Naked Day – part 25 – Back to Cali


Introduction:
Cindy’s in California, Sandy visits Tim

About three weeks of planning, proposals, counter-proposals and Cindy was ready to fly out to LA. She would stay with Nikki and Peter. Nikki had scheduled her for photo shoots and meetings with Helen Bernsten and her people. Apparently Helen had some quick opportunities that would get Cindy in some ads, let her earn some money and get her out there. Then there were a couple of TV commercial possibilities which would mean additional meetings with the product reps.

“Tim, I’m so excited. But nervous. I wish you could be there for support. You’re like my rock. I’ll call every day.”

“You’ll do great. Nikki will be there for you. Enjoy yourself. It seems there’s a bit of work. Not all glamour.”

“Will you be ok here by yourself? I’ll be at least until next weekend. Maybe a couple days longer, depending on the TV guys.”

“I’ll be fine. I have your photos if I get lonely.”

“I was talking to Sandy. I might have mentioned that I’m ok if she visits. She’s been a little lonely herself since Johnny got more serious with Tracy.”

“That’s ok. You didn’t have to do that, but if it would be good for Sandy too….”

“I thought so. Have to keep my closest advisors happy.” She gave me the dirtiest of smiles.

“A little something to remember you by?”

Cindy checked the clock. “The car will be here in 15 minutes. Think you can do it and not make a mess on me?” I dropped my shorts right there in the hallway. The girl next door. Soon to be in all your magazines and on your TV screens, dropped to her knees and took me balls deep into her mouth. Sucking hard and fast the length of my cock, Cindy worked me over. Licking, sucking the head, flicking her tongue on the underside of my glans. Kissing the tip, taking the head into her mouth, humming, making little noises to tell me she was loving my cock, then feeling me tense, taking me deep. I shot three good loads into the throat of America’s next sweetheart. Cindy hopped up, checking to see there was nothing dripping, gave a quick look in the mirror, kissed me and asked, “How do I look?”

“Sexy as hell. Knock ’em dead out there. No stopping with the limo driver and leave the teens alone on the plane. That’s all I’ve got.”

Cindy laughed and gave me a playful slap. “OK gotta go, sounds like the car’s here. Can you grab that bag?”

“How much do you have in here?”

“I need different outfits for each meeting. Nikki said we’d get something new for TV meetings after talking to Helen. Let’s go!”

Cindy called later from Nikki’s place. They spent the day discussing plans for the week, then talked about Nikki’s wedding. Nikki would be keeping her name for professional reasons.

“I did mention using Monroe, didn’t I? It was Nikki’s suggestion. That would only be in the business. I have no problem being Cindy Hoerner, but Nikki thinks Cindy Monroe works better.”

“I think you mentioned it. It’s ok with me. I hope I don’t have trouble convincing people that Cindy Monroe is my wife. ‘Hey guys, you know that babe on the chewing gum ad? Yeah, I’m banging her.’ ” Cindy laughed. She told me that Peter would be in the city for work most of the week, so it would be just the girls.

“Are you going to be ok there?”

“Sure of course.”

“Love you.” “Love you too. Have fun.”

And yes I was ok. Sure, no sex for a few days would be rough. And I know I didn’t deserve sympathy, but for the past couple of years, with rare exceptions I hadn’t gone more than a couple days without Cindy satisfying me in some way. A guy gets used to certain things. By Wednesday I’d gotten bored with wanking my own meat, even with the inspiration of Cindy’s nude pics. I had them out on the end table next to my recliner, getting ready for a session when the phone rang.

“Hi it’s Sandy. Mind if I come over? Johnny has Tracy here and I’m bored. I’d like to ask you a couple questions too.”

“Sure of course. I wasn’t doing anything.” About a half hour later Sandy was at the door. I let her in and gave her a hug.

“At least you get to drive the Camaro.”

“I’m still working on the story to tell people as to how we got it. Most people around here don’t have sisters who buy them sports cars.”

“Fuck ’em. It’s cool. So what have you been doing without the old ball and chain? Hookers and coke?”

