Backsliding: Tim's Story
Keywords: Tim's, Backsliding:, Story,
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You know this style will require a lot of work to keep it looking nice, don't you?"
"I don't mind," I said. "In fact, it'll be fun for me. I want to look as pretty as possible."
Aunt Susan finally agreed, so when we got to the salon I showed the stylist the picture I'd cut out of a magazine. He said it would be absolutely perfect for me. An hour and a half later, I emerged feeling like a fairy tale princess.
Aunt Susan took me out to lunch at a very expensive restaurant. I felt so ladylike in the posh surroundings. The waiters fussed over us and the food was the best I'd ever eaten. I told her so and thanked her on the way home.
As we pulled into the driveway, Susan hit me with another revelation. "I have a party planned for us tonight. There are three cute boys coming over and Jill and I are going to teach you how to please them. It's time for me to show you what turns a man on. You must do exactly as I tell you and everything will go perfectly. Do you understand me, Julie?"
I was very excited but also scared. What if they didn't like me? What if I didn't turn them on? I told Aunt Susan how I felt, but she wouldn't hear any of it.
She reassured me it would all work out precisely as she had planned as long as I followed every instruction she gave me. She also cautioned me not to resist any of the advances the boys made toward me.
"Today, I want you to experience all the thrills of being a female, dear. Don't even think of resisting if they want to take your virginity. You'll learn to enjoy having a man make love to you. I had the same kind of party for Jill a few months ago and it was all she could talk about afterwards. When we get in the house I'll teach you how to relax your pussy so it will be ready for the party."
"But Aunt Julie," I cried in mock horror, "I don't even have a pussy. Did you forget that or were we supposed to buy one for me?"
"No, dear," she chuckled, "I didn't forget. You know what I meant is your backside, you clown. Believe me, you can take a man in there and they'll get just as much satisfaction as if it were in a pussy. Some even like it better because it's so tight. I'll show you how it's done with a dildo. Have you ever felt a dildo?"
Not only had I never felt one, I didn't even know what one was, I admitted. I had never told her about my experiences with Mark because I thought she might think I had been bad or unladylike. So, as far as she was concerned, I was still a virgin when it came to making love to a man.
We went into the house and up to my room. Susan had me take off my dress and slip, then pulled down the tight panties. She laid me face down on a towel on my bed. I felt her put some cream in my rectum.
"Remember, dear, this is now called your pussy and it's purpose is to give pleasure to you and the boys. Believe me when I tell you it will. Now just relax. I'll do everything."
She began massaging my hole with her fingers, inserting first one, then two. It was a surprisingly pleasant feeling. I relaxed and began to enjoy her caresses until I felt a cold, hard object forcing my pussy open wider. There was some pain as she eased it past the rim, but only for a moment.
"I want you to take a deep breath through your mouth," she told me, "and try to completely relax, dear. That's a good girl. You may feel a little discomfort as this enters your pussy, but you'll find it to be worth it."
Slowly and gently Susan pushed her dildo into me as she fondled my legs through my stockings. A cramp came across my tummy as it inched deeper, but then suddenly it stopped and I felt warm all over! It was ecstasy! An indescribable sensation! "It feels really good. Put it in me farther, Aunt Susan," I gasped.
Susan kept a rhythmic massage and I began to rise up to meet each thrust as the dildo plunged into me. After a short while, I came all over the bed. She kept fucking me until my climax was over and then stopped and removed her toy from my pussy.
"Wasn't that fun, dear? This afternoon you will have the opportunity to feel the real thing," she told me as she wiped the remaining cream from my backside with a tissue. "I know you'll remember this day as long as you live. I've invited three very horny boys over to please you while Jill and I watch. I want you to suck their cocks first and be sure to drink their cum down. Then you'll be good and ready to receive them one by one in your pussy. It will probably take each of them a while to cum a second time, so you'll have the thrill of having a cock in you for a long time. Then you're free to do whatever you and the boys decide is fun. After this experience, I know you'll love feeling a man in your mouth or your pussy for the rest of your life."
Having thoroughly enjoyed the dildo, I could hardly wait for the real thing! I told her I was more than willing, then took a brief nap, wanting to be fresh for the upcoming festivities.
