I had been in the business of taking guided tours of the Rockies for several years when I encountered Judy. She came into my office and was so out of shape she was winded just getting up the stairs. She plopped her big butt into my client chair and said, “I want to hire you for a two week tour.”
I wanted to be as polite as possible but make it very clear that she would not be able to make a two-week tour. For that matter she was so out of shape she probably would not be able to make a two-day tour. I said, “I need at least five people to head out on our two week tour.”
She reached into her purse, threw down a credit card and said, “I will pay for five people but I need to go on this hike.”
My curiosity was sparked so I said, “Why do you need to go on a two week hike?”
She said, “My doctor said I need to lose weight. I want to embark on two weeks of vigorous backpacking and drop a ton of weight to kick start my diet.”
I responded, “Then maybe you should read my pamphlet.”
I handed her my pamphlet that discussed the dos and don’ts of hiking in the rugged mountains of the Rockies and one of them was not dieting.
She handed me the pamphlet back and said, “I already spoke with my doctor and he said I should not diet on the hike either but that the fresh air and exercise would do me good.”
I said, “My first available opening is in two weeks with Richard. He is a very experienced hiker and has worked for me for two years.”
She reached into her purse again and pulled out a large wad of $20 bills and said, “No sir, I want you to take me.”
I had vacation plans but the wad of cash she was flashing at me would more than make up for two weeks of hauling this fat cow’s gear. I said, “When do you want to leave?”
She said, “Tomorrow.”
Judy had done her homework. She had taken my one week hiking route, cut each day in half as best as possible and had turned my one week hike into a two week hike. After I had her geared up with a pack and other items she needed she handed me the map and said, “Can we do this?”
I was relieved when she handed me the map because I felt she might actually be able to make that hike. It had never occurred to me to cut the mileage in half and double the time. Most of the people who hired me were high adventurers and would never dream of cutting mileage. In fact they were usually over eager and wanted to do more than they were capable of.
We got into camp the first night and I set up her tent and then my tent. I cooked dinner and when I turned around to tell her it was time to eat she was already asleep on top of her sleeping bag. I knew it gets brutally cold at night so I unzipped her bag, pulled the top out from under her and zipped it up as best I could. Half her body was still exposed with only her hiking clothes to cover her so I pulled out my space blanket and jacket and covered her up. I ate dinner, did some fishing and called it a night.
When I woke up in the morning I felt real warm and toasty. I was accustomed to waking up cold and not wanting to get out of my sleeping bag. I closed my eyes and dreamed a woman was stroking my hair and the warmth I felt was her body next to mine. As the sun rose a little further it hit my eyes and I opened them. I yelled out as I realized I was not dreaming. Judy had crawled into my tent, was lying next to me and was stroking my hair. I said, “What the hell are you doing?”
Judy said, “You were so sweet to cover me up last night. When I realized what you had done I came over to thank you but you were sleeping. You looked so cold that I climbed into your tent to keep you warm. I’m sorry if I startled you.”
I said, “That’s okay, I’m just not used to waking up with someone next to me.”
Judy said, “Yes, you need a woman in your life. Someone to stroke your head every morning and to keep you warm at night.” Her hands came back up to my head and she began to stroke my head.
I felt the need to protest but the stroking felt so good. Her hands were pudgy, warm and soft and felt wonderful on my head and face. I dismissed what was an obvious flirtatious move as one kind deed for another kind deed. I had covered her up and kept her warm and she was just returning the favor.
Then Judy said, “Relax Jeffrey and close your eyes. It wasn’t really time to wake up yet. Let that warm sun wrap itself around you like a blanket sent from heaven and relax. Sleep Jeffrey, close your eyes and sleep for me.”
I felt so warm, so happy and so safe. I hadn’t been called Jeffrey since I was a young boy. I had an overweight kindergarten teacher, Mrs. Stevens, who used to hold me in her massive arms and sing to me during nap time. My mind drifted back to those easier days in life, I closed my eyes and drifted off to sleep. I woke up a few hours later to the smell of cooking. I hadn’t trained Judy on how to use those stoves and leaped out of my sleeping bag. To my surprise she had set everything up perfectly and had even managed to reseal everything in the bear containers. I stood just outside my tent and Judy cleared her throat and pointed to my crotch. I glanced down and realized I was sporting a huge erection through my underwear.
I jumped back into the tent and looked for my hiking pants. I heard Judy yell out, “Don’t worry Jeff, I’ve seen one before. Throw your pants on and grab some breakfast.”
We were several miles into our hike when I recalled the vivid dream I had that had caused me to wake up with an erection. I was on all fours and kissing Judy’s fat ass telling her how much I loved being her slave. We were still having sex in my dream when I woke up and that was why I had the erection. All day that dream popped into my head and I started wondering what it would be like to have sex with a fat girl.
