Naked in Wilson - Cover

Naked in Wilson

Copyright© 2013 by Prince_frost

Part 8

Erotica Sex Story: Part 8 - Sorry it might take a while I have an editor helping now, so far reposted 1 part

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Ma/ft   mt/Fa   ft/ft   Consensual   Romantic   Lolita   Fiction  

Aug. 21, 2009 Friday

Chapter 1: Jimmy

I woke up in the morning after a restless night of sleep, thinking about all the fun I had yesterday. I even slept in until 7:00, which is very unusual for me. You see I am always up by 6:00 and running a couple of miles trying to make the cross-country team at school. Mom said, "Boy, you must have had a hard night. I have never seen you sleep so late."

He said, "You know mom, I've never been around a girl before and now I'm spending the whole weekend with one."

Mom said, "Sweetie, just be yourself and you'll do fine, just like Gigi said to me."

He said, "Thanks mom, so when are you guys leaving?"

Mom said, "Well dad gets off work at 11:00, so after he goes to the bank and we all get lunch we will be leaving, so I figure around 12:30. So when can you go over to Gigi's?"

He said, "She wants me to wait about half an hour after she gets home, so she can relax and get used to being with her aunt before I come over."

Mom said, "That would give them some time together before you go over, so are you okay in doing that?"

He said, "I will try. I hope I can keep my basketball at home, you know I like to shoot around."

Mom said, "I was lucky to find someone to watch you that way, especially when she has company coming. You know, I have left pretty soon I have practiced?"

He said, "Yep I was just waiting on you to tell me." We went out and she took me to practice. "Can you pick me up in about 1 — hours? That is when we were done yesterday."

Mom said, "So you don't want to run home today?"

He said, "Nope, I want you to pick me up so I can be cleaned up for a change because I have plans today. I'm starting to look at girls now and there are two pretty twins to my team."

Mom said, "Wow my son is looking at girls watch out world."

Then she dropped me off at school.


Chapter 2: Amber shows off

I woke this morning and went down to eat breakfast before getting dressed. That is something I never do and it shocked Mom, who said, "Wow, young lady! Not even wearing your robe?"

Amber asked, "You want me to go put it on?"

Mom said, "Sweetie you don't have to, but your brother might be able to see your nipples, I can, and I'm glad your father's not home."

Amber said, "Oh I didn't think it was that thin, but I want to see if he says anything."

Mom said, "You brat! Are you picking on your brother now?"

Amber said, "Why am I a brat? I'm just making sure my date will treat me right when I'm almost naked like this."

Mom said, "I know, but he is your own brother, sweetie."

Amber said, "Yes, but I'm using him to help me find the right guy."

Mom said, "It looks like he's not the only thing you're using. Those look very pointy, from here, Mom!"

Amber said, "But, that is an idea. I never thought of using your brother that way."

My brother walked in and said, "Wow, sis, that top is almost see-through. I can see your nipples."

Amber said, "Mom told me that, but do you mind me sitting here like this?"

Art said, "Sis, I'm not that stupid. You can do what want, but I might just stare and forget to eat."

Mom said, "You! I know you are truthful and Amber, you know, I think you found out what you wanted to know."

Amber said, "Oh yes I did. He is even sweeter that I thought he is. Now I want to find a boy just like him, I'm sure about that."

I leaned over and kissed him and my top fell open and he saw my bare tit. I giggled, and left to get ready to go. He said, "Mom, where can I find a girl like her? She is something else."

Mom said, "Sweetie, she is one of a kind, but a lot of this is caused by you."

Art said, "How did I cause it? I really want to know, so I can see if it happens again."

Mom said, "You are a brat! There is just something special in you, but I don't know what it is. Maybe your sister does. You can talk to her about that after practice."

Art said, "You know I really want to know so I will."

I came down then and we left for school, so mom could get to work on time. "Bye mom, we will see you at home. Remember I have a hot date tonight."

Mom said, "Oh my god Amber, you are going crazy now."


Chapter 3: Darien

I woke up in the morning, got cleaned up and dressed. I walked into the kitchen and said, "Dena you ready for your date tonight?"

Dena said, "Yes, I am. I thought I was dreaming that, but I'm so happy I wasn't."

