Seeing as how they were now going deeper into Mexico, she decided they would travel as is.

Going from the frying pan into the fire. They arrived at the San Quintin station. As they stepped off the train their senses were overwhelmed by the cool night air, being a beach city, the marine layer had set in. After months of living in the stale hot dry climate of the prison, it was a welcome relief to George. The smell of the sea was also prevalent. Heather stood and took large gulping breathes, while Ellen flagged a taxi. The driver spoke English so Ellen asked his recommendations for a resort. She explained that they were on a limited budget. The driver took them to a resort that could be called second tier but was one third the price of the fancier ones.

The place was a little run down; but had a gorgeous beach, all the amenities associated with a resort, a nice lobby, business center, a giftshop and an attached restaurant and bar.

Ellen sent Heather into the lobby with their luggage and went to reception and checked them into a room. All that was available was a room with a double bed which suited Ellen just fine so, for first time in a long time, they would be sleeping in a real bed. It appeared that Ellen and Heather would be the only non-Latino woman registered. Ellen reflected that Heather's Native American coloring would let her blend in somewhat.

While Ellen checked in, Heather sat in the lobby opposite a TV screen. It was showing a news program from Mexico City. He sat in front of a television and even though he didn’t understand a word they were saying the pictures distracted him. George just about died when his mug shot was flashed on the screen.

Ellen finished at the reception desk and found him trembling like a leaf, with his head in his hands. "What's the matter Ducky?" she whispered in his ear.

"The television news. I have no idea what they were saying but they had my picture on."

There was a bellboy standing off in the corner, Ellen went over and asked if he spoke English. He said yes. She asked, "Did you see the evening news?"

"Si Señorita."

Ellen blushed and smiled at the young lad and held up her left hand and said, "It's Señora."

"Pardón you are just so young and pretty. I did not mean to offend."

Ellen thought the kid has a real effective line there. She wondered how many touristas had fallen for it.

The young Romeo went on. "There was an armed robbery up near the border. During the holdup, a hotel clerk was shot by a masked hombre, the police think it was a norteamericano. He was caught trying to board the train to Tijuana."

Ellen gave a sigh of relief; the security wasn't for George. She was about to leave when the bellhop added. "There was also an escape from the prison. A known drug dealer walked out of jail. El Presidente has promised he would be hunted down like a dog. The national police are looking for him. They promised he will be captured soon. May God have mercy on his soul once he is captured. Our police do not like being made to look like fools. They promise to hunt him down."

At which point the bellhop crossed himself.

Ellen thanked the lad and went to find George. Grabbing his arm, she hurried him to their room, telling him to keep his head down and not to make eye contact. She was determined to keep him under cover and free.

Once they were sequestered in their room, she sent George to take a hot bath, a luxury he had not enjoyed in months. As he soaked, she got ready for bed. George stumbled out of the bathroom physically and emotionally spent. Before he was allowed to collapse into bed, Ellen handed him a gorgeous apricot silk nightdress and matching panties.

"You have had to put up with the uncomfortable aspects of dressing as a woman. It is only fair you experience the pleasure of lovely nightwear." She told him with an affectionate smile.

"We women may still have to fight for equal treatment in society, but there are many compensatory pleasures we secretly enjoy. Welcome to the club senorita!"

He was too tired to argue and collapsed into bed wearing his panties and nightgown. He was asleep the moment his head hit the pillow.

The two slept like sister and brother. The strain of the day had taken its toll on both of them.

At sunrise, Ellen returned to the lobby to see if she could find out anything more about the manhunt for George.

Afraid to ask directly, she inquired if there were any English newspapers. She was pointed to a table in the lobby with parts of newspapers scattered about. She found a local English paper. As nonchalantly as she could, she sat and read the articles about the shootout and prison break. As she had just heard, the authorities were conducting a nationwide manhunt for the escaped prisoner. Thankfully, there were no photos of George. The warden was promising a full investigation to determine how George escaped. They were at a loss as to how he had broken out. For now, they were questioning the guards, seeing as how the convict was a rich American, they were looking at bribery as the most likely explanation.

