“Oh yes Terry, I’m VERRRY sure that this is something that you need.” Suddenly she slowed and then there were two fingers in me and what she was doing to me was something that I couldn’t control. It HAPPENED!!! “THAT’S my Boy, let it out for me!!” She shouted gleefully.

She grabbed my erupting boner and worked it with one hand while she fucked my ass with her other hand. I was mindless as I pumped a just huge load of my stuff out onto my chest. Then I understood what had happened and was mortified. I even tried to get up but she had a hold on me that couldn’t be resisted. “I’M SOOOO SORRRRRY!!” I wailed. To further at to my humiliation I felt tears in my eyes!!! I covered my face with my hands.

She eased her fingers out of me. She then pushed a large nozzle that I had not seen into my hole and opened the clamp!!! Only then did she turn loose of my now wilted pecker. “Now my little boy, what exactly are you sorry for? Put your hands back over your head!”

“I…I…I can’t BELIEVE that I…I…I did THAT!!! I didn’t mean to! I don’t know why I DID, you must think that I’m some sort of fag now!!!”

She rubbed my jitz around on my chest with her left hand and then removed her glove from the right one and it too began to spread and massage my stuff around on my chest. She pinched my nipples gently and smiled down at me. “Silly child, why would I think that you were a fag when you so OBVIOUSLY love what a woman was doing to you? You did EXACTLY as I wanted you to. It was no accident and I doubt that any young man who had never had their prostate massaged before could have resisted my efforts!” She leaned over and kissed my cock and sucked a drop from it before asking, “You DID enjoy it didn’t you? I pride myself on my special touch with prostates!”

I looked up at her. “I wish that you would have told me what you were doing and wanted.”

“But it was sooo much better because to you it was something surprising and nasty. It will never again be exactly like that for you again. I promise you that in the future you will learn to flop and give me your ass with great enthusiasm. It will never be as special as this was though.”

“It WAS spectacular! Could you stop the flow for a bit and let me relax please?”

She closed the clamp and massaged a little lower spreading my stuff onto my tummy. “This is just a salt and soda enema. I think that one will do for symbolic purposes.”

“You can start it again!” I told her.

She opened the clamp and stood to retrieve a wash cloth and wet it with warm water in the sink. She began to clean me up with the cloth. She asked, “It has been a while since you masturbated hasn’t it? I could tell because your prostate was swollen. I will insist that you have at the very least two orgasms a day while you are with me. When I am sick and can’t take care of it I will expect you to allow me to watch you take care of it. It isn’t good for a young man to not keep himself cleared. I will see to it in the future.”

“I have been depressed and well it just hasn’t been high on my list lately.”

“When was the last time you gave yourself an enema?” She asked softly.

“It’s been a couple of weeks since … How did you KNOW!”

“I could tell several different ways. For one thing if you were still getting them from your Mother when you moved out then there is a high likelihood that you had become rather fond of them. Also as soon as we got in here and you saw the bag your peter popped up after the spanking had wilted it. I also could tell by how easily you accepted my fingers that you were analy inclined as would be expected. She also used a rectal thermometer on you too didn’t she?”

I nodded. “I used to jerk off as soon as she left the room when she gave them to me.”

“I know and she knew too. She probably took them herself and may have given them to your father as well. How about your siblings, she did them too didn’t she?”

“I think so. They were a lot older than me. My sister is 15 years older and my brother is 10 years older. We were not too close and there was only one time that enemas ever came up. My sister was visiting and I got in trouble. I was about 16 and Mom spanked me and then… you know. My sister helped and she told Mom that she thought that boys needed this a lot more than girls did because it wasn’t really much of a punishment for a girl since they take them all the time when they get their periods anyway.”

“They got them. I bet your Dad did too.”

“If he did, it wasn’t when I was around!”

“Nonetheless I bet he got them. Your Mother used them to control and keep her males in line. Generally if she was just using them on you for health reasons she would have stopped when you were young; say around 12. The fact that she was still doing them to you when you were actually a young adult means that it was very important to her. She spanked you pretty often, even after you were mostly grown didn’t she?”

I looked away, “Yes ma’am. I didn’t want her too; I just couldn’t tell her no. She was my Mama and the only way I could make her stop was to leave.”

“And that is what you eventually did.” Gail smiled, “unfortunately even though you left, you found yourself missing her attentions didn’t you? You felt guilty but you missed it.” I nodded. “Don’t feel guilty Terry. You wouldn’t be human if you didn’t. She spanked you but she didn’t beat you. The spankings were not all that bad. Then even the enemas were given such that in the end it was more an act of love for you than a real punishment. When it was all finished you always felt better, loved and relieved didn’t you; especially after you masturbated.”