Mom said, "So, you really are taking your sister out tonight. I thought you were joking."

He said, "Yes, I am. There are 3 girls in this town that I would think about taking out and 2 of them live here."

Denise said, "What! That is so crazy; you would take me out, too? And, yes I would go out with you."

Denise jumped in my arms and kissed me. She was blushing when she said that. "Hey brat, how do you know I'm not talking about mom? She's hot, too, you know."

Mom's mouth about to drop to the floor hearing that, "Please tell me who you have a crush on?"

He said, "Nope, I can't because I'm afraid that someone will tell her. I have to be able to do this myself. But I will give you a hint; I gave her a valentine card in 8th grade."

Dena said, "Oh my god, AM is the one."

He said, "Yes, you're right, but I don't want her to find out from anyone here."

Then it was time for us to leave for school. We all piled in my car, and, when we got there, we split up to where we have to go.


Chapter 4: Joe

I woke up in the morning and took a shower with Jodi and Shirley, lucky I got up early, and they were both really horny. I knew I was going to have a problem with them, just from the smell of hot pussy, even before they woke up. When we got out of the shower, Shirley didn't give me time to dry off; she just dropped to her knees, and sucked my cock down her throat.

Jodi said, "Hey, that's mine. What're you doing?"

She backed off, looked up at me, and asked, "Do you really want to go with someone that stupid? She doesn't even know what a blowjob is."

Jodi said, "I'll teach you." and lay down on the bathroom floor, slid her head under Shirley's ass, and started eating her out. I could see that my sweetie had a hand buried in her pussy, and the other playing with her nipples.

As much as I hated to do it, I said, "Girls, Girls. Can we at least move to the bed? If I fall, here, someone could get hurt."

Jodi slid out from under Shirley, but Shirley never took her mouth off my cock as we moved back to the bed. I sat on the edge, and back down her throat I went. God, that feels good. Then, loving Jodi pushed me down, and sat on my mouth. She was dripping so much; my chin was soaked before she got her lips against mine. I felt Shirley moving around on my cock, and realized that she was up on the bed so that Jodi could eat her out at the same time, great way to get the morning off to a cumming start.

After I blasted a load down Shirley's tight throat, they swapped places, and I brought Shirley off with my tongue, as Jodi gasped and shook in her own orgasm. I love the way she feels, blowing me and cumming at the same time.

We had to get another shower, and both girls told me, in no uncertain terms, that I was to shave first thing, every morning. The insides of their thighs were red from beard burns, and neither one was happy.

Note to self, SHAVE!!


Chapter 5: Cross-country Practice

Mr. Farrell said, "Yesterday was an easy practice, but they will get harder, especially for the girls. They had their best finish ever in the state which was 3rd place and Ft. Summer has won it the last 2 times. We have them in 3 of our first 5 meets. We will have practice at our regular time now after school starting Monday."

After we warmed up he had us run 3 miles and then we took a 10-minute break. He had us do a half a mile, a break, and then another one before ending practice with wind sprints. After practice Amber said, "I've never worked so hard, but if this is what we have to do to win state I'm willing to do it."

Terry said, "You're right, he's working us a lot harder this year. I really want them that bad."

Tina said, "This year, I want to take 1st and 2nd against them, at least half the time. That would be more fun, you and I are capable of winning state as individuals, and we just need to see how much our team can do."

Amber said, "It looks like war this year between you two. Kris, I think we are going to have to work harder to catch up with them." She thought, "You two better watch out now. I'm without Monty and I'm going to work harder than ever. I'm tired of being third fiddle here."

Then practice was over, Amber saw Darien and asked, "Do you still run some at night?"

Darien said, "I used to, but I'm not doing it that much since practice started. Why do you want to know?"

Amber said, "I'm thinking about starting running after school and I could really use someone to run with."

Darien thought, "This is unreal I am scared even to talk to her and now she's asking me to run with her. This might be my chance to ask her out, but I'm not going to hurry it."

Darien said, "You know I'd be glad to run with you; what time do you go out?"

Amber said, "I watch my brother until about 4:30 pm; how that sound does?"

