When she returned she sat down and handed me a glass of tea. “Ok, Terry here is what I can offer you. In exchange for helping me, I offer you room and full board.” She smiled, “That means that you will live here with me and I will feed you, clothe you and take care of all the bills. I can offer you some spending money; say fifty or so a week and the use of my car. I will wish you to quit your job so that we can work on your depression and I will also foot the bill for you to see a medical doctor, a psychiatrist and pay for your medicine to get you leveled out. I will be treating you as well. If you stay with me until the fall, that’s about six months, I will enroll you in the local college and pay for that as long as you stay and take care of me.”

I couldn’t believe what I was hearing. “You have to be kidding. You are basically talking about taking me in like I was family. What in the world will you need me to do?”

She nodded, “That is the catch isn’t it? You will be LIKE family and will have to often act as such. You and I will have to have a very strange and rather intense relationship. There are days, not too many thankfully, when I can hardly get out of bed. I will need you to help me do nearly everything on those days. You will be my yardman, chauffer, occasional house keeper, sometimes cook and nurse at times. Most of the time, I will handle the house cleaning and the cooking. When I am feeling ok, I will only require your assistance on some treatments. I really will try hard not to work you very hard Terry. Most of the time I want you to be more under my care than I under yours.”

“I don’t know what to say. It sounds just too good to be true… especially the part about College!”

“Look Terry, I am a lonely bored woman who is just sick enough not to be able to work. I never know when I am going to have a flair up. When I flair up I’m just not sharp enough to do the work I need to do nor am I physically able to. There will probably be one or two flairs a month each will last for two or three days. I will give you material to read so you will understand. Now before you agree I need to tell you the rest of the story. My treatment of you will entail you sort of reverting to a childhood state and then we will bring you up. It will be like a roll playing game and you will play the part of a little boy. There will be parts of that you may find troublesome. I will treat you just like your Mother did and that means that you have to mind or you will get in trouble.”

“What kind of trouble?” I asked, afraid that I already knew.

“I will spank you. You will also receive other treatments after your spankings but not always only then. I will expect you to cooperate.” She looked at me and raised her eye brow. “Can you guess what I am talking about?”

I looked down. HOW could she know??? I was blushing and I just knew that my face was red as a beet! “I probably can but would rather you spell it out for me.”

“Will you have a problem with that Terry? I know that it is especially hard for a young male to have to submit to enemas but they serve several purposes in your case.” She smiled, “If it will make you feel any better, you will be giving them to me as well as part of my treatments.”

My mouth dropped open and I was stunned for a moment. The thought of ME giving an enema to her was something out of one of my wildest fantasies. “I just hate it when my Mom does that to me. You are right she does it after every spanking and at other times too.”

“She did it too you right up until you left home didn’t she Terry?”

“Yes Ma’am.” I was still red so I didn’t blush.

“Well, do you think that you are interested in my offer?”

I shivered but already knew the answer, “Yes Ma’am, it is my only chance for something better in the future.”

“I think you will find working for me to be very rewarding.” She smiled and then stood, “Go home and think about it over night. If you are interested come back tomorrow and we will finalize our agreement and further clarify your position.” She led me to the door and then leaned close and kissed me on the cheek. “I hope that I will see you tomorrow Terry.”

“You will.” I left and walked home. I showered and then went to bed. For the first time in a long while I actually slept without waking wet with sweat and shaking from a bad dream. The dreams that I had were a LOT different from my norm and I woke even before my alarm.

After another shower I dressed and actually sat and thought about things. As I looked around my little apartment I could see that moving would be no problem. The apartment had come furnished and, well, I just didn’t have much. I had a few nice clothes, a few worn work clothes, an old stereo, a small TV with an older gaming system and a tired lap top computer. I could almost move everything on my bike. My bike was not so old and I still owed a little on it but I could pay it off with my last check from my current job and just stay cheap for a little while. My needs were actually almost embarrassingly few and simple. I didn’t drink, smoke or do drugs. I didn’t date much because I was always broke and I really didn’t have any friends right now because I didn’t do the things that they did… like get drunk, stoned or hang out in bars. I mostly read, worked, slept walked, hiked and rode my bike. Being depressed is a full time job! I KNEW that if I didn’t go for this that I would regret it for the rest of my life. I went out got on my bike and went to Gail’s house. As I rode I worried that it was all a joke or that I had dreamed it!

She opened the door before I got on her porch as lovely as I remembered. She stepped aside and I walked in. “Have you eaten breakfast yet Terry?”

“No ma’am, I am not real big on breakfast. If I do anything at all I drink coffee or a Coke.”