“You’re hysterical.” But I laughed. “Mostly lounging around in dirty sweatpants eating leftover pasta. Look, I cleaned up for you.” I had at least put on clean shorts and t shirt.

“So what’s up? Sorry Johnny’s kind of gone off limits?”

“Yeah, I’m happy he’s getting what he wants, but I feel kind of left out. I got used to the regular cock.”

“Believe me I know. Not the cock part, but the regular.”

“Am I attractive Tim? You always say nice things, but really, be honest.”

“You need one of those Hollywood people. They’re brutally honest. One up and down and they give you the full assessment and give you career options or tell you to go home. But at least they’d fuck you first.”

“Well I don’t need brutal. But honest. I won’t get mad. But try not to compare me to Cindy. I know I’m second rate there.” Then she stood up in front of me.

“Sandy, you’re not second rate. You’re different. There are guys, nice guys who like all types. And you’re not real, um, unusual or anything. First of all you’re pretty. You have a nice smile, a cute nose.” I didn’t ask her to, but she started removing clothes. I looked her over, she’d asked me to. Trying not to compare which is unfair because I considered her sister to be perfection, I took in all Sandy had. Tall and a bit thicker than her sister, she wasn’t fat at all, just not slim. There was more softness to her. Her breasts, which she said were still a B, seemed a little fuller as she matured. They turned up just right and her nipples always stood out. Very sexy. Just perfect for many many men. Thicker through the middle, a little bump of a belly, then flaring out, her hips wider, she had curves. Nice curves. Her legs were nice, thicker thighs than Cindy..ok stop comparing, and when she turned, oh that ass. Now I prefer them small, but the world has ass men. And she would entice for sure. Her cheeks, well more than a handful, soft, with just the right jiggle. I now had a tent in my shorts as I gave her my summary. “Sandy, there’s nothing to worry about. The college guys will be falling over each other to get to you.” Noticing the pictures on the table Sandy, nude, leaned over me to see. She picked them up.

“Spank material? Hey, are these Cindy? Woah bro, hot.”

“You should see the ones she kept.” I couldn’t resist. They were just hanging there in front of my face, like apples to be plucked from a tree. I took a nipple into my mouth and sucked. Felt the fullness holding up the breast with my hand.

“Someone really needs attention. Don’t stop. Oh, mmm. Um, would you take pictures of me like this? I don’t have hot lingerie but I’ll think of something. A keepsake of my teen body.”

“MMM hmm, was all I could answer with a mouth full of teen breast.” I popped it out of my mouth. “Ok, I’ll need to get some more film.” Then I pulled Sandy down to sit on me. She kissed me hard on the mouth, then opened her mouth to accept my tongue, meeting me halfway. We kissed like this a long time. She really was a good kisser. I’ll say almost as good as her sister. I have to say that. I had the advantage. Sandy was nude. I continued making out, enjoying the feel of her nipple rolling between my fingers. Fondling her breast, feeling it’s soft weight. She shifted positions to lift my shirt off then began scraping at my chest with her nails, rubbing her hand across my chest. Coming up for air, gasping for breath, she asked, “Tim make love to me. Please. I need to be loved.”

I carried her to my bed. I removed my remaining clothes and climbed up over Sandy, looking down at her. Our previous times we had done it hard and fast, now she wanted something else. Not as petite as her sister, or as strong as my sister, she was different. Enticing in her own way. She spread her legs for me. I looked at her.

“You are loved Sandy. Cindy trusts your advice more than anyone. I trust that you’ll have Cindy’s back. Cindy even shares me with you. You’re a pretty, sexy young lady. You deserve love.”

I entered her slowly and gently. Hugging her, holding her tight to me as I rocked my hips, lovingly sliding in and out. I kissed her face, her neck. Nibbled her ear. Whispered to her, “Sandy you’re amazing. Your body is sensual. Beautiful.” She moaned quietly. Then she started to cry. Tried to blink away tears. I kissed them, licked them from her cheek. Holding her close. “Don’t cry. We’re always here for you.” I felt myself tensing. I tried to delay the inevitable. Holding my self in place, inside Sandy. Kissing her face. Smiling at her. Letting her feel my love.