Darien said, "I can drive over there and we can run from your house half way to the school and back, that would be like 1 — miles, then keep adding more as we feel up to it."

Amber said, "Do you think I have a chance to catch up with Tina, Terry and Kris this year?"

Darien said, "If you work at it, you can do it. I will be glad to help you, but won't Monty get mad at you? Spending all that time without him? I hear he gets real jealous."

Amber said, "I broke up with him last night because he always gets mad when it is time for me to do a sport or be around other people. I told him I have a date tonight with a very caring person and he is only 13 years old. Monty freaked out! I'm taking my brother to a movie."

Darien said, "Hey would you like to make that a double date? I'm taking Dena to a movie, and then out for ice cream."

Amber said, "You know sounds it like it would be a lot of fun. I've never double dated before. I hope they don't get mad at us for doing this to them."

Darien said, "I've never been on a real date because I'm afraid to ask the girl I really like out. I've had a crush on her since the 7th grade."

Amber said, "Wow that sounds bad. Is there anything I can do? Can I help you ask her out?"

Darien said, "Yes, you might be able to; can you ask Amber if she would go out with me?"

Amber said, "Darien I never knew you had a crush on me, but after our double date with Dena and Art, yes, I would go out with you. I can't break the date I promised my brother."

Darien said, "You know this might be more fun. Just getting to know each other, and doing it this way. Let's go see if they're willing to double date."

Amber said, "My brother first, he's at the pool."

I grabbed her hand and then we took off walking toward the pool and saw Art walking towards us. Amber said, "Would you mind a double date tonight with me and Darien and his date Dena?"

He gave me a funny look, and then I whispered to him, "I'll give you anything you want when we get home."

He whispered back, "Would you go skinny dipping with me?"

Amber said, "You brat, yes I would just for you, sweetie."

Art said, "Yeah, sis I'm willing to do that, just for you. It might even be fun."

Darien said, "Come on, now we have to check with Dena."

Art thought, "I can't believe I talked her into skinny dipping. She must want this date, bad, but I think Dena is cute too, maybe I can date her sometime."

We took off walking to cheer practice Dena was sitting there waiting for her brother. Darien said, "Sis, would you mind if we make this a double date tonight? Amber is taking Art to a movie."

Dena said, "Bro, whatever you want to do as long as I'm your date." She said with a gleam in her eye and thought, "Wow, he said he couldn't even talk to her and now I'm his date and she's going to be Art's. Art is good looking; I would really like to get to know him better. This might work out great for both of us."

Darien said, "I'll see you at 4:30 for our run. How do you plan on getting home?"

Amber said, "Art and I are walking home. Our parents are both at work."

Darien said, "Let us see if we can all squeeze into my car."

Amber said, "That would be awfully nice of you."

We all headed over to his Grand Am, we did it, but it was crowded. Dennis had Denise on his lap.


Chapter 6: Jimmy

Jimmy said, "Hi, mom thanks for picking me up. Did you hear from dad yet?"

Mom said, "Yep, he is going to be home about 11:30 am for lunch, and then we will get out of here."

Jimmy said, "That sounds good. Coach really made us work hard today and Coach Joe is trying to get us to break his old record, so I'm ready for my shower when we get home."

Mom said, "You might as well put your swimsuit on after your shower, since you are going over to Gigi's house sometime after lunch."

Jimmy said, "That's a good idea I never thought of that." We arrived home and I went straight to the shower and was changed by the time dad got home. "Hey dad how was your day?"

Dad said, "Not bad, but a lot shorter than normal. Here, I want to give you this in case she takes you out anywhere."

He handed me $40. "Thanks dad, that's great."

He had to get changed, so they could leave. I had a while before I was allowed over there, so I went ahead and did dishes.


Chapter 7: Shirley and Terri

A while after Joe left for school, Terri showed up. Shirley showed her around the resort-to-be, and where her room is for now. "I'm going to take you into town and show you around. Is that okay?"

Terri said, "That's nice of you. I have never been around here, before."

We went out and hopped in my car. The first place I showed her was the school where Joe was working. Then, we drove around town, before parking downtown beside Marilyn A-Go Go.

Shirley said, "Have you ever done a wet T- shirt contest before?"

