My Summer with Amy Part 3 by Dani Nicole Hawke
At home, I still had a raging hard on and the image of Amy in my mind. I went straight to my room to take care of my hard-on. I slid my cock out of the fly in the boxers and proceeded to jack off. After about thirty seconds I exploded all over myself. After cleaning up, I headed out to the pool.
A couple of days later I was out swimming in the pool when Amy came up to the gate.
"Hi John."
"Hi!"
"What are you up to today?"
"Just hanging out and swimming."
"Could you help me with something over at my house?"
"Sure, let me get a towel." I climbed out of the pool and dried off, threw on a t-shirt and followed her over to her house.
"This will be easy, I just need to get a couple of things out of the attic. I will go up and hand them down to you."
"OK, no problem."
When we get into the house I follow Amy upstairs. Now Amy is wearing a pair of tight powder blue shorts and a t-shirt. Neither of which did anything to hide her sexuality. With my eyes glued to her ass, we head into the hobby room. Laying on the bed is the dress with a couple of boxes next to it. We head over to the corner and she uses a chair and a boost from me to get into the attic. She hands me down several boxes of clothes; all of them are marked "GIVE AWAY".
"What's all this stuff?"
"Oh, just old clothes I am giving away to charity."
"Damn, you have a lot of old clothes."
"Oh, well, I am a woman with means. Can you help me down?" With her legs dangling from the attic entrance, I place my hand on her calves to guide her down. Amy lowers herself from the attic as my hands run up her legs to her ass and then her back. We stood a moment pressed tightly together. "Thank you for your help." She said as we split apart. This little contact made my cock rise in my swimsuit.
"No problem, anytime."
Amy just smiled. Then pretending to notice the dress for the first time, she turned to me and asked, "How about we finish that dress fitting? I will honor our deal from last time."
"Ok, why not."
"Great I can get this done and move forward with my plans."
"Where should we start?"
"Well let's get you in the dress. Take off your shirt and shorts for me."
I strip out of my shirt while Amy grabs the dress. She is standing there waiting for me to remove my shorts, when I realize I have on a swimsuit. I do not have any underwear on. "Uh, problem."
"What?"
"No underwear again, these are a swimsuit."
"Shit, I was really hoping to get this dress done."
"Sorry, I wasn't thinking."
"Not your fault." She stood there for a moment then said, "I got an idea. That is if you are willing."
"What is your idea?"
"Now hear me out before you say no. I really need to get this dress done ASAP. In addition to the dress, I have bought, shoes, stockings and other lingerie for Becky to wear. If you were to wear the underwear I bought, it will solve the problem and I can finish the dress."
I immediately said, "No way, I don't think so. I'm not going to wear girls underwear."
"Hold on. Before you say `NO', please listen to the rest of my deal. I really need to finish this dress, therefore, if you wear the lingerie, I will not only let you see me naked, I will let you touch me anywhere you want."
Wow, I sat there stunned and thought about what she was offering. I get to see her totally nude and play with her tits and pussy (my first)!! After several seconds of thought, I slowly said, "OK, but it gets to be longer than the last time."
"Wonderful!!" She step toward me and gave me a kiss on the lips, "It's a deal. Let me go get the lingerie." As I sat there thinking how lucky I was, she leaned over the bed, placing her ass right in my face, and grabbed the first box next to the dress. She opened the box and began removing items. First came a pair of silky pink panties with black lace trim. Then she removed a matching bra and garter-belt. Next came a pair of white stockings and she laid them all on the bed. .
What did I get myself into? I said, "I thought you said it was just underwear?"
"Well, girls wear more that just panties for underclothes. I figure you only want to do this once, so I got it all out. That way we can get it all right without having to do it again."
Quickly thinking her statement through and seeing the logic, I said, "Ummm, ok, I guess it is worth it and a deal is a deal."
"Well put these on while I go change clothes."
"OK." Amy left the room as I pulled my swimsuit down. Just as I step out of them, she ducked her head back in the room.
"If you need help just holler." I stood there in my birthday suit trying to cover up my 7" of hard cock. Amy disappeared again and I picked up the panties. What I did not know, Amy was actually watching me from the hall using a mirror in the room. I quickly pulled the panties up around my ass and they fit perfectly, except for my 7" pushing on the front.
As Amy returned, having changed into sweatpant shorts and a looser top, she took a quick glance up and down and said "Good they fit. Now turn around so I can help you with the brassiere." Happy to be able to hide my hard-on from her, I turned my back to her and she helped slide the bra up my arms and attached it in the back.
As she reached for the garter belt, I asked, "What is that for?"