“Thank you Tim.” She wrapped her legs around me, holding me inside. I waited as long as I could.

“Only the love you deserve.” Shooting semen into Sandy. Right hand girl. Confidante. Sent to me by my wife to ease my loneliness, but also to console her sister. I stayed in Sandy. Allowing my cock to soften. Waiting for a sign that I could let go of her.

“MMMMmmm. Tim, that was so nice. I’ve never had anyone love me like that.”

I rolled to her side and held her. Caressing her body. A completely different feel. After awhile, Sandy looked at me. “Can I ask you a question?”

“Sure, anything.”

“How do you guys keep it fresh? The way Cindy makes it sound you guys are banging every night.” That’s more like Sandy.

“A couple of things. One is that we just can’t get enough of each other. I have the easy part there.”

“Oh you’re kinda hot yourself. Cindy often tells me how good you are.”

“OK then. But we also shake things up. Play, goof around, we do different role plays, try different stuff. Including siblings.”

“Interesting. Anything you guys don’t do?”

“Strangers off the street.”

“Sorry, I was SO fucking horny and that driver was kinda cute.”

“We don’t do anything really physically hurtful. Anything like that is light and more make believe. Though she did give me a couple good shots with that riding crop.”

“Riding crop? Wow. Um, Tim. Believe it or not I haven’t tried anal.”

“No? Hmm, not even with the way Johnny looked at your ass.”

“I was kind of afraid he’d hurt me. He means well, but doesn’t know how to take it easy. I saw the way he did Cindy. And she sorta knew what she was doing. Would you. I know you’d be gentle.”

Now the idea of plowing her juicy butt had it’s appeal. “Are you sure? It’ll take awhile to get you ready, so it’s safe.”

“Yes please. But once I get used to it, it’s ok if you go harder. Pushing against this butt has to be part of the reason to do it.”

“Let me get the lube. On your knees is probably easier first time. I can control things better.”

“I will assume the position. Butthole at the ready.”

Laughing I got up for the lubricant. Returning I suggested I caress her to help relax her body.

“AKA grab my ass a lot.”

“You catch on quickly.”

“Well get a good handful and go for it.” Needing no more encouragement I really looked and felt and admired Sandy’s ass. It wasn’t fat, it was full. It would be the object of many a man’s desire. It was quite beautiful in its own way. I caressed it, let my hands enjoy the size, realizing I’d be holding on differently once I got going. With her larger cheeks there was more to work with getting my fingers into her anus. I drizzled lube down her crack and used my finger to prod and massage her tight opening, gently pushing, probing. I managed to get the end of my middle finger into her ass.

“Oh fuck dude, that’s weird. I kinda like it. Keep going. Will it hurt?”

“Maybe a little”, as I pressed forward, still just one finger, now firmly in Sandy’s ass.

“Ow fuck, and that’s just a finger?”

“Just wait until little Timmy visits.” And smacked her right cheek enjoying the jiggle. “Mind if I smack your butt, not too hard. It’s looks great.”

“OK but if you hurt me I’ll bite your fucking cock off.”

“Understood.” By now I was working a second finger. Getting her used to the in and out. Relaxing her a little. She was going to be so tight on my cock. She was ready.

“OK I’m going to lube my cock good, then start. It might hurt just a little when I push it in.”

“Ok. OK, go for it.” To distract her a bit I smacked her ass again, then spread her cheeks and pushed my cock against her. Then forward. Then in.

“Ow you motherfucker. Hold a minute. Oh. ee. Uh, OK slow.” Fearing for my cock’s future I eased in an inch, then another. When I thought we had passed the hard part, I stroked her ass cheeks.

“OK that’s the worst part. You’re ready. All the way, easy,” I pushed forward until I was resting against her ass.

“That’s it.”

“You’re all the way in?”

