Cherry - S01 E34

Story 1 year ago

Cherry - S01 E34

Read Story: SEASON 1 EPISODE 34

It gave me half a 'chubby to think my gorgeous girlfriend was probably making out with a very attractive lesbian; what straight guy hasn't watched at least a half million porn videos with that kind of content?! knew for Olivia it was just a way of feeling some kind of intimacy when she is otherwise alone and Cherry was just helping as a friend, but the thought was still hot!

I went to bed hoping I'd dream of Cherry and Olivia making out. Instead, I dreamed of Katie. I found her sitting on a swing in a large play ground. She wasn't swinging as a young girl would normally do, she seemed to be waiting for me. As sat on the swing next to her, the sounds of children laughing and playing filled the air. Strangely, however, Katie and I were alone. I was looking around to see where their voices were coming from when Katie spoke.

"They aren't here," she said stating the obvious. I said, "You hear them too, though?"

Katie said, "Yeah, I hear them. That's why came here: to see if

they wanted to play. But it's like they are here-but NOT here. What

do you think that means?" I shook my head and answered, "I don't know, sweetie. Maybe it means they aren't ready for you yet. Or, maybe you aren't ready for

them. Maybe it doesn't mean anything." Katie thought for a moment and said, "It definitely means something. I just don't know what it is."

I offered, "Maybe it's up to you to decide what it means. Katie looked at me and asked, "What if I'm wrong about what it means?"

I said, "You won't be wrong. Sometimes things mean different things to different people and it's up to each of us to figure it out for ourselves."

She asked, "Can I think about it for a while?" "Of course, you can take as long as you need," I answered.

She nodded slightly and said 'ok' before she started to glide back and forth-just a little-on the swing set. The quiet sound of the squeaking chain seemed slowly replace the laughter of the children that could not be seen; their play fading into silence. Neither Katie nor I made mention of the voices leaving as we sat thinking about what it all meant.

After sitting in silence (except for the sound of the chain) for a long time, I could feel it was time for me to leave, but I felt bad about leaving Katie by herself, so I stayed to keep her company.

Katie said, "It's ok David: I know you have to go."

I said, "I don't want to leave you here all by yourself..."

She replied, "I'm not by my self-Mama is here too."

I nodded and said, "Ok; are you sure?"

Katie said, "It's ok David: I know you have to go." I said, "I don't want to leave you here all by yourself..." She replied, "I'm not by my self-Mama is here too." I nodded and said, "Ok, are you sure?"

Katie smiled at me and said, "Thank you for talking with me, David I smiled back at her and said, "Any time you want to talk, you know where to find me."

Katie and I said 'goodbye' and I started to walk away. Her swinging picked up pace a little and the chain began making a double 'squeak-squeak sound. Ironically, the further I walked, the louder the double squeak became. slowly drifted into consciousness and the sound of the squeaking chain was replaced by my beeping alarm clock.

I turned the annoying alarm off and began my day. The day was fairly uneventful as per usual: nothing exciting happens when you spend the day doing 'domestic chores around a tiny apartment. And, I knew Cherry wasn't going to have practice after school, so I couldn't even look forward to that. I decided to surprise her again like I did the week before and visit her in her room; I'd just have to be careful not to fall asleep this time!

After deciding to go see her that night, time seemed to come to a grinding halt. We texted and talked as much as we could while simultaneously trying to keep it to a minimum to avoid raising suspicions with Cherry's Mom. Eventually night fell and i found myself in Cherry's neighborhood around 10:30.

I saw that the light in her room and bathroom were the only lights on in the house, so I was pretty sure her Mom had gone to bed already. I parked down the street as I did before and made my way back to her place, hiding in the bushes in front of her window. Peering into her room, I saw that she must have just finished taking a shower, she had a towel wrapped around her and she stood in front of her mirror while blow-drying her hair. I knew not to knock on the window until she finished because her Mom would hear me before Cherry could. So I patiently waited while admiring the view of her fantastic legs as they disappeared up into the bath towel that just barely covered her ass.

Before Cherry finished drying her hair, I received what, in hind sight, should not have surprised me as much as it did: A naked girl walked out of the bathroom while drying her hair with a towel. I didn't even realize my mouth was hanging open in shock until drool ran down my chin. She wrapped her hair up in the towel and perched it on top of her head and it was only then that I realized it was (of course) Olivia.

In many ways, Olivia's body was what I expected it to be: she was in excellent shape, but not quite as tone as Cherry. One thing that did surprise me was her boobs-they were much smaller than i thought they would be. Clearly she wore miracle and push-up bras to make the most of what she had. Despite their small size, they were nicely shaped and seemed to look better on her than the B size cup she passed off.

Cherry turned her hairdryer off and Olivia walked right over to the window in front of me. For a moment I thought she was about to bust me looking at them, but the she kneeled down and picked up something on the floor there. She stood upright as she removed the towel on her head. She was literally inches away from me; separated only by a pane of glass and a sheer curtain. Only the darkness outside and the light in the room kept her from being able to see me. I could clearly see almost every detail of her body -given enough time, I could have counted the bumps on her areolas and it was readily apparent that there was not a single hair to be found 'south of the boarder'. Olivia pulled an over-sized t- shirt over her head that came down to about mid-thigh.

For a moment, I wondered if anyone would call the cops on whoever it was banging on that drum so late at night, then I realized it was the sound of my heart thumping. I knew on some level of subconscious that my position would be impossible to explain away if I got caught. But at the same time, couldn't look away.