“I have coffee made but after you move in I will insist on you eating a little breakfast. When you don’t it causes low blood sugar before lunch and that affects your mood. I assume that since you are here that you intend to take me up on my offer?”

“Yes Ma’am, I would like to give it a try. I know that I can’t go on as I have. I’m not getting better and with the economy the way it is I don’t see much of a future for me.”

“Terry, I see a wonderful future for you. We will get you in to see a psychiatrist so she can get you on some meds and I will work you over here so that by fall the depression and doubts will be gone and you will be ready to start all over.”

I looked at her, “I need to ask another question.” She nodded. “I still don’t see what you get out of it really. You could easily find some woman to live with you and take care of you. My Grandpa has a Philippine lady that lives with him and takes care of him for little more than a roof over her head and food. College isn’t cheep; I know. So why me; it doesn’t make sense?”

She smiled, “I guess it is time to lay all our cards on the table isn’t it.” She sighed, “I am not exactly an old lady Terry. You and I will live together and as part of my treatments and the ones I wish for you… well there will be a lot of intimate contact.” She looked at me closely. “Do you find me attractive Terry?”

“Gosh YES, You are gorgeous!!! Any man alive would feel attracted to you!”

“Thank you Terry!” She smiled, “Well you are very attractive to me as well. Because of your youth and situation I have something to offer you. I’m afraid that my health has made it hard for me to find men my age to date. Do you know what BDSM is Terry?”

“Sure, that is where people play rough and guys get bossed around tied up and whipped by beautiful Dominatrix!”

She laughed, “Not exactly but you have the idea. What I am going to do with you is a form of that. You are going to be like my child and I will be like your Mommy. You will get punished and I will order you around a lot until you let go and actually begin to FEEL like a child again. Then I will start to move you along making you into a more assured and happy young man. If we suit each other you may wish to stay with me as my submissive later; but you will always be free to leave. If you give your submission to me you will be spanked, given enemas and some times punished or teased in other ways. You will also have your sexual needs fully handled in ways that right now I doubt that you can imagine. You ask what I will get out of it?? I will get PLEASURE, SEX and FUN along with companionship, help and a friend that may become family for me.” She just sat and looked at me.

“I will do whatever you wish.” I finally said.

“Good, later we will draw up a contract together but for now, I wish to seal our deal another way.” She stood up and patted the end of the sofa. It had high stuffed arms and I knew what she was going to do.

I went to her willingly and she took control as soon as I was within her reach. She unbuckled my belt and then unbuttoned and unzipped my jeans. She slowly pushed my pants down and then pushed my shorts down with them. She helped me bend over the arm and then spanked me briskly with her hand. At first it didn’t hurt a bit but as she continued it began to sting and eventually burn like hell. It went on and on until I was groaning with each smack.

“That is enough for now. Come with me.” She helped me up but when I started to pull my pants up she told me, “Just take them off and leave them in here.” I knew where we were going!

Her bathroom was big and well lit. She told me to lie on the big soft mat that was in front of the toilet and proceeded to fill a big red bag. When she came to me she asked, “What position do you usually receive your enemas in Terry?”

“On my knees most of the times.” I almost whispered.

“I use that when I want to do a major clean out but this is more of a symbolic enema for us. I want you on your back please.” I had been on my side sort of covering up the huge boner that I had. “Come on Terry roll over, pull your knees up, spread your legs and put your hands on top of your head.” She lifted a wooden brush off the counter and swatted me smartly on my ass to get me moving. “That’s a good boy; on your back for Gail.”

I had never in my life felt so exposed. I watched as she hung the bag from a towel rack beside the place where I lay and then she pulled on a glove. “Does your Mother lubricate you before she inserts the nozzle dear?”

“No ma’am she lubricated the nozzle though.”

“Ah, then this will be a new experience for you.” She slowly spread some lubricant on her fingers and then smiled at me. “Am I about to go where no woman has gone before?” I nodded. I know my eyes must have been as big as golf balls! “Oh this is going to be a treat then; for both of us I assure you.” Her left hand held me steady and then slowly she sank a finger into me.

“Oh Gawddd!!” I moaned. “This is so humiliating Gail!!!” What I didn’t say was that it felt SOOOOO fine!

“You will get used to it Dear. Now just relax while I check you out.” She worked the finger in all the way and then slowly eased it out. Then a little faster she pushed it in and this time she touched something. My hips jerked. “That’s my good boy just let me touch you. Let the feelings happen.” Her finger worked in and out of me faster now and there was no longer any doubt what she was doing to me.

“Gaiiiilllll, Are you sure that you should do that to me???? I’m a GUY!!” I don’t know exactly what I meant. I was just dying of embarrassment and knew that if she didn’t stop real soon something just AWFUL might happen!