This story and all stories on this site are for mature audiences only.
The history of this story starts a while back and you can read up on it under "New Friends".
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I vaguely remember making it to Chas' bed. But I do remember waking up in it and finding the jock/tomboy naked in my arms. She was still asleep. This was extremely weird to me because I never expected to find such a feminine side of Chas... and I liked it very much. What was more interesting is that I was finding her very attractive in a new way. I know I wasn't ready for another relationship; and with someone who wasn't into relationships, but...
Her beauty as she peacefully slept just melted my heart. As I looked at her all I could see and feel was solitude. It was weird but I needed Chasity more than I realized. I snuggled closer to her and felt her heart beating with mine. My hands glided over the mold of her body. Her skin was so soft and tender no matter where I touched. The nipples on her breasts were softer than any that I had touched before. And before I knew it, my mouth had found her left nipple and was sucking it like a newborn baby. Desire was taking over and I wanted more. My fingers moved between her legs, which parted at the pressure of my hands wanting the fruits within. It was obvious that Chas was up and enjoying the attention I was giving her. I wanted all of her breast in my mouth and I tried to take it all in. I sucked and bit through her whimpers of pleasure. I needed more. My fingers had found her pussy and I was working two fingers in her soaking pussy. The passion was turning animalistic and I desired to make her cum. I bit down on the tip of her nipple and she moaned in passion.
"OOOHhhhhhhh, Kimmie..."
My fingers went deep inside a passionate girl and I was getting very wet. The faster my fingers worked inside of her the more her screams of bliss escaped her mouth. Just as I felt her back arch a little, I let two fingers tickle her clit and I sucked down on her breast for all it was worth.
"AAAAAAAAAAAAAAaaarrrrrrrrrrrhhhhhhhhhhhh" Her orgasm slammed both of us.
Her long legs arched in such a way to lift me off of the bed and feel the intensity of her body quivering with the wave of pleasure.
As she calmed down, I pulled my fingers from her pulsing pussy and tasted the juices from them. It was an unusual taste, yet, I was devouring my fingers as if it was the last fluid on earth.
A very relaxed Chasity lied on the bed in a good size pool of her own sexual juices. I did calm down and kissed her softly. For such a feeling I was quite aggressive. More aggressive than I was with Emily...
'Oh Emily..' I thought.
Chasity spoke up. "Good morning, my beautiful lover."
I smiled and looked back in her eyes. "Hi sexy."
What was it about Chasity that made me feel so...different?
We kissed and kissed again. Some idle chatter after that found us making breakfast together. We did get a t-shirt on and ate breakfast. I was really hungry and found myself staring at Chas and trying figure out what she was all about. We talked more about school and things we liked to do. Nothing ever about Michele, but we did bring up Emily this morning. It was more of how envious she was of Emily, and me because she could see the real true love we had. She admitted that she was jealous, but was proud to be my friend. We also talked about what we would do the rest of the day and how she was going to 'really make love' to me. Considering the night before, I couldn't imagine what she had in mind. We finished breakfast and cleaned up. It felt so much like Emily, yet it felt more. We went to take a shower. A place that Emily and I used to spend a lot of time making love to each other. Chasity on the other hand, was more into cleaning up to get dirty again. We washed each other, especially focusing on each other's hair. We washed and washed it again making sure that it was clean. I washed Chasity's body and was getting excited again as I was on my knees washing her incredible legs. I had my face inches from her vagina wondering how she shaved it the way it looked. I was going to lick her right there but decided against it for some reason. It was her turn to wash me down. She did a great job on me and really washed me up and then as my eyes were closed to her cleaning job, I felt her finger enter my bum. Surprised, I gasped a little.
It felt different but I looked down and Chas seemed to know what she was doing. The feeling was getting better each second. I closed my eyes to enjoy this new feeling and softly leaned against the shower wall. Then it felt like Chasity was rubbing her face along my vagina and up my public area. It took me a few seconds the wake up and look down to realize that she had removed her finger from my bum and she was shaving my pubic hair. Since I didn't mind either way, I left her do as she pleased. She was cautious and very attentive. And when she was finished, I looked down and realized that my pubic hair patch looked exactly like hers. Whether she was being nice, marking me as hers, or just being cute; I really liked it. I thought it was extremely special and I showed her by giving her a kiss of satisfaction.