She saw a headline in one of the English papers that made her blood run cold. She picked the paper up and brought it back to there room. She handed it to George, he read it with dread in his heart. It was unbelievable that anyone would consider him to be dangerous. The headlines read, "Because of pressure from the highest levels, the authorities have put together a team of elite officers to track down and capture the escapee. Those who come across this individual are reminded to keep a distant and contact the local authorities immediately. Repeat, this is a highly dangerous individual, and could be armed."

Ellen saw that the only hope to keep her husband from getting caught was for him to not only remain being a woman for the foreseeable future, but being the most believable one he could be short of a sex change. She went back to the reservation desk and extended their reservations for a full two weeks and paid in cash, despite the resort's preference for a credit card. Noticing a sign that the resort had complimentary toiletry articles, she collected a goodie bag and hurried back to their room.

George crawled out of bed wearing only his underpants and nightgown. Despite the fact he was a wanted man, he had enjoyed his first real night’s sleep. Ellen took a seat in the room’s arm chair and let him wake up fully. As George’s eyes fluttered open, Ellen detailed her plan. They would stay at the resort, until the manhunt ran out of steam or until they ran out of money. He would remain in his Heather persona, fulltime. She folded her hands in her lap remaining calm in the face of George's sudden panic.

"Honey, I know how this must strain your male ego. But we have to let pragmatism rule. In a macho culture like this, the last thing they would think of is you pretending to be a woman. Don’t let pride get in the way of our future."

Once he had calmed down, she went on. "We will have to be frugal in how we spend our money." She explained that cost of the room would eat up much of their cash reserves.

Caught in the conundrum of going back to jail or living full time as a woman, George hesitantly agreed to turn his future over to his wife. He rationalized that, once things were settled, he could go back to being George. But something told him it was not going to be that easy.

George needed to use the facilities. From the bathroom he called out, "Ellen could you come here and help get these earrings out of my ears?"

Ellen rushed to her husband’s aid. "Dear let me ask you, how many adult women do you know without pierced ears?"

"None I can think of, but I am sure there are some."

"You are probably right. However, we want Heather to blend in. The fewer anomalies the better. I think you should leave them in."

"Come on Ellen, be reasonable; the holes will become permanent. I don’t know any accountant with pierced ears. When I go back to being a man, I will be a freak."

Ellen smiled at his naivete, "Get with it honey. Hardly a freak, I would say more hip."

George knew he had lost another one so he surrendered without a fight, "Okay, if you think it is that important. I will trust you."

She explained the first thing she had to do was completely shave his body. She took him to the bathroom and had him jump into the shower. He stood and let the water wash over him. Ellen picked up the shaving cream and razor she had been given by the front desk. She rubbed the gel into his legs, running her long fingernails up and down his leg, hesitating and caressing the tender skin near his groin for just a second. Then she began shaving. In a hypnotic motion, stroke after stroke, she removed the hair from first one leg, and then the other. He closed his eyes and relaxed. It was humiliating, but it was also a sensual experience. Never one to do things half way she shaved his entire body. She did mean completely, for authenticity's sake and for a little fun. She got a kick out of watching her husband’s reaction as she saved his genitals.

It took a while to remove all his body hair. Finally, she was satisfied he was completely hairless from the tip of his nose to the top of his toes.

After his denuding, she used the skin lotion provided by the hotel and worked it into his skin until it felt silky smooth. His flabby chest, man tool, and the twin baby makers received special attention. After almost a year's monk like existence, George thoroughly enjoyed his wife's ministration and he stood in a trance-like state, relishing the intimacy of the moment. When she finished, his cock wasn't exactly rigid; but she had demonstrated that it could still get firm, with the proper care and attention. Her hands even managed to generate a pearl of pre-cum off his tip.

After finishing, she washed her hands and left without saying a word. Ellen skipped back to the bedroom where she disrobed and scrambled on to the bed anticipating a night of lustful fun.

Coming out of his trance, George found himself alone and shivering. He had never felt so exposed before. He took a towel and wrapped it around his waist, then catching his profile in the mirror his heart skipped a beat. Where his pectoral muscles should have been now hung two loose blobs of flesh. They were small but noticeable. Because of the height of the mirror in his cell, he had never seen his profile since he left home. His fleshy chest didn’t look very large when he looked down, however when seeing his gynecomastia enhanced chest in profile, they seemed to jump out at him. He couldn’t fool himself any longer, he had tried to convince himself that a set of man boobs are normal for a guy who leads a sedentary lifestyle. What was on his chest weren’t that. He realized that protruding from his chest were the beginnings of feminine breasts. They were tiny but perceptible.

