Home for holiday
College sister helps brother learn the ins and outs of sex.
An older sister helps brother learn the ins and outs of sex.
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"Hey, Sis, you ready to go?" My younger brother Tyler looked good for a high school senior. His smiling face was still a little tan from a summer spent working as a life guard at the town pool. My roommate, Liz, looked surprised when he walked into our dorm room. They had met at the end of our first year but she hadn't been back at school when my family dropped me off in August. He had grown up and changed so much in the last year that I almost didn't recognize him, either.
"Hey, Tyler! Sure am!" I gave him a quick hug. Thankfully his body spray had worn off a fair amount since he had been in the car for two hours. There was just enough left for him to smell nice.
"Great, just let me use the bathroom real quick and we can take off." Tyler slipped back out of the room for the bathroom.
Tipping her head sideways Liz watched him walk down the hall. "Whitney, is that your younger brother? How old is he?"
Grinning, "He just turned eighteen at the end of October. Why?"
Turning back to me she smirked, "Oh, no reason. No reason at all." I knew why she was asking, he looked good. The muscles he had put on over the last year from all the time spent in the gym were solid, but not in a muscle bound way. He had been very dedicated; over the summer he had been going in the morning before the pool opened, and sometimes again in the evening if any of his friends wanted a workout partner.
Liz and I were in the hall chatting about our upcoming final presentations when Tyler came back. Liz was posed in the doorway, leaning back with her chest pushed out. I'm a little bigger in the chest than she is, so sometimes she works to put herself out there. Not that it would have any effect on Tyler, he is much too shy.
"Hi Tyler, nice to see you again! I almost didn't recognize you." Liz bit her lower lip, pulling out all the stops. Sometimes she acts like a real slut.
Tyler stammered, "Oh, ah, hi Liz. It's nice to see you, too." He stuck out his hand to shake hers, and she took it.
"What, no hug?" Liz pulled herself in close and threw her arms around Tyler's waist and squeezed him tight. I saw the look of panic in his eyes. Tyler squeezed her around the shoulders and patted her awkwardly.
Interrupting the uncomfortable moment I said, "Ok, Liz, let him go. We have to leave, I'll be back around noon on Sunday."
Pushing herself away Liz winked at Tyler and said, "Oh, I'll be sure to be back by then, too! Have a Happy Thanksgiving, you two!"
My backpack and a couple of bags were on the floor ready to go; Tyler picked up the laundry bag and slung it over his shoulder as he picked up one of the suitcases.
"Mom said I should let you drive on the way home. Do you want to?" I could tell Tyler wanted to drive, otherwise he would have given me the keys.
"No, that's ok. You got all the way here on your own; you should be able to make it home." I paused and continued, "I'm surprised Mom let you drive her car all the way here by yourself, though."
Tyler shrugged as he tossed the bags in the trunk, "They both had to work, and this way I get to be helpful instead of just lazing around the house all day."
Laughing, I put the bags I carried in the trunk, too. "Lazing around? You?"
"Well, that's what she said!" Tyler's face lights up when he laughs, I really like to see that. It makes me warm inside.
===
We are a normal suburban family. Dad teaches at the local community college, and Mom, among other things, owns and runs the small independent bookstore in town. We are comfortable, and have always been able to have what we need, and usually Tyler and I got what we wanted. Except a car, neither of us ever got a car. Honestly, though, neither of us has ever really needed one. Growing up we only lived about a mile from our local schools, and so we would walk every day. Now that I am at college and staying on campus I still don't need a car, except to go home for vacations. Even then I'm only two hours away, so it isn't terrible to drive there and back in one day.
Tyler and I talked all the way home, catching up on everything going on in our lives. Well, not everything, I did not tell him about my recent boyfriends, there was no reason for him to hear about that. I was popular in high school, and dated several guys, but never got down. We never got further than groping through our clothes. I thought I was saving myself for marriage, but the sexy guys at college turned that thinking around pretty quickly. I'm not nearly as active as Liz, but I've got a couple of conquests under my belt.
"Seriously, you're still dating Emily? That's great!" Tyler and Emily had started dating during the summer; she worked at the pool, too. Like me, she has long blonde hair and nice boobs. Not that I am into that, but I know what guys like.
"Yeah, we've got some classes together. And she comes over after school some times to study and whatever."
"Whatever?" I asked with a grin, knowing I could get him going.
Blushing again, he said, "Watching tv or playing on our phones!"
"Right. Watching TV." I made finger quotes in the air as I said "Watching TV."
"It's not like that." He sounded upset, so I dropped it.
===
Thanksgiving was wonderful. It was too loud, and too crowded, and there was too much food. Everyone had a great time. Even the arguments were fun. Some of dad's family has been having the same argument for the past thirty years!! Neither my Dad, nor Uncle Bob, ever wins the "You threw my boots in the mud!" argument, but we all know just how it goes each year.
I know it's not this way for every family, but we all laughed a lot, and when I went to bed my stomach hurt from laughing, and my face hurt from smiling. It is wonderful to be surrounded by family that loves you.
===
Saturday night I was already in bed when Tyler knocked on my partially closed bedroom door and it swung open. "Whitney? Can you help me with something?"
"Sure, Ty, what do you need?" I was putting off studying by re-reading one of my favorite books from when I was a teenager. Tyler seemed really nervous as he walked in.
"Umm, it's about Emily." Tyler wouldn't look at me as he spoke.
"Is she ok? What happened?" I stood up and touched his arm. I was only wearing a long loose sleeping shirt and underwear.
Startled, Tyler jumped at my touch and finally looked at me. "Oh, no, it's not like that. She's great. I, I just need advice."
"Advice about what?" Tyler's forearm was very hard, and muscular, and warm. I left my hand on it.