Terri said, "No, I haven't, but if you are going to do it. I'll think about it. But I want to talk it over with Tina."

Shirley said, "You and she must be awfully close, when you have to talk something like that over with her."

Terri said, "We have been close since we met at UCLA our freshman year, and we are juniors now."

Shirley said, "We are working with James Construction Co., so I'll introduce you to him." We walked down to his office and went in, "Hi Jeffery, I would like you to meet our new secretary, Terri Thomas. She will be doing most of the check writing for us."

Jeffery looked at her, smiled, and said, "Hi. Glad to meet you. Where does Joe find you all of the girls he's had in here are hot."

I laughed, and thanked him.

Then we went back to the resort.


Chapter 8: Meet Annie

Around 12:30, my parents left on their trip to mom's class reunion. Around 12:55, I saw Gigi and her niece come home so I knew I could go over there a little before 1:30 and I decided to sneak in and not let Gigi know I was there. That way, if I was lucky, I could have some time alone with her niece. I just sat around waiting for it to be time to go over there. I went out back and started shooting baskets, and all at once, just like before, the ball bounced over the fence again. I went to get it and said, "Hi, I'm Jimmy, I think your aunt told you she was going to watch me this weekend, too. But my basketball doesn't like to stay in my backyard, it came over here again."

Hi, I am Ann Marie Hart, but my friends like to call me Annie. Yes my aunt told me you'd be over in a little while. Come on in and join me."

"Holy, Shit! I didn't know they made girls my age like that. She's a strawberry Blond and has a set of tits almost as big as her aunt's" I dove in and came up right beside her, and asked, "What you like to do for fun?"

She said, "I like to play basketball, too and I'm on the swim team."

He asked, "You want a race?"

She said, "Sure, down and back, okay?"

He said, "That sounds fine, then you want a come over and shoot some hoops?"

She said, "Why not I'm spending the weekend with you might ask while have fun doing it!"

Fine, I'd love to have fun with you, too." "What did I just say I hope she wasn't paying attention, I could be in deep shit from that."

They swam their race, got out, got the basketball, and went over to my house to shoot hoops.

He asked, "You want play horse or pig?"

She said, "Let's play pig. It takes less time, and it's hot out here and my aunt doesn't know where I am." She leaned over and kissed me on the cheek.

He asked, "That was sweet of you, but what was it for?"

She said, "You're the only boy my age I know, that's not tried to play with my big tits and I like you a lot."

He said, "I like you a lot, too, and I want to know you as a friend before I would even think about trying to do that." "Okay, a small lie I've been thinking about them since I met her, but, I'm not admitting it."

She said, "Let's have some fun since your backyard has a high fence. Let's play strip pig."

He said, "I'm game, if you are. Let's go back to your aunt's the way we are dressed when the game's over."

She said, "Are you an exhibitionist? If you are I'm in on it, but I hope I don't scare my aunt."

We started the game. I got the first letter on her and she took her top off. I gasped, "Oh my god, you have very beautiful tits and very nice nipples."

She said, "Thanks, let's finish this game. I'm having lots of fun and want to see if I can get you naked." I took the next shoot and got another letter on her. She said, "Would you like to take my bottoms off? Remember if you do, I can take yours off."

He said, "Okay, in my life, have I ever heard a sillier question?" I walked over, kneeled down, and slid down her bottoms. I was so distracted, I lost the next time and she came over and took my suit.

She said, "Let's finish some other time. I want to go for a swim. I've never done it before without my suit on."

He said, "That's sounds okay with me." I leaned over and kissed her on the cheek, and then she turned and kissed me on the lips. I put my arm around her and we walked off over to her aunt's house to go for a swim and saw her aunt in the pool.

Gigi asked, "I see you've met each other, but where are your suits at?"

Annie said, "I lost it to him playing basketball and it was my idea to play strip pig anyway. You're right Gigi, he's a sweetheart and I'm falling for him right now." Annie turned; pulled me up against her, and kissed me right on my lips, and then we dove into the pool. She added, "This is the first time I've ever been around anyone naked and I'm enjoying it."

He asked, "Since we are naked, Gigi, would you mind if I take your suit off?"

Gigi said, "I'd love for you to take my suit off, if it's okay with your girlfriend."