We left the shower, both very horny and went right to her bed where our mouths found each other and we kissed aggressively. She was on top of me and was controlling the passion of our lip lock. Because she was a little higher up on me, my hands found her bum and I decided to probe it like she probed me in the shower. It was a little dry at first, but I let my finger slide into her pussy a few times first. Then I got to push it into her bum. The first push was tight. Then as if a gate opened, her bum accepted my finger all the way to my knuckle.
"That feels good Kimmie" she said to me in between kisses.
She encouraged me to continue as she kissed my lips, neck and ears. We were heated and going pretty good together when she looked up and then said to me, "Hey, lets 69!"
I didn't know what that term meant, but I soon found out as she flipped around and I had her pussy in my face and she was facing mine.
'That's what she meant' I grinned to myself.
I immediately went in with my tongue. Since I couldn't go deep I brought a pillow to my head and found it much easier to suck on her folds. Chasity was much more controlled at this and was bringing my orgasm up fast. But the unusual thing was I could feel her orgasm building as well. Since my fingers had been in her bum before, I decided to do it again.
As my finger probed her as far as I could go, she let out an orgasmic scream that was louder than I expected.
"Ssssssshiiiiiiiiiiiiitttttttttttttttt..............Aaaaaawwwwwww..."
Then without warning, although I should have known, Chas' cum flowed out of her all over my face. I tried to lick as much up as I could but I was losing the battle as she went back to my clit and sucked for all it was worth. I hit my orgasm a few seconds later.
"OMG... OOOOOOOOOOOhhhhhhhhhhhh...."
And she was not stopping. Chas keep hitting my clit hard and heavy and I was cumming in waves. Not to be out done, I wrapped my arms around her sexy legs and pulled her clit to my mouth and sucked it hard. We were in multi-orgasmic bliss as both of us were cutting loose on each other. I finally had to let go. And then she did the same. Exhausted she spun around and cuddled up with me. We fell back to sleep with satisfying grins on each of our faces.
I woke up hours later to realize that I had a serious cumming experience when I saw the 'wet spot' I had left on her bed. It was huge.
I went to clean up while Chasity got us drinks. We chatted more and relaxed in her living room. We spent the rest of the day just lounging around and really enjoying each other's company. We had a more relaxed dinner and then decided to watch a video. Not knowing which videos she had, Chas just picked one and played the tape. I was shocked when I realized what it was. I think she was too, but didn't show it as much. We were watching a home video of her sister being fucked by a boy. This was the first time I had seen such a thing. I think Chas had seen it before by her reaction, although she was playing with my breast watching her sister being penetrated by this boy's small dick. I was intrigued at the sight and was getting excited by this action. Liz's body was much smaller than Chas' but the shape was very similar. I noticed how Liz was really into the penetration and was getting Chas excited.
As Liz hit her climax, the video was shut off and I was led to Chasity's room. She apologized for the video and told me that she was unaware that one of her sister's videos was downstairs. She had said that even those she is not interested in that kind of thing, she wanted her pussy to feel that action. Out of the draw she pulled a pink vibrator with a rubber thick tip. Thinking she was planning to use it on me, I was getting very nervous and excited at the same time. She came up to me and wrapped her arms around my neck, kissed me very passionately and rubbed her body on mine.
"Kimmie, ever use one of these?" She asked expecting a positive answer.
"Well, Emily and I used one a couple times, but that was it."
Surprised, she asked, "Do you think you could use it on me. Like Bobby was doing to Liz on the video?"
"I guess." I said not really knowing if I could.
Smiling she handed it to me, she went to the bed and set her pillows up to give her the best comfort and to give me an easy entry. Turning back to me, she smiled and kissed me. Then she peeled my clothes off easily and fluidly. I was going to do the same for her but she turned and started to take her clothes off herself. I got to see that incredible bum again. I was getting very wet as she climbed into a position on the bed similar to the position she was when I went down on her vagina. Out of nowhere, she pulled a bottle of lube out and coated the vibrator.
Handing it to me, she said. "Now Kimmie, fuck me. Fuck my pussy hard and don't let up at all."
I got to my knees and face right in front on her pussy. I decided to lick it a little before I went at it with the vibrator. She happily obliged and opened her pussy up for me to lick and suck.
