My Crush (closed for ash)

caleetri

Really Experienced
Joined
Nov 22, 2007
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284
I was on my way over to my friend Paul's house. We had made plans to play video games all day. The new battlefield had just come out. I was pumped driving over there. We had just graduated high school and had a whole summer to game. I know it sounds sad, but we just weren't great with the ladies. Paul called me on the way over and told me work was keeping him late and to just hang out and wait for him. Cool, I thought. I pulled into the driver and saw a bright red BMW Z4. That's weird, Paul's mom drove a sedan. I wonder who that could be. I got out of my car and walked around back to the pool. I undid the gate and what lay before me blew my mind. Paul's sister Ashley was laid out like a super model by their pool. She must be in from college for summer break. Ashley was a couple years older than us and had been hot stuff in high school when we were freshman. She was on the cheerleading squad and quite intelligent too. I was ashamed to admit it, but she had also been the subject of most of my masturbatory fantasies over the years. I remember one time I was over and walked by her room while she was changing. I saw her just in time as she undid her bra from the back. The minute I saw her full breasts I literally doubled over and came in my pants. My hand may still have teeth marks on it for how hard I bit it trying to be quiet. My pants were ruined I had to make for home asap, hopefully she never heard me out there, or at least she had never brought it up. My god she was gorgeous. I couldn't help but just stare.
 
OOC Ashley will be 20


I am lying out by the pool enjoying the sun in my brand new lavender bikini that had a pretty bow tie closure in the front and high cut bottoms that tied at each hip. I hear someone come in the back and say hey(your name?) as I look up over my designer sunglasses. "What are you doing here? and enjoying the view perv?" i put my shades back on and lie my head back as i pretend you are not there but also awaiting your answer.
 
"Oh Hey Ashley, it's just me Chip. I uh, came over, to play video games with Paul." I stuttered. I walked over closer to her trying not to stare. I felt my shorts start to get tight. I immediately looked for some where to sit down to hide my excitement.

"Uh when did you get home?" I asked
 
"A few days ago what is it to you" i say sarcastically. I then arch my back acting like i am stretching as i lie on the pool lounge chair. This causes my firm and very perky 35C chest to rise and seemingly strain my bikini top. You are looking at the front bow tie on my top as my chest rises and falls a few times as again i say "what do you want Chip"
 
I gasp, "Oh sorry uh nothing I'm just waiting for Paul I'll go inside if you want. I didn't mean to bother you." Her boobs were perfection, I was worried if I had to stand up, my boner was protruding awkwardly. I was trying to conceal it in my chair. I imagined her like Phoebe Cates unhooking her bra in fast times at ridgemont high. Good grief I may have to run to the bathroom to relieve myself.

"Do you want me to go or can I stay while I wait?"

Ashely rolled over on her stomach and I thought maybe I'd put some lotion on her. I grabbed the bottle while she wasn't looking, lathered up, and gently put my hands on her back, accidentally tripping the tie in the back...
 
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OOC edit last post to add you trying to figure out how to "accidently" get my top to untie then I will edit this post
 
I froze as the tie to her top came undone, waiting for a reaction.
 
I was relaxed and trying to ignore you so i didnt even feel the thin string of my bikini top untie. I then sit up and gasp as I feel a cool rush of air and my bikini top sitting on the chair next to me. i see you looking at me and I say teasingly "enjoying the view perv?" as I cover my perky 35C breasts with my hands.
 
Oh no, it's happening again like freshman year! Her magnificent breasts were too much as they came into view. Their perfect shape hanging from her taught stomach. Oh God, Chip stared trying not to make the same mistake he had in the hall. But seeing a real woman was too much, especially his idol of all that was sexy. She noticed and called him a perv, as Chip recoiled in his chair. He leaned over and sort of crossed his leg erratically. It was too late, he started shooting off in his pants, soaking his boxers. In attempt to cover it he made an odd noise between a cough and sneeze. That did little to disguise his odd spasm though.
 
"you little perv you just came at the sight of me being topless" i say with a slight wicked grin. "Fine Chip lower your shorts let me at least see what me chest did to you." i say standing as I retie my bikini top.
 
"Oh god." Chip groaned and slowly undid his belt, then the zipper, and dropped his shorts down. He had on white boxers and the fronts of them were completely soaked through so that his cock lay below the moist transparent fabric. He stared up at her awaiting judgement.
 
OOC how old is Chip again?

You see me raise an eyebrow which must mean I am slightly impressed with what I see. "lower the boxers too" As you do you sit on one of the lounge chairs and I walk over flicking the sticky head of your semi hard cock.
 
Chip's 18 year old cock began hardening again after Ashley flicked it. It bounced back and then realigned with the increase in blood flow.

"Oh my god Ash, I'm sorry I couldn't hold it. You're just so sexy. Anytime I see you I feel my pants tighten. I know you're way out of my league. But just imagining you, and what I'd do to you makes me cum buckets."

Chip's eyes followed her every move with his shorts and boxers off now. His hard cock throbbing in the sunlight, vulnerable to her whims
 
"And just what would YOU do to me Chip?" I chuckle almost like a you couldnt satisfy me tone, I go from flicking the head with my thumb to more of a gentle stroke now as I await your answer.
 
Chip began really throbbing in her hand when she said this.

"I would do anything you wanted. I'd eat you for days. God I would suck your tits and fuck you until you came and came and came. I would cover your magnificent breasts with my cum. Then I would fuck you as deep as I could until I launched all my pent up sperm in your pussy over and over again. It would be overflowing by the time we finished."

Chip had gotten really excited from his own narration and was on the verge of leaking pre cum out and onto Ashley's stroking hand.
 
Just as quick as I started I stop and laugh a bit saying "sure you would dream on little boy" with that i go back to my lounge chair and lay out under the sun,shades on tilting my head back like you are not even there.
 
Chip couldn't believe she left him rock hard like that. He stood up and walked over to her with his cock looming above her.

"Why don't you let me prove it to you then? I could give you all you could handle. He began stroking himself above her.
 
Not even paying attention to you I say "yeah right whatever" I say very sarcastically and teasing. i arch my back for a brief second which causes my chest to jut out before laying back down and turning my ipod on. As you decide your next move.
 
Fuck it I thought. If she is just going to ignore me maybe I'll just release myself over her. That will show her I got balls. Chip began to really pump himself over her as she ignored him. He could feel himself getting close. Moving to his right he took aim at her breasts and face. He felt spurts racing up his shaft, was she really just gonna lay there? Oh well get ready he thought, he blasted several long ropes of cum all over her coasting her tits and face. Chip groaned as he drained his balls all over Ashley
 
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OOC edit last post to have him cum all over me then i will edit this one.
 
"AHHH what the?!" i gasp as I feel the warm spurts blast my face and breasts. "Chip you perv what the hell do you think you are doing" i say in a stern tone all the while looking at your cock and you see my eyebrows raise a bit as I see your cock is still rock hard.
 
"Showing you that I can handle you Ashley." Chip stepped forward, "are you ready to get your mind blown? I think it's about time you pay for all your teasing"
 
"My mind blown Chip? how are YOU gonna make me "pay" for any teasing little boy?" i say chuckling making fun of you since I am a couple of years older trying to make you feel like I am out of your league.
 
"Well you are covered in my spunk Ash, so I wouldn't laugh too hard. There is more where that came from. No one is home maybe I'll just have my way with you." Chip leaned over straddled her, with his hard on pointing at her chest. He grabbed her arms and put them above her head. Chip was unsure how far he would take this, but if Ashley kept teasing him, he was prepared to do something.
 
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