“Yes pubes to butt. If I had any.”

“OK that’s not bad. Full. OK go ahead, fuck my ass Tim.” She reached forward and held on the the sheets, squeezed and waited. I withdrew halfway and pressed forward. Then started going

harder, enjoying the way her ass cushioned me. Not the solid little cheeks of Cindy, or the muscular harder ass of my sister. This was nice, comfortable, I could enjoy this ride. So I fucked Sandy’s ass. Pushing hard to get further up inside her. She seemed to like the feeling. She reached one hand back and began fingering herself. Masturbating feverishly as I banged into her over and over.

“Tell me when Sandy.”

“Ohh, not yet, almost.” She moaned loudly. “OOh fuck, FUCK. Now Tim NOW.” Her orgasm caused her to clamp down on my cock making the last thrust the tightest. I filled Sandy’s ass holding

tight to her hips. Panting. Catching my breath. Enjoying the view. I withdrew. Sandy rolled onto her back dripping my cum onto my bed. I traced her landing strip and felt her wet pussy.

Then I kissed her. Sandy kissed back.

“Tim that was the best thing ever. Who fucking knew up the ass was so hot? So now you’ve taken both Monroe girls’ virgin asses. So who’s the ass man now?”

“And this expert says that was some damn fine ass. I’m honored to have taken your anal virginity.”

“Oh Tim, now I kind of wish you’d have taken my actual virginity. I’m sure it would have been much better.”

“Hey now, I could have gotten in trouble for that.” Sandy laughed at me and stretched out on my bed, Cindy’s bed.

“So this bod did ok? You made me feel like a hot babe.”

I leaned down kissed her nipple. “You are a hot babe.”

She kissed me. Hugged me. We shouldn’t have. But we fell asleep together. I woke to the sensation of a hand supporting my balls. Lips picking up and dropping my semi-hard penis. Forgetting the circumstances for a moment I enjoyed the feelings, reached over to cup my wife’s breast and sat up quickly when I felt the smaller breast in my hand and the hard nipple poking between my fingers.

“Oh fuck. What time is it. We really shouldn’t.”

“It’s ok Tim. It’s about 1 in the morning. I can drive home soon. I just want to finish one more thing.” My cock had different thoughts than my head and hardened against my will. This was getting to be more than taking a load off. Sandy stroked my cock, now hard. I didn’t stop her. Sandy sucked the head of my cock. I didn’t stop her. Sandy put half of my cock in her mouth. I put my hand on the back of her head and gently pushed. She went down further. Then she sucked, all the way up. And sucked, And sucked more. It wouldn’t be long. “Oh fuck. Ooooh fuck” Her tongue licking quickly at the base of my glans. Then plunging down.

“Cumming Sandy. Cuuuuuuming.”

Yet it still seemed to surprise her in timing, or volume. Cum ran from her mouth. She licked up every escaped drop. “There I did it. All three in one night. I didn’t think of it until I woke up. I remembered Cindy telling me how you guys managed it. I figured the harder ones were done. A quick BJ and trip completed.”

“Sandy, I love you. But we really need to slow down. Yeah our little family is more free than most. And yeah Cindy knew you were stopping over. But this was more. More intense. I love you like family. I love Cindy as my lover too. And I, I’m afraid. I could feel like that about you. But that would be dangerous.”

“No Tim. It’s ok. We’re ok. Cindy’s ok.”

“Have you noticed, the times we’ve been together? Cindy hasn’t seen us having sex. It’s been more private than the other family interactions. It seems like we’re hiding something even if she knows.”

“But it was so nice tonight Tim. You loved me for me. You appreciated me and respected me and loved me.”

“I do. All those things. But we can’t keep doing this.”

“I understand I guess.”

“Do you? This is as much on me, more so, so I need you to understand.”

“So no pictures?”

“Oh, yes, uh. Let me see.”

Sandy got cleaned up and dressed. Then gave me a chaste kiss good night. I lay there awake for a long time. I wondered what Cindy was doing.


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