That night I tossed and turned and could not get to sleep. I finally turned on a light, pulled out a book and started to read when I heard Judy call out from her tent, “What’s wrong Jeff, can’t sleep?” I heard her unzip her tent and then heard her at my tent.
She started to unzip my tent and I asked what she was doing. She said, “Don’t worry little Jeffrey, Judy knows just what to do.” She climbed into my tent, laid down next to me and began to stroke my head. She said, “Relax Jeffrey, let my soft soothing hands and soft soothing voice take you back to that wonderful place you were this morning. Sleep is on its way Jeffrey. Sleep for me Jeffrey, sleep for me.”
My mind went into immediate shut down mode and although she was still talking that was really the last thing I remember her saying to me before I fell asleep. When I woke up in the morning I found myself alongside of Judy. My head was resting on her breast and arm with her other breast sitting on my face. In my half awake state of mind I snuggled into her, put my arm around her and drifted back to sleep. The little voice in my head said, “You just snuggled into the fat woman and put your arm around her.”
I woke up with a start and said, “Oh my gosh Judy what are you doing in my tent? Did you, I mean did we, you know, did anything happen last night?”
Judy laughed and said, “No silly, I just put you to sleep. Now put your head down and sleep for me. It isn’t time to wake up yet.”
This time I said, “Yes Judy” and immediately went back to sleep.
Once again I woke up to the smell of her cooking. A vision of me on my knees kissing her ass popped into my head again. Only this time I was not repulsed by the vision and I smiled at the thought. I was still staring at her ass smiling when she said, “Good morning sleepy head. Do you see something you like?”
I wanted to say yes but my better senses got a hold of me. There was no way I could let this woman seduce me. Sure she had kind of gotten under my skin with the way she could so easily make me sleep but the thought of bringing home a woman three times my size was more than I could take. I said, “Huh, oh I was just daydreaming.”
She said, “I bet you were. Now come over and eat your breakfast Jeffrey.”
I felt warm inside and imagined her big soft arms wrapped around me when she called me Jeffrey. I tried to push the feeling out of my head but it wouldn’t leave this time. I sat down and she came over and said, “You sit right here and let big soft Judy feed you.”
I was about to say “I can feed myself” when the spoon hit my mouth. As I took my first bite she ran her fingers through my hair and said, “That’s a good boy. Eat it all up so you have energy for today’s hike.” Shivers ran down my spine from her touch and I felt blood rush to my penis. She finished feeding me and the entire time she ran her fingers through my hair. By time we were done eating I felt very confused because for the first time in my life I was falling for a woman and she was definitely not anything I had ever imagined myself falling for.
We finished up our hiking for the day and I pulled out the two tents. I had brought a bigger tent for Judy and a small one man tent for myself. I put Judy’s tent up and when I went to set up my tent I said, “I think its going to be really cold tonight. Plus I’ve been having trouble falling asleep.” I paused. I was afraid to ask but I knew I had to.
Judy smiled at me and said, “Go on, you were going to ask me something weren’t you?”
I got really nervous and stared at her. She came over, put her arms around me and said, “You want me to keep you warm and safe don’t you? You need big Judy next to you so you can fall asleep. Of course you can sleep in my tent. Now be a good boy and set up our sleeping bags.”
I was so excited. She knew just what I needed. I set out her sleeping roll and sleeping bag and then put mine right next to hers. She came into the tent and said, “No, no, no Jeffrey; zip our bags together and make one big sleeping bag. It will keep us warmer.”
I did as instructed, she feed me for dinner again and then said, “It’s time for bed Jeffrey.” She paused for a moment and then said, “Are we warmer with our clothes on or our clothes off?”
I knew the answer and I think she knew it too. She had done a lot of research about hiking and camping so I knew the question was a set up but one I couldn’t pass up. The thought of resting up against her soft warm body, skin to skin, was more than I could pass up. I answered, “With our clothes off.”
Judy said, “Then you know what to do don’t you Jeffrey?”
I said, “Yes Judy” and immediately removed my clothes.
I wanted her. I was fully hard but she pretended not to notice. She removed her clothes and climbed into the sleeping bag with me. Her warm soft skin was more than I could take and her large oversized breasts pushing up against my chest drove me wild. I went to kiss her and she shocked me by stopping my lips inches from hers. I said, “Isn’t this what you wanted?”
Judy smiled at me and said, “A handsome strong outdoor backwoods man all for me? Of course I do but your transformation isn’t complete yet. You can make love to me in the morning. Now you will sleep and put your old life behind you.”
I said, “What do you mean my transformation. I don’t understand. What is my old life? What new life am I getting?”