Panic rose in him. His mind raced. What was he going to do? This was awful. He was in trouble.

He rubbed his chest with a towel, as if they would rub off, and electricity shot through him. The feeling was between painful and enjoyable. He pushed them into his chest, as if they would disappear from whence, they came and they sprang back, and it was as if wires were running from the nipples to his soul. He felt his mouth grow dry in fear. He now had two bouncy globs of flesh tipped with two large sensitive nipples that seemed to want to stiffen at even the slightest provocation. He was embarrassed to appear before his wife looking like this. He hoped Ellen would know what to do.

He took a second bath towel and used it to conceal his unmanly chest. As her husband bashfully tiptoed into the room, Ellen had to fight the urge to laugh at his attempt at modesty. She just smiled at him and coiled her finger in the unmistakable 'come here' gesture.

George shakily walked to the bedside. Ellen’s hand lashed out to grab the towel around his waist. She pulled it away before he could react, revealing his limp penis. She engaged him in a tug-of-war for the towel covering his chest. After a prolonged contest, he sighed and let go of the towel and said. "Okay. I knew when to throw in the towel." That broke the tension and both had a good laugh.

Ellen was giddy with excitement and fully aroused.

His developing breasts were on full display. In fact, they weren't that large, at the most a small 'A' cup. But she bet they seemed huge from George's perspective.

Her eyes roamed his body, she couldn’t but help to noticed his penis was plump but not rigid. She wondered if they had enough money for a bottle of Viagra or if they even had it in Mexico. ED was not an affliction that affected nipples. So there had to be another explanation for what rose out from his chest like two small granite pillars. Ellen could not but help notice that his two little love cones of nipples, weren't so little anymore. As she was about to discover they proved to be powerful erroneous zones. The mere sight of them inexplicably got her juices flowing. It had been a long time since she had experimented with lesbianism. This current situation brought up feelings she hadn’t felt since school and she felt very conflicted.

The atmosphere was electric as George allowed himself to be pulled onto the bed.

Ellen pulled her hermaphrodite hubby into bed for a night of decadent oral sex. They both found themselves using the intimacy as a way to release their built-up tensions and to forget their troubles. Adapting the Mexican philosophy of mañana, they would worry about what to do next tomorrow. Ellen was like an animal. She quickly twisted into the classic 69 position and George sought out Ellen's love canal where he kissed and licked her sensitive spot to the first of many orgasms. She in turn took him into her mouth. She nursed on his limp member for the longest time. It never got hard enough to penetrate her, but he seemed to enjoy the experience.

Her activities managed to give him a good deal of pleasure, even if it wasn’t full-fledged orgasm. The reward for her efforts was several earth-shattering orgasms as he eagerly reciprocated with his talented mouth and tongue. For the remainder of their Mexican vacation, this became their preferred method of lovemaking that proved sufficient if not satisfactory for both parties.

As the morning sunlight filled the room with a warm glow, Ellen felt like she had fallen in love with George all over again. As she lay with her head in the soft valley between his breasts, Ellen became concerned. She could not imagine how the small number of herbal supplements she had inadvertently caused him to consume could have had such an effect upon a middle-aged male. She wondered if there wasn’t something else more sinister in play here.

There was a business center attached to the resort with access to free internet. She decided to do some research on the subject at the first opportunity. However, for the moment his breasts just like hers were without a doubt a sexual stimulant for both of them and she was going to take advantage of that. She raised up her head and gave the closest nipple a playful kiss. They fell back asleep and took a nap, naked and embracing each other, her head resting gently upon Heather's bosom.

For the remainder of their two-week reservations, they held up in their room, having nothing else to do. Ellen put George through an intensive non-stop feminization boot camp, believing eventually Heather was going to have to make an appearance and, in all likelihood, would have to travel through Mexico in his female disguise. Local venders often wandered the grounds where Ellen picked up jewelry for a few pesos. She picked out several sets of earrings, then made him pick out several as well. The same pattern was repeated with necklaces, then with bracelets. Finally, Ellen picked from her collection a very feminine watch for him.