About two hours before the party was due to begin, Susan came into my room and told me it was time for me to bathe. As I was about to get into the tub, she entered the bathroom carrying a pink rubber bag attached to a long tube.
"It's time for your douche, dear," she instructed me. "Bend over the sink. You'll have to learn to cleanse your pussy before any date you have with a boy. It's even a good idea if you keep yourself clean daily. Now spread your cheeks and relax. Don't worry, you'll find this to be most pleasant!"
After lubricating me with a small dab of cream, I felt a tube being shoved into me. It wasn't anywhere as large as the dildo, and slipped in quite easily. Warm liquid began to flow into me and I sensed my belly swelling. Soon Susan had emptied the entire bagful into me until I thought I would burst.
"Hold it in as long as you can, dear, then empty yourself in the toilet," she instructed. "When you're done, we'll do it again to be sure that you are as clean as can be. There's no need to leave unpleasant residue on a penis that's just pleased you, is there? It's most unappetizing, especially if you want to suck it later. This is just one more thing for you to learn, another part of being a woman. It's not as easy as it looks, is it?"
Unable to wait another minute to answer her question, I bolted for the toilet and relieved myself. When I was done, the process was repeated, but this time I enjoyed the sensation of the warm perfumed liquid streaming into my pussy.
Susan left the enema apparatus in the room along with a supply of perfumed powder to mix with the water whenever I wanted to enjoy the new full feeling. I promised myself to douche twice a day from now on.
*Chapter Seven - Party Girl*
I finished my bath and then proceeded to dress for the party, thinking about how much Susan had changed my life. I was enjoying this vacation more than any other. I wondered what would happen when I returned home and might have to resume my old male role. Well, I'd worry about that some other time. Today was all that mattered as I looked forward to my debut as a "femme fatale".
I chose the prettiest lingerie I could find, all sexy and black with lots of lace trim, hoping it would excite my soon to be lovers as much as it did me. I regretted that my breast development hadn't progressed farther and that I was still only an A cup, but they were very shapely and my nipples were very apparent through my bra. I decided to wear black stockings to compliment my black undies. Before picking out a dress, I sat in front of my mirror and worked for over an hour putting on my face and doing my hair, thankful that Susan had taught me so well. What a thrill it was to experiment with the cosmetics, especially eye makeup.
When I was satisfied that I looked as foxy as possible, I went to the closet and put on the very short black leather dress Susan left for me. It was low-cut as she wanted to emphasize my breasts. A set of gold earrings and necklace completed my costume. As I saw myself in the mirror, I felt I could live like this forever. Susan and Jill came in while I was practicing a mincing, sexy feminine walk in my four-inch heels.
"You look simply divine, dear," Susan told me. "I'm so proud of you. I could make love to right here and now if I thought it wouldn't make you late. After the party I plan to teach you how to make love to a woman like a female. I have several bisexual girlfriends who would give anything to have you. It's so much fun having you here. Are you enjoying this visit with your aunt and cousin as much as we are?"
"Oh, Aunt Susan, this is the most exciting thing that has ever happened to me!" I answered truthfully. "I don't know how to thank you for teaching me the joys of being a girl. I want to be just like you and remain a woman for ever."
She smiled at me and said, "Don't worry dear, I'm sure you will as soon as your parents see how pretty you are. This evening's fun will begin very soon. It's your job to be as sexy and feminine as possible to make sure none of the boys can resist you. I've taught you well so just think and act like a girl. Are you ready?"
"I think so. I hope so. Do I look all right?"
"You're gorgeous," Jill said as she hugged me. "I had a party like this and, believe me, it was fantastic. I wish it could be me again. You're going to have a wonderful time."
The boys all arrived at the same time. Susan introduced them to me and I blushed as they leered at me, knowing full well what was in store for them. Alan was short and shy but very cute. Brian was just the opposite physically, tall and muscular, only average looking. Robert was very nice looking, about six-feet tall and slightly feminine. He quickly became my favorite.
"Gentlemen, this is my niece Julie from Buffalo. I want you all to have a good time with her. She's still a virgin, but I've convinced her that today that will all change. She's very anxious to learn how to satisfy a man so today I'm going to supervise the activities and Jill is going to record this party on video.
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Keywords: Tim's, Backsliding:, Story,