"It is a garter-belt, it will hold up the stockings. Now turn around so I can put it on you." She put the belt around me and attached it in the back. "Sit on the bed. It will be easier to put on the stockings with you sitting down." As I sat on the edge of the bed, Amy knelt down in front of me. From this angle I got a great look down her shirt at her tits (and she got a close up of my 7"s, but I did not think about that.).
Amy rolled the stocking up and slid it over my toes. She then slowly unrolled the stocking up my leg until she reached the middle of my thigh. She then repeated the process with the other leg. Between the view of her tits, her sliding the stockings up my legs and the feel of the stockings, my hard-on began to ache and a little pre-cum dribbled out into the panties. Once she had both stockings on, she said "Stand up so that I can attach them to the garter straps." As I stood, my panty covered cock was right in her face, I could hide neither my hard-on nor the wet spot, but she said nothing. She attached the stockings, stood up and stepped back. She stood there looking at me, "Do a spin for me." I did a slow spin for her.
She smiled but said nothing (not even about my hard on). Then she said, "Something is missing. Oh, I know what it is! Stay right there."
"Where am I going to go dressed like this?" She ran out of the room and returned with what looked like a pair of socks.
"What are the socks for?"
She laughed and said, "These are not socks; they are my little secret. They are silicone breast enhancers. I use them when I wear certain clothes, clothes that need me to be a little larger up top." My mouth just hung down, thinking no way she had to ever pad her bra. She fit them into my bra and now I had tits. It was obvious how this was effecting me, I still had a raging hard on. I kept putting my hands in front to hide it, but Amy still made no mention of it.
"OK, now for the dress." Amy held the dress open while I step into it.. She then carefully pulled it up over my shoulders while I slide my arms under the straps. As she zipped me up with one hand, she hands me a pair of heels with the other. I step into the 2" heels and instantly I was 6'. Great, now let's get to work." As I stood there on the little stage, Amy began to fuss over the dress. After several minutes of pinning and primping the dress, she had me turn toward the mirror. I got my first glimpse of John in a dress. At first glance, it was a young lady, but as you came up to the face, it was a young man dressed up like a girl. I was mesmerized by what I saw. As I stared, Amy continued working on the dress.
When she had completed what she was doing she stood behind me and said, "You know with a long hair and a little make up, you would make a very cute girl."
"Shut up, no I wouldn't. I couldn't fool anyone."
"Oh, I don't know about that."
Amy finished with a couple of pins toward the top and asked me to do a couple of turns to see how it flowed. Going into my own private world, I began to wonder if I could fool people. I began to do some turns as she requested and followed a few other directions she gave. I never noticed her taking pictures as I stood there in a trance. Finally, a flash from her camera broke my trance..
"Why did you do that??"
"I want to take a couple of pictures to send to Becky, so she could see it."
"No way. You said no one would know, if there are pictures, people can find out. No Pictures!"
"Please! It would really help me."
"No way! No pictures."
"I tell you what. I will cut your head out of the pictures; no one will connect them to you. Let's face it, you have tits in the picture, no one would even suspect you."
"What about developing? People there will see them and maybe make copies."
"It is a digital camera, I print them on my computer."
Mulling it over and running out of excuses, I said "OK, but make sure you cut my head out".
She proceeded to take pictures, having me turn this way and that, taking close-ups and distant shots. After what seemed like 100 pictures, she said, "OK, that's enough" and put the camera down. During this whole time, I was hard as can be and almost creamed in the panties. I stepped down from the platform and walked over to the mirror to look at myself. It was amazing. Amy came up behind me and put her hand on my shoulder and smiled. She said, "You know what would be fun to do?"
"What?"
"Well, I have an old wig somewhere and if I put some make-up on you, I bet you would make a very cute teenage girl. Let's see how John the teenage girl would have turned out."
"I don't know. It all seems so strange. Who cares what I look like as a girl?"
"Come on, no one will know and it will be fun, I promise to help you clean it all off. Plus I still have to fulfill my part of our deal." Amy played with her top flashing a breast.
Without saying it too quickly or excitedly, "OK, but nobody sees me and you make sure we get all the make-up off.." Amy smiled, and reached into the closet.
When her hand came out, it was holding a square black box. With a flick of her wrist, the box was on the bed and the wig was in her hand. She picked up a brush from the dressing table and began brushing out the wig. She then step very close to me and place the wig on my head. I failed to notice (being a guy) that the wig miraculously matched my natural hair color. Once she had the wig in place, Amy turned me toward the mirror. The reflection I saw was a teenage girl staring back at me. It was utterly amazing, even without the make-up, I looked like a girl.