As she had all week, Ellen coached him on how to move, how to speak, appropriate hand gestures, all the things that women do different than men. It had been difficult at first, but by now, many of the mannerisms were becoming second nature. In a way, that worried him, as he wondered how long it would take him to return to manhood. He still had an unknown amount of time living this way before they could go home.

They continued into the evening, breaking only for a fresh fruit and pretzel dinner. As Ellen was munching on her meal, the realization hit her that now not only did his freedom rest on his womanly deportment but hers did too. She was lost in thought and got really serious thinking the small details would be the ultimate decider between success and failure. Their earlier feminization lessons had only concentrated on acting womanlike enough to get out the front gate. She was going to have to kick his training to a whole new level. He would have to be able to impersonate a woman not briefly as they had previously thought, now he must pass under close scrutiny for who knows how long.

She came up with a detailed feminization plan. They worked on the way he reached for things, and the way he swept his hair back. Even on the way he looked at his watch and the how he held and sipped his drinks.

This went on for days. She coached him in feminine gestures, and hand positions and movements while talking, female body language, all very subtle, avoiding showing too much exaggeration like a theatrical drag queen. All the while, she had him practice his limited Spanish vocabulary in slow, soft and low intonations. Which wasn't exactly perfect, but much closer to true feminine inflections. They trained all day, only taking breaks to recharge their batteries by having passionate sex - woman on woman. Ellen began to relax a bit as she watched his mannerisms become more realistic and more instinctive. Most of the telltale signs that could give him away were nearly impossible to detect.

Once a day, Ellen would venture out, stopping by the front desk and lobby to read the English newspapers provided by the hotel. She developed a friendly nodding relationship with several of the English-speaking ladies. After searching for news about George's manhunt, she would stop by the business center to check on the clandestine email account she had established with George's sister. Alas there was no news.

After her internet visit, she would stop by the gift shop for snacks that constituted their daily meals. She eventually ventured off the resort grounds and found street vendors selling fresh fruit and flour tortillas, a customary Mexican food. That became their staple diet, not very nutritious but filling.

One day, disaster seemed about to strike as she walked in the lobby only to find a police officer showing George's picture to the desk clerks, asking if they had seen him. Luckily, it was his mug shot from when he was arrested and booked. She sighed quietly in relief when everyone assured the officer that no one resembling that picture was a guest at the resort.

As the two weeks were about to end, she sent an innocuous message to Beth asking if it was a good time for a visit. A discouraging reply came the next day, saying that it was too hot for a visit, recommending that she consider visiting next month. Ellen sought out the manager and negotiated an addition month's stay. Part of her argument was for a discount; they would forgo maid service. She would pick up fresh towels on a daily basis and bed linen weekly.

On the way out of the office, she overheard two of the employees gossiping that there were two gringa guests that hadn’t been seen using any of the hotel facilities. One hadn’t been seen outside of their room at all. Ellen should have realized living at a small resort was the equivalent to living in a small town. The staff’s favorite pastime was speculating on the guests. It was obvious they were starting to stand out. They had to do something different than hiding in their room. Heather's vocabulary had grown and he could now say a number of things all in a feminine lilt, even his accent was getting better. He just might be able to pass as a native woman. Ellen realized it was time they got out and about, somewhere Heather had to be seen to interact with people. Staring out at the deserted beach in front of the hotel, she knew where that was going to be. She was going to have to ease Heather into the idea of using this sun-drenched beach. Heather wasn’t going to like it.

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Comments

Well, the plan sort of worked,

Monique S's picture

but how is "Heather" going to cope with his very interesting version of gender dysphoria?

Monique S

What They Really Need...

...is to move on, if they've attracted attention at the resort. Even if it's just among the staff, as we've been told, it's like a small town there; anomalies won't stay secret for very long, and I think that'll be true even if they get more active now. "Heather" passing for a native after learning about 100 words or so of Spanish -- and at least some of those from a roommate with a gringa accent -- seems like a real longshot, short of emulating Ken Kesey's Chief and presenting oneself as incapable of speech.

Given the "morning sickness" of the other prisoners that George mentioned to Ellen before the escape, I think Ellen will come up with the main reason for George's feminization before we get much further. The fetus Ellen's carrying -- and that she'll probably be showing in another couple of months, if not sooner, another reason to leave ASAP -- figures to be her last with George.

Eric

Work on that bikini tan

How to pass as a local woman? Better to pass as a Hispanic gringo.