Moans of passion emanated from her mouth and panting was getting stronger. Now was the time to start with the vibrator. I placed it at the entrance to her pussy and was going slowly at first. I met no resistance and continued to push deeper. I couldn't believe it, the whole vibrator was now inside of her pussy. It had to be at least six inches, maybe more.
"Now fuck me with it." She panted at me.
I pulled it out and then pushed it back in again. I did this over and over.
"That's good Kimmie, fuck me... fuck me good."
Her breathing was very labored so I knew I was on the right track. So faster I went and that was it... She was a wild woman in heat.
"That's it! Fuck ME! FUCK!! FUCK FUCK!!" She screamed.
I fucked her as hard and fast as I could. I was going so deep with the vibrator that my fingers were sliding in too. On one slide, my fingers hit inside her bum and she exploded.
"AAAAAAAAAaaaaaaaaaaarrrrrrrrrrrrggggggggggggg.... Fuck!!!!"
That was the loudest I ever heard.
My arms were tired and I was watching Chasity come down. Her face looked distorted and there was sweat all over her face. What seemed like twenty minutes, I sat there and let her relax.
Finally, she spoke. "Kimmie, you are incredible! You fucked me with that vibrator better than Michele."
The first time she brought up Michele.
"Do you want me to fuck you?" she asked.
I did want that. Especially if it looked like what Chas experienced, but I didn't think it would fit in my pussy yet. So, I suggested something else.
"How about you go down on me and finger my bum?"
"Sure."
I got into the place that she had set up. Spread my legs and let her have her way with me. Not wasting any time she was licking my pussy with fever. I knew I was extremely wet from what I did to her so I know she was getting a mouthful. She fingered me to get her fingers wet and I moaned in enjoyment.
"Ooohh..."
She latched on to my clit as her finger entered my bum. The weird, yet exciting, sensation hit me. I was feeling really good as she sucked and nibbled on my clit. I didn't realize that she was knuckle deep in my bum until she stopped on my clit and finger fucked my bum.
"OMG... that feels great."
It did. It was awesome and I was really feeling a big orgasm coming. Her lips went back the folds of my pussy and she sucked away while sliding a second finger in my bum. She was fucking my bum pretty good and sucking hard as the orgasmic wave crashed over me.
"AAAAAAAAAAAAAAAAaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa"
It was all I could handle not to pass out. This peak was intense and raw. I let out a second and a third scream as Chasity slowed then stopped what she was doing to me. Finally coming down and looking into her eyes I saw a naughty grin. Not knowing what she was up to until I realized her fingers were still in my bum, she smiled at me. Slowly removed her fingers and showed them to me. It was not her fingers, it was the vibrator. I never knew it could have fit. But it was so coated with lube and her pussy juices, she was able to work it into me. I enjoyed it, but how?
"Because I had you so worked up, your ass opened up to me very easily and I decided to try it." As if she could read my question.
Very, very satisfied I got up and waddled into the bathroom to clean up. Chasity followed me and we took a quick shower. My bum did feel a little different, but it was all-good.
We went back to bed and had more passionate sex together. So much so that I was beyond exhaustion as we fell asleep.
In the morning we had more playful sex together and Chasity made love to my body. She sucked and nibbled all over. I just sat back and enjoyed everything she was doing to me. Finally we showered, cleaned up and I was heading back home.
It was kind of awkward at the door as we stared at each other. Neither of us knew what to say. On the one hand, I knew she had Michele and I didn't want to get in the way. Or did I? On the other hand, Emily was still part of my life and I wasn't ready to give that up. I finally spoke up.
"Chas, I had an...incredible time. And maybe if the circumstances were different I could persuade you to take a committed relationship, but right now neither of us are in the position to do that."
Dejected and looking down at the floor, she replied. "I know." Then looking up into my eyes with commitment. "I care about you Kimmie. Very much! I don't think you know the effect you have on me. If anything ever changes with you and you are looking; please look me up first. I promise you that I will make it worth your while." As a second thought she added, "A commitment with you is something I could handle."
With that, we kissed. The passionate stars came out again. I broke the kiss, turned and headed home.
As I made my way home. I was feeling on top of the world and I was as confused as hell.