"You are beautiful. Even without make-up you make a pretty girl."
"No, anyone can tell I am just a boy in a dress, no one would ever mistake me for a girl." But in my mind I was thinking – damn, she is right, I am very cute, I'd fuck me if given the chance.
Amy broke into my daydream and said, "Let's go to my room to put on the make-up." I followed her shapely ass into her room. As we walked down the hall, Amy just smiled and cooed over how much fun this was going to be.
As we enter the room, I was shocked with how austere the room was. I expected Amy to have a very feminine room, but in reality it was very architectural in design, crisp lines, hard corners, deep rich colors, very sexual. The room first struck one as masculine, but after a moment, one would definitely find it feminine, just not in a pinkish/girlish way. It was very adult feminine.
Amy led me to her make-up table and began pulling out various types of make-up. I was amazed at all the different types there were, "How do you know what to use, there is so much?"
"It is something you learn over the years and you can go to people to get your `colors'". She started with some foundation, then eye shadow and mascara. Next came some blush and finally she opened a ruby red lipstick and applied it to my lips. As she made me pat the excess off my lips, she reached in a drawer and pulled out, a necklace, a bracelet and a pair clip-on earrings. She stepped back and just stared, almost speechless. "You're gorgeous!! It is amazing, I never would have guessed you would make a very cute and sexy young lady."
"No way, I am a guy, how can I be cute??"
"Well you are, let's go back to the mirrors and prove it." We headed back down the hallway to the hobby room. "OK, close your eyes." She led me in front of the mirrors, "Now open!" I just stood there awestruck. It was amazing; a very attractive teenage girl was staring back at me from the mirror. While I was engrossed with myself in the mirror, Amy took up her camera and began taking pictures, from behind, from the side and from the front.
After about five minutes, the spell broken, I said, "Stop, No Pictures. Don't take any pictures!! You do not need anymore."
"OK, gorgeous. You look beautiful in your dress though." She put the camera down (though setting it to continue taking pictures). I just stood there staring at the mirror, turning side to side and to the back to get a complete view. "You are beautiful." I blushed but said nothing; I stood there just mesmerized and hard as a rock in the panties..
After another 5 minutes of looking at myself, Amy broke the spell, "Time to take off the your dress." I sighed a little as she step over to me and unzipped the dress. She then helped me step out of it and hung it on the door. I again turned toward the mirror to look at myself. This time I saw a young girl in lingerie, with a raging 7" hard on straining to break free. A wide wet spot had formed on the front of my panties. Amy stepped up behind me while pulling her t-shirt over her head. With her breasts pressed firmly to my back, she began kissing my shoulder. I stood there watching us, watching a beautiful woman kiss the body of a teenage girl. I soon saw her shorts drop to the floor and felt her hands slide around my stomach.
After several minutes of her attention and me watching in the mirror, she stepped away from my back. "Why don't you turn around and check out my end of the deal." As I turned to face her, Amy stood there, a goddess with a perfect body - 34C breasts, 25 waist and 34 hips, toned and tanned almost completely over. She reached for my hand and placed it on her right breast. As I gently squeezed, a moan escaped her lips. I began playing with her nipple, teasing it, make the nipple surge out for flesh. With one hand fondling her breasts, Amy guided the other to the promise land. As my left hand found her pussy and she directed my finger between her lips. A slight gasp gushed from lips as I slid my finger forward into warm, moist love box. I lowered my tongue to her breast and licked like a child to an ice cream cone. Amy's sexual mewing continued.
There we stood, a beautiful goddess, eyes closed whimpering in ecstasy and me, barely a man of 16, wearing pink lingerie, my hand in her pussy. As I lifted my head, our mouths found each other and entered in a deep soulful kiss, tongues dancing in and out in a dual of lust. With the intensity of her whimpering increasing, I introduced a second then third finger. My free hand once again finds a luscious breast and begins to tease and play with her nipple. As my hand did a walk through her pussy, it seemed to generate deeper, lingering moans from her body. She whimpered as I removed my hand from the joy it had found and gasped as I pushed it hard back into heaven. Amy came with a loud squeal. As I removed my hand from her love canal, Amy pulled our bodies together, grinding her pubes into my groin. Just the slight added stimulation caused me to cream in the panties. My body quivered with orgasm and I was barely able to remain standing. Abruptly, Amy stepped away from me and matter-of-factly stated, "Ok, that completes our deal. Time for you to be headed home. I stood there dazed and dumbfounded.
