“Oh Honey you just don’t know! I’ve never felt like this in my entire life. Last night I woke up and was petting your ass and I wanted it so bad I could nearly cry. I wet my finger and snuggled it in between your cheeks and you were just the most adorable thing! You spread your legs and let me in. I lay there for nearly an hour with the tip of my finger in you. I could feel every little twitch and you just let me stay there.”

“SO, you are the reason that I had those dreams last night! I dreamed about one time when I was a little kid. I was staying with my Aunt and cousin had gotten sick. They just kept checking my temperature over and over in my butt and then sticking suppositories up my bum! Starting the second day they gave me three enemas in the morning and then any time that my fever got over 101 I got a cool one to pull my fever down!”

“Was this a dream or did it really happen?”

“It really did happen! I was about 9 and went to stay a month in the country with my Aunt Nancy and her daughter Tiffany. Tiff was probably about 16 at the time and I had a terrible crush on her. At first I thought that I was going to just DIE of embarrassment!”

“At first? So you got used to it?”

“I don’t know that I really got used to it but I got so that I liked it a lot better. After that all that I had to do was mention that my tummy felt a little funny and it was off to the bed for enemas. I think Aunt Nancy like doing them to me and I know for a fact that Tiff did. I could just depend on it. If Aunt Nancy left and told us that she was going to be gone for a couple of hours, before the dust settled on the road behind the truck, Tiff was calling me to the bed for a cleaning.”

I suddenly cramped and Deb stopped the flow. “You are nearly done with it. Just a little bit more and you will be done.”

“Am I going to have to hold it??”

“For at least ten minutes or we will have to spank you and start all over with another one just like this one Dear. If you can keep this one I don’t think it will take over a couple of rinses to finish it. I won’t make you hold the rinses but for 5 minutes.”

My ass was still burning and I KNEW that I didn’t want another spanking. A little spanking play was exciting but my butt was a wimp and a little was about all that it could enjoy. My pecker on the other hand had somewhat different ideas! All things considered I knew that if I couldn’t hold the enemas that when I was done emptying that I would go back on the bed without a word of resistance.

She let the last bit drain into me slowly while she ever so sweetly rubbed my stomach and told me how good I was being. Once it was all in place she eased the nozzle out and then replaced it with a finger.

“Are you going to be a good boy for me and hold your little enema now?” She asked smiling.

“I will try hard Debbie!” I gasped as she stroked my prostate firmly. “Oh shit!! Don’t do that!”

She did it again. “What’s the matter doesn’t the wittle boy wike having his booty tickled?” She did it again and I KNEW I was in trouble.

“YES but not while I’m trying to hold on to the enema!” In a bit of a panic I asked, “Wouldn’t you rather tickle it with something else later?”

She stroked it softly making my cock throb and the feelings of possible imminent disaster flood my entire crotch. “Oh I’m definitely going to do THAT too. My wittle boy’s booty is going to get quite a work out.” She increased the pressure as she also began to more work her finger in and out as she stroked my prostate.

“Oh GAWD Debbie I can’t hold it with you doing THAT!!” I blurted.

“Does he need to go potty now? If you do you know Mama is going to have to spank you again.” She was just totally working me over now. “Don’t you like it when Mama rubs your little boy button?”

I felt my asshole spasm and the first warning of a leak in the dam. I clamped down as hard as I could on her finger and that was the end. I suddenly exploded squirting my hot gooey stuff all over the place as I had a just enormous orgasm. I squealed, “I gotta go to the toilet NOW!!!!”

“Are you SURE? You seem to have a pretty good grip on things.” She tugged her finger and stroked my button again causing fire to shoot through my now tenderized and throbbing bits.

“Yes, YES oh SHIT yes. NOW!” I started scrambling trying to get up.

Debbie, finger in place, helped me and as soon as she had me over the toilet she stroked her finger in and out several times and then pulled it out quickly.

I yowled, squirted one last little bit out in front and then plopped down on the toilet and just gushed.

Debbie looked at her watch. “That was only 6 minutes little boy. You know what that means?” She didn’t wait for an answer; not that I had one for her. “That means that I get to spank the witty bitty wittle boy’s booty some more.” She grinned and just glowed in anticipation and I didn’t have the heart to begrudge her this pleasure.

When I was done and thoroughly cleaned she took my hand and led me back to the bed. She sat down on it with her hairbrush and patted her lap. MAN I didn’t want her doing my butt again!!! She looked at me sternly and my cock twitched. I lay over her soft silky thighs and she helped me get settled.

“I love you Josh. I never imagined that I could love someone as hard and much as I love you.”

The brush landed on my tender cheeks and I just bawled. I don’t think that she actually did it as hard this time as the other one but my ass was tender and I wasn’t in a very manly state of mind. I finally just relaxed and cried as she rained down fast little swats that each seemed to reach into me touching something deeper than just flesh.

When she stopped I scrambled off her lap and then into her arms crying and telling her how much I loved HER. She held me and calmed me with her kisses until I was a little better. Then she led me back to the bathroom.

She made another big soapy enema and had me get on my knees with my head down. She was much less vigorous when she lubricated me this time and then when the nozzle was pressed into place she just gently massaged my ass and balls. The earlier one had pretty well cleaned me out and this one went in a lot easier.

When it was done she patted my ass and said with a little giggle. “I think that this time I will just leave the nozzle in the wittle boys butt. My finger seemed to over excite the wittle fewwow.”

I looked over my shoulder, “Ya THINK?”

The ten minutes passed slowly as it always does. I wasn’t cramping too terribly bad but I WAS very happy when she said that it was done. She helped me to the toilet and removed the nozzle. I looked up at her and she kissed me. “Let it go for Mama.” With a sigh I did and it felt wonderful.

The rinses were give in similar form, slowly, gently, with only minimal sexual stimulation given directly to my body. On the other hand I DID find it pretty damn stimulating when during the last enema she moved up and lowered her wet sweet pussy to my lips!

She writhed atop me moaning and nearly smothering me until the enema was done. When she suddenly hopped off of me she was a woman on a mission. She got me up and onto the pot in record time. Her deep firm massage on my stomach seemed to make the enema leave me in a long gush. After I slowed she left me there to finish while she went to the bedroom to “get things ready.”

As I sat there I wasn’t totally sure that I was ready for this but knew that Debbie was past ready. I didn’t see me refusing her so despite my worries and misgivings I was trying to prepare myself mentally for it. I loved what her fingers did to me in my ass. I liked the idea of her doing me in it… there is just something WRONG about a guy getting it in the ass like that though.

She had modeled the strap on for me and she was quite fetching in it. Maybe if she would just hold it in her hand the first time so that she wasn’t really… you know… fucking me like that.

I was looking down, probably looked a little like that sculpture “The Thinker” when she came back to me. I looked up when she cleared her throat. “Oh Holy Shit!!!” burst from my lips.

“Do ya like it? I think it looks smokin’ hot!” She had on a red bustier garter belt and red net hose and a just huge looking red dildo affixed to a red leather harness.

“I…I…I… WOW!” My mouth didn’t seem to be working right… maybe it was because a lot of my blood had rushed down and made my cock pop up like a switch blade knife the second I laid eyes on her!

She noticed and giggled, “I see you approve! Now hurry up and finish. I want you to take a quick shower and then come and see me. I’ll be waiting in the bedroom. If you keep me waiting too long I may decide that I want your ass to better match my outfit.” She turned and with an ass swinging walk that would have made me cum had she not already relieved me somewhat, she left me to my business.