Annie asked, "What is going on here? I'd love to see you naked, Aunt Gigi, and yes, he can take it off."

I swam over to her and started taking her top off. She added, "Looks like he's a tit man, taking your top off first."

I leaned down and started sucking Gigi's nipples while I was taking her bottoms off. Annie asked, "What's he doing to your nipple? That looks like a lot of fun."

Gigi said, "Let's get out of the pool and go inside and see if we can all have some fun."

Annie said, "That sounds like fun, but I've never done this before. However, I'm very willing to learn."

We all got out of the pool, dried off and headed into the house. I put my arms around both of them as we walked to the house. Annie added, "Will you suck on my nipples, too?"

I thought you hated it, when a guy grabbed your tits. But now you want him to play with yours?" Gigi asked

Annie said, "You know there's a time and a place for things to be done and he's been taking his time with me and now I think the time is here and he's the one I want to have played with them."

Looks like I've started puppy love here." We both agreed with her. She added, "Let's take this to the bedroom, I think that would be more comfortable."


Chapter 9: Annie loses her cherry

Annie asked, "Would I be able to sleep with him this weekend, if he wants, too?"

Gigi said, "You can sleep with him, but I want to sleep with him, too. He's a very special guy and I really like him, too. Maybe you'll find out what I mean in here."

Annie lay down and I lay beside her and started sucking on her nipples. While I was doing that her aunt started sucking my cock.

Annie said, "Oh my god, what are you doing to him. I'd never be able to do that. How long have you two been doing things together?"

Gigi said, "I bet you would be able to do it and you will like it." I moved down and started eating Annie's pussy and Gigi kept sucking my cock."

Annie said, "OH my god, I'm starting to cum and cum again."

Gigi said, "Annie, would you like to lose your virginity to him?"

Annie said, "You mean you would let him fuck me. If he wants to, my answer is YES, YES!"

Gigi told me to lie in the middle of the bed and reaching into a drawer in her bedside table pulled out a condom, opened the package then rolled the condom on my cock. That was a different experience, but I wasn't complaining. When it was in place she had Annie get on top of me and Gigi slowly moved Annie's pussy lips around on my cock, until my cock was soaked, and her cunt was pouring juice. I think we both loved that part. I had fun, just stroking Annie's tits, and playing with her nipples. Then Gigi slowly opened her pussy and started to push her down onto my cock.

Annie said, "I don't think it will go in. I'm too tight."

Gigi said, "Sweetie, take your time relax and enjoy it. Breathe deep and relax." She started doing that and she could feel me going in deeper, then I stopped and it wasn't in very far.

Annie asked, "It won't go in me very far. Why's that? Is something wrong with me?"

Gigi said, "It's because you're a virgin. Take your time getting used to his size, then I want you to push down hard and break through it."

Annie did as she was told and all at once she pushed down hard and I broke through and she felt herself sliding deeper on my cock and found her sitting on me. She rested for a few seconds before she started fucking me harder and harder. She leaned forward and kissed me and we kept on fucking until I came in her pussy.

After I rolled off her I saw blood on the condom. He asked "Gigi, Did I hurt her? I see all that blood!"

Gigi said, "NO, she will bleed a little while then she'll stop. It's because she was virgin. It will never happen to her again."

Gigi reached down and removed the condom throwing it into the waste basket next to the bed.

Annie said, "Did I take his, too?"

Gigi said, "No, I took his yesterday. Let's go for a swim and cool off."

Annie said, "We both agreed and went for a swim. After we swam for a while and relaxed. Annie said, "I don't think my pussy will be able to fuck anymore today, it is sore."

Gigi said, "That's okay you still can have him fuck your ass and I can fuck him, too."

Annie said, "I think I might even try to give him a blow job; since you did it, it can't be that bad."

Gigi asked, "Would you mind if I fuck your boyfriend after you suck his cock?"

Annie said, "Since you found me the sweetest boy in the world, you may. I have a problem. I want to talk to dad and get him to transfer me to this school and they have met my boyfriend."

Chapter 10: Amber and Art

We got home quicker than normal because Darien drove us. That was so sweet of him. I know, but things change, when you find out that a boy has had a crush on you for over three years, and you start talking to him.