Slipping on a robe, she said "I'll be right back, want a Coke? Sit down on the bed and I will help you take off your stockings without getting s run in them when I get back." I sat down, and then laid back on the edge of the bed. My hard-on gone but the panties obviously wet with cum. After about 10 minutes, Amy came back into the room with the Cokes. Without saying a word, she unhooked the first stocking and began rolling it down my leg, following that with second leg. With her hands on my legs and the several glimpses of her tits to bring it on, my raging hard-on returned. Still horny and embarrassed, I tried to hide it when she stood back up. As she looked down at me she said, "Oh my, what is this? Did I do that to you? Does Johnny like playing dress up?"
"NO, NO, I Don't!" I said a little too emphatically, "It's just, you are beautiful, practically naked and you just kept rubbing my legs..." As I said this, she started to lower the front of my panties. I tried to push her away, but she pushed my hands aside and proceeded to release my cock from its lacy confines.
In a cutesy, playful voice, "What is this all over the inside of Becky's panties? Did wittle Johnny get all excited wearing panties and have a wittle accident in his panties??"
Mumbling, I shook my head and said, "I've never done that before, all you did was touch me once and I could not stop it; you were too much." Trying to hide my face.
With just my cock hanging over the waste band, Amy said, "Well we will just have to clean this up." She then proceeded to lick the shaft of my cock clean and then lowered her mouth to swallow me in. She sucked it all the way in, licking the underside with her tongue. As I lay there, she cleaned my cock of all the cum. As she lifted her mouth off my cock, she grabbed my hand and said, "Stand up." Not wanting her to stop the fun, I stood up as she asked. She then lowered the panties the rest of the way. I stepped from them and she laid them on the bed. Amy then kneeled down in front of me and took my cock in her mouth again.
I looked over in the mirror and saw an amazing site. Amy in a kimono, on her knees, sucking my cock and me wearing a pink bra and garter-belt (the straps hanging down on my ass and legs) with my 7 inches buried in her mouth.
Amy licked and sucked my cock for about 5 minutes as she played with the garter straps and my ass. I was all a shiver with the multiple stimulations. It took only 2 more minutes before I blew my second wad of the day. Amy caught every last drop. With rubber knees from the orgasm, I fell back on to the bed in ecstasy, my very first blowjob. Amy climbed up next to me on the bed and ran her fingernails up my body. I turned to look at her and she leaned over to kiss me. As we kissed, I felt her tongue on my lips. As my lips parted to receive her tongue, I was given my third surprise of the day. Not only did her tongue pass my lips, but so did the cum she had just sucked from my cock. Simultaneous to our lip lock, Amy began stroking my cock as she rolled up over me. Amy kept her lips forcible against mine, not allowing me to rid of the cum. Finally, after a few moments of tongue games, I swallowed my cum.
After swallowing my cum, Amy directed my hand back to her pussy and I started fingering her again. As we rolled around on the bed, we continued kissing and playing tongue games with our mouths. I continued to finger her very wet pussy. Amy reached above her head and grabbed the panties I had spewed into earlier. After rubbing my cum all over her breasts, she looked me in the eyes and said, "Suck on my tits baby!! Lick your cum off them," With the invitation, I began to lick her tits and I cleaned my cum off of them. While I licked and sucked her beautiful 34Cs, I was adding fingers to her pussy. Amy then showed me how to use my thumb to pleasure her more effectively. With my continued attention to her breasts and my quick learning of the thumb technique, Amy began whimpering. As her breathing got faster, she took my cock in her hand and began stroking. As she blew in orgasm, she let go of my cock and screamed in ecstasy,
After a couple of minutes of recuperation, Amy rolled over and said, "It was time for you to go. Just put your lingerie on the bed and I will take care of it later " and left the room.
As I stripped out of the lingerie it occurred to me that she called it my lingerie, I figured it was a slip of the tongue and thought nothing of it, I was still on my sexual high. I laid all the lingerie on the bed and was standing there naked when she returned to the room wearing her kimono. She came up to me and kissed me, "You were wonderful. I have not been that hot in a long time. I just love the feel of silk and the way those straps dangled, ummmmm." As she was saying this, she fondled my cock again and gave me another big kiss. "Now get dressed. I should not be seeing you naked." I got dressed in my street clothes. She then handed me some make=up removal towelettes and helped me clean off the make-up.. Once done, she grabbed me, pulled me to the bed and gave me a big French kiss while she stroked me through my jeans. The kiss broke and Amy said "Thank you again for being my model and for being such a good sport about everything I needed. It was fun playing dress up like you were my daughter. I hope you had fun too for a one-time deal. Bye, and tell your mom and dad, I said `HI'"
I said "C'ya" and walked out of the house.