Judy pulled my face into her breasts and began stroking my head. She hummed a song I hadn’t heard since Mrs. Stevens had sang to me in kindergarten. She said, “Sleep little Jeffrey. I need to hypnotize you one more time and when you wake up in the morning there will be no other woman for you but me. That’s a good boy. Sleep for me just like you slept for Mrs. Stevens.”
My eyes fluttered closed against my best efforts to stay awake. I just could not fight the feeling of sleep that came over me when her soft warm body touched mine and she rubbed my head. I wanted to ask her how she knew about Mrs. Stevens and that song but I just drifted off to sleep.
I woke up in the morning and saw Judy still alongside of me sleeping. She was smiling in her sleep and looked so beautiful as the first morning rays of the sun illuminated her face. I pulled my arm out from the sleeping bag and gently stroked her face. I whispered, “I love you.”
She opened her eyes and said, “I love you too Jeffrey. I’ve had a crush on you for years. I want you to make love to me but first let me explain.”
Judy unzipped the sleeping bag and tried to stand up. I said, “The tent is too low to stand.”
She said, “Oh well, then I guess you will just have to kiss my ass on all fours.” She turned her ass towards me and said, “You kiss and I’ll talk.”
There it was right in front of me. I had dreamed of kissing her ass night after night and now was my chance. As I began kissing her big soft ass she said, “I didn’t think you would remember me Jeff but I never forgot about you. We were in K through 5 together, we had a few middle school classes together and then you became the big popular football jock. I was the overweight nerdy girl who wore glasses and loved to read. You could always find me in the library. Do you remember yet?”
She turned her ass away from me and pulled me next to her. I was about to answer when she kissed me. My mind returned to high school and tracking Judy down in the library so she could do my homework. I would wear her favorite cologne and lean right next to her. I used to watch the hair on her arm stand up and then I would gently whisper in her ear, “Can you help me with my homework again?” I could almost smell her lust and then she would take my homework and quite simply do it for me.
She broke our kiss and I said, “Judy White, you used to do my homework for me. Please tell me you didn’t go to all this trouble to pay me back. Please tell me that you really want me. I exist only to be with you. I am yours to do anything you want to. I have been struck with Cupid’s love arrow and he shot me twice to make sure.”
She kissed me again and said, “Oh no silly. I just love books. I read book after book on hiking, backpacking and camping just for our little trip. I also read book after book on hypnosis, mind control and brain washing. I read that when a full grown adult hears his or her heartbeat from when they are in the womb they fall asleep. It reminds them of a gentle time when they were enveloped in warmth and love. Then I recalled Mrs. Stevens lovingly rocking you to sleep singing her spell binding song of sleep. I had a feeling it would trigger deeply seeded memories and you would be in my power in no time. It did didn’t it?”
I shook my head yes. She said, “So I gambled hoping you wouldn’t remember me and hired you. That first night I snuck into your tent and gently hummed your kindergarten lullaby. You smiled and rolled into me so I began talking to you. The first night was just me speaking to you in your sleep and putting ideas into your head. Kiss me again.”
I kissed her with passion and desire. She said, “Oh I love that. I have dreamed of that for years. Anyways, the next night I hypnotized you not really sure how well you would take to the suggestions. Surprisingly you took to them so well that I finished you off last night. It was quite simple and do you know why?”
I shook my head no. She said, “Because you are submissive. It took me years to realize that but I recalled the teachers who always got you to succeed were the dominant women. It did not matter what they looked like either. When they dominated you submitted. I used all that knowledge and came up with my plan to make you mine and it worked.”
I kissed her again and said, “Yes it did. I am so lucky to have a woman like you who never gave up on me. You are so smart too. Our children will be so smart and athletic.”
I paused when I said that. I said, “That was presumptious of me to assume we will be married. Please forgive me for speaking out of place.”
She caressed my head again and said, “No my sweet Jeffrey, that was not presumptuous at all. We will be married just as soon as we can make arrangements and send out invitations. And as for children, we are going to work on that right now.”
Judy reached into her backpack, pulled out a bottle of Brut Cologne, the kind I wore back in high school, and said, “Put this on. I want my pussy licked until I scream and then you will climb up on top of me and impregnate me.”
I said, “Yes Judy, anything for you.” Then I put the cologne on.
I started to put my face down between her legs and she said, “Did you just hear what you said?”
I said, “No, what did I say?”
She said, “You told me you would do anything for me.”
I said, “Of course I did. That is because I would do anything for you.”
Judy said, “Good boy. You will be saying that for the rest of your life. Now submit to me and lick my pussy.”
Judy and I were married and have three children together. She moved her law practice to the mountains with me and we began our new life together. We go on lots of hikes together and quite often take our original tent. She has suggested going on a diet a few times but I just cannot imagine going to sleep with someone thin who cannot keep me warm and safe at night.