Amber said, "Okay, you said I had to go skinny-dipping with you, so, yes, I'm getting naked now. You should be nice and join me for lunch. Bro, come over here and undress me, since you came up with this crazy idea. But, why don't we do this on the patio?" He grabbed my hand and took me out the patio door over by the table, "You can drop my clothes on the table now." He started undressing me, first my top came off, and then my bra and then he took off my shorts after my shoes and socks and then last but not least my panties. "Now you get naked, since I am. That's only fair."

He really didn't want to because he had a hardon, but he went ahead and stripped and then he said, "Thanks for doing this for me."

She said, "No, thank you, for being nice and making that a double date."

He asked, "Why do you say that, sis?"

She said, "Darien told me he's had a crush on me since the 7th grade."

He said, "Wow that's just unreal. I don't think Dena's bad looking either."

She said, "You know maybe we can work something out for you."

He said, "No way would you be able does that."

She said, "Now let's get something to eat, so we can go swimming and I want you to put suntan oil on me." I thought, "Oh my god, I'm going to have him put it on me and I'm naked this is so crazy. But really it doesn't bother me to be naked now."

He said, "You know that sounds like a good idea, I'm getting hungry.

We held hands and went into the kitchen where we found something to eat and relaxed by the pool before going for a swim. Art came over and put suntan oil on my back, and then I turned over and he started putting it on my front. When he got to my tits he looked at me. He asked, ""We don't want them to burn, now do we?"

He went ahead and started rubbing oil into my tits, you know he took more time doing them that he had to, but I really didn't complain it felt so good. My pussy was getting wet and I don't know why, this is so crazy. She thought, "I'm so happy I didn't let Monty go this far with me, but I shouldn't be doing this with my brother. Nevertheless, I cannot stop him it feels so good. I might even let him touch my pussy, it's on fire." He continued rubbing the oil the rest the way down my body, and then he skipped my pussy area and did both of my legs before looking at me again. "Please can put some on there, if I burn, I won't be fit to live with. But be careful I'm so wet down there."

I loved the way he touched my body. Then he put oil on my pussy lips and I started cumming and this is the first time, I haven't even masturbated until I came. I pulled him on top of me and we kissed before we went for a swim. After a while she asked, "Would you like me to put oil on you?"

He said, "Sis, you really don't have to, but you can if you want to."

She said, "I don't want to take my date out to be all sun burnt, do I?" We got out and Art lay down to his stomach. I quickly did his backside, because I really wanted to do his front, more than he would ever know. When he turned over, I started at his legs rubbing oil into both of them, so I could get to his cock and then asked, "Do you mind if I put oil on your cock?"

He said and asked, "That is totally up to you. I'm having so much fun I never want it to end. Besides, what guy would complain about someone as hot as you rub oil on his cock?"

She said, "You know I was pissed at you, when you said that at school, but I'm having more fun than I have ever had and now I'm willing to be around you naked all the time. You are opening me up to a better life; would you mind if we are naked when mom comes home?"

He said, "Wow, sis I never expected you to say that, but if you are willing I am too."

Then I continued putting the suntan oil on him, starting with his cock, which started getting even harder with my touch. I loved the way it feels in my hand, "Sis, watch out I'm going to cum."

I couldn't stop stroking him. I wanted to see a boy cum for the first time. It was great. His cock starting to pulse in my hand, and then he started jerking up and down, and this white cream came squirting out. I'm glad I was sitting to the side, because I would've got a face full if I hadn't. Hmm! Maybe another time, after he came, his stomach was covered in cum. She said, "I think we better take another dip you are a mess." He kissed me and grabbed my hand, we swam around a while, got out and I finished putting oil on him before I lay down beside him. "This is the most fun I have ever had with a boy, thanks bro."

He said, "Thank you for doing this with me, I'm having as much as fun as you."

We both were laying there when my mom came home and saw us by the pool. Mom walked out, "Oh my god! You two are naked; what's going on here?"

Amber said, "We are going on a double date tonight with Darien and Dena, and to do it he told me he would if I went skinny-dipping with him, so I did. Really, I don't feel like getting dressed again; if that's possible?"

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