“She used a belt to spank me but you’re right it wasn’t really all that bad; not like when my Dad did it. The enemas were usually done as if she were helping me. It was as if my bad behavior was something that was caused by some kind of badness in me that she would wash out and then I would be good again. If I was good and didn’t resist she was very gentle and loving while she did the enemas.”

“How many would she give you Terry?”

“It varied, always at least three but if I didn’t come clean after three she would give them to me until I was cleaned out. If I was sick it was always until I was clean as a whistle.”

“What would she do about your erection Terry?”

“Since I was nearly always on my knees with my butt up I kept it hidden.”

“She knew Terry. She never said anything?”

I felt my face glowing. “One time when I was about 15… I lost control and ejaculated during the first enema. I usually jerked off after the first one but that day I didn’t make it. She knew what I was doing and she just stroked my ass and then kinda pressed my balls to me and said, “Just let it out Baby. It’s Ok, I know you wouldn’t be doing it unless you needed it bad. It is ok, don’t be embarrassed. Sometimes it even happens to me.” I was sooo embarrassed. After that I nearly always jerked off before the enemas and then at least once while I was letting them out so it only happed one other time… the last time.”

“Well it may now but if it does it will be like today and something that I wished and helped along all that I could.” She looked up at the bag, saw that it was flat and closed the clamp. “You took that very nicely Terry. You have no possible idea how happy that makes me.”

“I’m pretty happy myself.” I told her. “When you are done with me would you like anything from me?” A thought struck me, “Should I call you Mistress or anything?”

She laughed, “No Sweetheart Gail is fine for right now. Later when we play our role games maybe that will be different but not now.” She rubbed my tummy and then played with my peter until it began to get hard again. “I think that for now all I want from you is for you to relax and let me enjoy you.” She leaned forward and began to lick and then suck me.

“Oh Lordy Gail I don’t know if this is a good idea! I need to GO!”

She lifted her head and smiled, “Are you sure? You are pretty close.” As she asked her hand worked up and down stroking me and bringing me even nearer. She saw the panic in my eyes, pulled the nozzle out and helped me to the toilet. She stood over me and played with my nipples making me crazy. She swatted my hands if they strayed to near my hard and so I just worked hard to get it out as fast as I could. She smiled and teased me. “Are you in a hurry Baby? It will still be there when you are done.”

When she was convinced that I was empty she picked up a towel and led me to her bed where she made me lay with my hands on top of my head. She put on a glove and told me to pull my legs back for her. Her finger went into me and then her mouth took me and in seconds I exploded in the most powerful orgasm I had ever had.

When I had recovered a little I tried to pull her into the bed with me but she bounced away laughing. “No, no little boy! You have work to do. First you need to go and start packing. Do I need to rent a truck for you?”

“No ma’am, not unless your car is a Corvette or something like that with no back seat. I don’t have much and packing won’t take over an hour.”

“Then you will be fine. Get dressed and while you are getting your stuff I will make a few calls and see about getting you in to see a Doctor ASAP.” She backed away from me and then when I got up kissed me gently. “I want you feeling better real soon. I know how depression weighs on you.”

When I was dressed she handed me her keys and told me the car was in the garage. I was a little surprised when I saw that she drove an SUV. She didn’t look like an SUV person to me. I opened the garage and then cranked the beast up. The trip back to my apartment was one of unreality as I thought of the wild changes that my association with her had already started. For one thing, though I knew it would come sneaking back, I felt great and not even a whisper of depression. I was mostly excited, turned on and maybe a little scared but all of that is better than depression.

I hadn’t been lying to her about how long it would take. My clothes went into garbage bags and my few breakable things I packed into plastic boxes. It was a little embarrassing how little I actually had when it was all piled up and went easily into the little SUV. I checked the apartment, made the bed with the linens that were there when I moved in hauled the trash to the dumpster and was gone in only a little over an hour. The place didn’t even need cleaning. Mama had spanked me and everything too many times for messiness. I was a very neat person. My lease was up and it was near the end of the month so I stopped by the apartment where my landlady lived and told her I was moving.

We went and she checked the apartment and laughed. “I really hate to see you go Terry. You are quiet and nice and always paid your rent a week early. Your apartment is so clean that I could rent it as is tomorrow.” She gave me my deposit in cash, it wasn’t a lot, and kissed me on the cheek. “If you ever need a place again Terry let me know I will find you a place. You’re a good boy.”