Cherry was walking back into the bathroom as she dropped her towel; giving me a brief view of her ass before she disappeared. Olivia turned around and walked away from the window, allowing my heart to slow down to a more normal rate. She began brushing her damp hair out and, before long, Cherry came back into the room wearing a pair of 'boy short panties and nothing more. She sat on her bed and offered to finish brushing Olivia's hair for her.

Olivia accepted the offer and the two sat on the bed, both facing me. Olivia sat with her legs crossed and her shirt was pulled tight to cover her otherwise naked butt. From the angle she was sitting, I once again had a clear view of her vagina and even more of it this time, Olivia clearly preferred to wax: she didn't even have stubble- she was as bare as the day she was born!

Cherry took her time combing Olivia's hair and the two of them talked about their arrangement and discussed how to handle any

issues that might come up. Olivia was still shocked that I was fine with their relationship continuing and that led into Cherry telling

her how "wonderful" I had been. It was nice to hear her singing my praises when she didn't even know was there to hear it.

They spoke softly and quietly.

Olivia asked out of the blue, "What's it like?"

Cherry responded with her own question, "What is what like?"

Olivia elaborated, "Being in love. You are in love with him; I can tell. What's it like?"

Cherry smiled and shrugged with one shoulder, "It's like nothing you can imagine. It's like falling in complete darkness where there is no ground to land on; you just keep falling and tumbling out of control. But the fall is without fear because there is no place you'd rather be. It's like being carried away on the wings of countless butterflies."

Olivia's voice was dreamy as she said, "That sounds amazing..." "It really is. Just wait until you find your Love," Cherry said before continuing, "She's out there looking for you, too."

Olivia said with some-what a defeated tone, "Yeah, I guess. My parents are going to freak out when they find out, though."

Cherry asked, "You still haven't told them, huh?"

Olivia said, "Yeah, right: they would take me to have an exorcism or a lobotomy or something."

Cherry agreed, "I guess they are a bit more conservative than some..

"A bit more conservative?" Olivia questioned. "They call Limbaugh a liberall"

They both had a laugh at that and went back to talking about their arrangement. Before long, Cherry finished brushing Olivia's hair and got up to put the brush away. Olivia lay down on the bed and moved to the far side. Cherry turned the light off in the bathroom and came back to join Olivia in bed, leaving only a dim light on in the room in case Olivia had to get up in the night. Olivia thanked Cherry for being such a good friend and Cherry answered her by kissing her square on the lips. Olivia readily returned the kiss which only lasted a few seconds.

Olivia asked in a whisper I could barely hear, "What's it like-to have sex?"

Cherry said, "Oh my god it's like....I don't know you know how it feels when we do what we do?"

Expectantly Olivia said, "Yeah?"

Cherry continued, "Well, as good as that is, when it's with someone you Love, it just goes to a whole new level, it's so hot that sometimes I have to grab my hair in my fists just to make sure it's not on fire. And sometimes I get so dizzy I have to hold on to the

bed because it feels like I'm falling off. And when he shoots his

cum inside of me-"

Olivia interrupted, "EW: Ok-gross."

Cherry laughed and said, "Well, when he does that, he looks me

right in the eyes and it's like: that was just for me. It feels so amazing when he does that and I orgasm every time.

Olivia asked, "Does he do anything that DOESN'T involve his penis? I don't want to hear about his penis..."

Cherry laughed again and said, "What a shock: you don't want to talk about penises! But for the record: his is too big to be called a "penis."

Olivia yelled in a whisper, "OK! Enough about his junk!"

Cherry said, "Ok-ok... To answer your question: yes. He does this thing with his tongue on my nipples that is mind blowing. I'm sure I could have an orgasm just from that. And while he is doing that, he uses his fingers to play with my other nipple.

Olivia asked, "What exactly does he do? And what does it feel like to have an orgasm?...From someone else, I mean?"

Cherry answered, "I can't explain it, really. It's just..amazing-like your vagina and brain are in a race to explode and you hope they both win!"

Olivia thought for a moment before she seemed to work up the courage to ask, "Would you mind trying to show me? That sounds like it would feel really good..."

Cherry looked a little surprised and said, "I'm not sure what David would think about that. Do you mind if I text him to ask?"

Olivia shook her head 'no' and Cherry was reaching for her phone. I was already wrestling my phone out of my pocket as quickly and quietly as possible. Cherry's fingers were a blur as she texted me. My fingers frantically found the tiny switch that turned my phone to 'silent mode'. Not a moment after my phone buzzed to indicate the sound was turned off, it buzzed again with the text from Cherry.

The first text said, "R U up?"

I waited a moment and texted back, "Yeah. I'm up." (And THAT was the truth!)

She texted, "?4U: how far are you comfortable with things going between Olivia and me? She wants me to do something for her but it's not something we've done before."

I waited a few moments before responding, "Like I said: what you two do is your business. You don't have to ask me for permission and you don't have to tell me what you do."

She responded with a simple "K", followed by a '<3'.

Cherry told Olivia, "He said he's fine with anything we want to do;

doesn't even want me to ask or tell him if I don't want to."

Olivia asked, "Do you want to-with me, I mean?"

Cherry nodded and said, "Sure; I don't mind."

Olivia sat up and stripped the large t-shirt over her head, discarding it on the floor next to her before lying back down; completely naked.