Carolyn and I had known each other since junior year in high school where we met and became fast friends. She lived at the end of my block four houses down which put us in closer contact than I had with my other classmates. Carolyn was outgoing and would shock and sometimes embarrass me with her direct comments. I was somewhat a nerdy male who liked math and track and was very shy around most girls being an only child. I remember when Carolyn asked " Have you started to grow hair down there ?" pointing at my crotch. I turned beat red and stammered, "Its none of your dam business." She laughed and skipped away home.

Now it was four years later and I was home from state university. Carolyn and I had corresponded regularly. She attended a Catholic university at her parent's insistence, so we were split up and had to exchange E-mails and letters. That didn't stop Carolyn from being as direct as ever. She didn't hold anything back about herself either when it came to sex. She told me about her tryst with a hot blond girl in the junior class. Carolyn was not gay I don't believe. She was just Carolyn and what floated her boat was the water she chose to swim in. I had been two years in college and still hadn't had sex. Needless to say Carolyn was appalled at my virginity. I justified by sexual condition on the fact that I was studious carrying a 4.0 point average in all my subjects including my major mathematics. I was all ready thinking about graduate school at Princeton. My last message from Carolyn was that my dick was likely to atrophy and fall off from lack of use. When we next meet, she was going to relieve me of inhibitions and induce delightful stress into my empty sex life. She invited me to meet her at her apartment which she shared with an older sister who was away for a week . I arrived at her door slightly out of sorts and embarrassed.

Carolyn was her beauteous self with long brown wavy hair touching her shoulders. She had pert breasts and an ass that I secretly craved. My reticence prevented me from showing my appreciation of her beauty and body. God she was gorgeous. "Well here comes the mathematician she exclaimed giving me a hug and kiss on the mouth. I was enthralled. She grabbed my hand and said as she pulled me up the stairs to the second floor sleeping quarters and bathrooms. "You will do exactly as I say and you'll love every minute of it. Punishment and pleasure will be what you are going to get. She unbuttoned my white button down shirt and pulled it from my pants and then proceeded to unbuckle my belt and unzip my pants in an expeditious manner. "Aren't we going a bit fast Carolyn ", I squeaked. "Shut up and strip" , she commanded. "Now face down on the towel on the bed. Your first lesson will be what I learned in nursing class this semester." I quickly lay on the white towel concealing my manhood. Carolyn had disappeared into the bathroom returning holding a large red full enema bag. "Now you lye still and I'm going to give you an enema to relax you and clean you out. I then realized she had removed all my cloths and I was stranded on the bed. She opened the night table draw and took out a jar of Vaseline and a box of rubber gloves. I watched in stunned silence as she snapped on the gloves. "Sweetee lie still while I check you for constipation or impactions." She pulled my legs apart and put both hands on my buttocks pushing them apart. "Now hold still." With that she dipped her forefinger into the vaseline and proceeded gently to massage my anus. I damned near died. I was speechless. A few seconds later I felt her forefinger push against my anus. I pressed down on the towel and was rewarded by a hard smack on my cheeks. "Hold still I said or you'll get it with a hair brush.", she said. Again she pressed her forefinger into my anus this time entering a little further and then withdrawing. The sensation was incredible and my penis almost fractured in its launch for pleasure. Slowly she moved her finger in and out in and out. "Oh, that feels good", I gasped. Just as I was getting used to the sensation and willingly accommodated her intrusions Carolyn removed her finger. "Now I'm going to give you something to relieve your stress. Just lie still and do as I say." she said.

She raised herself from the bed and reached over to the nightstand where the enema bag, hose and enormous cone shaped nozzle lay. "Carolyn , I don't want to do this., I said with mixed emotions. I got another very hard smack on the backside. "Lie still and take your enema. Haven't you ever had an enema before ?, she asked. "No, this will be the first time", I said. My face was flushed and I could feel the heat radiating from my facial cheeks. My erection had declined to a state of light readiness. Carolyn let me see her lubricate the nozzle and then said, "this might feel a little uncomfortable at first, but you will get used to it. I bet you will even enjoy it." She expertly spread my butt cheeks and gently pressed the tip of the nozzle against my quivering anus. Slowly she twirled the nozzle around and pressed it gently in my anus. I didn't want to resist as the pressure would make the nozzle entry more painful, so I lay quietly hoping she wouldn't hurt me. She continued to press the nozzle in. Suddenly she withdrew it and said, "it needs more lubrication". She squeezed a clear jell on the nozzle and again placed it against my anus. This time she pressed harder and I felt the cool jell fall on my thigh as the nozzle penetrated me. I grabbed the bed and held on. "We're almost in. Relax and push out", she said. I couldn't do anything of the sort. All of a sudden I felt the nozzle plunge into my innards and felt my anal ring close around this monster. "Good boy. Now rest a minute and I'll start your enema., said Carolyn. She stroked my back and butt gliding her hands along the inside of my thigh.

She stood and picked the red enema bag from the nightstand and said,"okay here we go". I heard a click and felt warm pressure as water flowed into me. "Now relax and I'll put it in slow. But you must take it all." "Really, I said, as I felt my stomach filling with the enema." "You've only taken half so be calm. Get up on your knees and rest your forehead on your crossed arms. ", she instructed. I lay there afraid to move and expose myself. "Oh, you're not going to follow instructions heh,", she said raising the bag higher. I felt the water pressure increase against the walls of my rectum. "Okay, okay, I'll do it," I exclaimed getting up on my knees. "That's better, " she said. "now take deep breaths and breath out your nose" . Carolyn reached between my legs and stroked my scrotum and my growing cock. Her touch erased all sense of embarrassment or humiliation. I was in her power and her debt. "Now roll over on your back, so we can finish your enema and relieve your stress"., she said. I was feeling full but complied for fear of the consequences. As I settled on my back with my erection at ninety degrees I looked at my swollen belly. Suddenly Carolyn grabbed my dick and began massaging it saying " I want you to cum for me. Will you do that". She didn't have to say more. I released a torrent of sperm into the air landing on her hand and my swollen stomach and the bed towel. I gasped in ecstasy and collapsed on the bed. Carolyn wiped my deposits with a warm cloth, removed the nozzle (thank god) and told me I could use the bathroom.

I am in Carolyn's debt for getting me abruptly over my trepidation and inhibition. I asked her after is finished on the toilet "Where did you learn to give enemas so good? She said, "This is my first time too. I lied I'm not in nursing school. " Now I'm her slave. But slaves have their day too.