Swallowing, Tyler said, "Well. Umm. We've never done anything. And I want to. And I know she wants to. I, I just don't know what to do."
That was enough of a surprise for me to take my hand off his arm. "Are you asking me for sex advice?"
"What? No! Not that! Well, sort of, I guess." Tyler was blushing even brighter red than normal, and he was starting to breathe faster. "When I said we've never done anything, I mean we've really never done anything. Not even kissing."
Shocked, I asked, "Really? You've been dating all this time and you've never even kissed her?"
"Well, I've kissed her on the cheek. But not real kissing. We've come close a couple of times, but I've chickened out. Or she has. But I know she wants to. So do I."
"So what's the problem?"
"I don't know how to kiss." Shrugging, Tyler continued, "I've seen you kiss guys, I know you know how. I want to do it right." He looked so forlorn and sad.
Laughing, I said, "You will be fine! Kissing is natural! Don't worry about it!"
Begging with his eyes, Tyler asked, "Please?" He was so cute when he begged.
"Ok, fine! But you can't tell anyone!"
Taking Tyler's hand in mine I pulled him to the edge of my bed. As I sat down, so did he. "What have you and Emily done?"
Picking our combined hands up he said, "Holding hands, hugging, touching safe places. And kisses on the cheek." He is so sweet, and so naive.
Tyler's hand felt strong in mine, but his hold was gentle. "Show me what you do, Ty."
Tyler put his free hand on my bare knee and leaned in and pecked me on the cheek. It was dry, and his lips were hard. It felt like when I had kissed Grandma two days before. Friendly, but nothing more. And fast; he touched his lips to my cheek and moved away immediately.
The kiss was nothing, but his hand on my knee was... distracting.
"Yeah, that was like kissing grandma. You do need help." Moving my free hand to his face I cupped it there and moved in to kiss his cheek. Making sure my lips were soft and just barely moist, I trailed three small kisses across his cheek, each lasting just a little longer than the one before.
Drawing in a sharp breath Tyler looked at me with his eyes wide open. "Wow!"
"Yeah, I know, right? Now you."
Tyler did the same thing with me, except that he nuzzled his cheek against mine. His beard stubble didn't look like much, but rubbing against my face it was rough, and scratchy and nice. As he pulled back I couldn't help but sigh.
"I think you have that part down." I moved back toward him, but this time I kissed his neck before making my way up to his face.
"Making out is sometimes called necking, because kissing along your partners neck feels really good." Pulling Tyler's face into my neck led to exactly what I wanted; he started kissing my neck, too. "Do you like that?" I asked.
"Oh, yes, that is so good!" Tyler breathed in while he was nuzzling my neck. "You smell good, too."
Laughing, I said, "Oh, my little brother is a charmer! Keep that kind of stuff up while you are kissing and you might even get to go further!"
Tyler looked confused, "What?"
"Sex? You've heard of it right? If you kiss like that and compliment your partner, then Emily, and probably lots of other girls, will want to know you better. If you know what I mean."
Even while making out Tyler couldn't help but blush, "Yeah, I know what you mean."
Smirking, "I'm sure you do. Let's move on to kissing on the lips. Soft, gentle, and kiss around the mouth, ok? Not just straight lips to lips. When I open my lips you can open yours. You can probe my lips with your tongue but don't stick it in. Follow me and do what I do."
We were still sitting side by side, and I started kissing Tyler's neck, then across his face, and to his lips. When I opened my eyes I saw Tyler staring at me. Pulling away I said, "Try not to stare. Now you come to me."
I closed my eyes and let him come to me. He kissed my neck; then while cupping my face he moved to my lips and kissed me carefully, lovingly. After several lingering kisses I opened my lips a little and licked his with the tip of my tongue. Tyler jerked back like he had been shocked and we both opened our eyes.
"Sorry, you surprised me! Can we keep going?" He asked.
"Sure. But let's move first, kissing from the side is uncomfortable." I pulled Tyler up and had him sit on my desk chair. I straddled his legs before remembering what I was wearing. My shirt rode up my thighs revealing my panties to my brother. They weren't even nice ones, just boring old pink cotton.
Pulling his eyes up from my crotch Tyler had an odd look on his face, but I didn't want to talk about that. I wrapped my arms around his neck and we started kissing. Tyler had his hands wrapped around my back, and he was holding me there in his muscular arms. It didn't take me long to feel the tip of his tongue on my lips. When I touched his tongue with mine it retreated, but I followed inside his lips and swiped across his teeth. I'm so glad he had finished with braces last year.
When I withdrew, Tyler probed my mouth, but just inside my lips. I couldn't stand it anymore and invaded his mouth with my tongue; he knew what to do and our tongues fought back and forth between us. Somehow Tyler had slid his hands up inside my shirt and was rubbing his hands against my bare back. I had lost track of what I was doing until I felt his hard dick between us; I realized I had slid further up onto his lap and was grinding myself against him. I had never been so hot for anyone before, why did it have to be for Tyler?
Forcing myself to pull away I pushed myself up from Tyler's lap; he was flushed, and I'm sure I was as well. He was just as excited as I was and I watched his nostrils flare as he breathed deeply. With his hands up my shirt my panties were completely revealed, and I could smell my excitement. There was no way he could have missed it.
I stood up and pulled my shirt back down over my legs, "Yes, I think you've got that down, too. You need to go now."
"But, I. I." He didn't know what else to say and neither did I. We couldn't go any farther, that just wouldn't be right.
"Emily will be very happy with all of that, don't you worry."
Tyler stopped at my door and said, "Thanks, sis, that was great."
As soon as Tyler pulled the door closed behind him I locked it, stripped off my clothes and lay back onto my bed. All I needed was my fingers and in just moments I orgasmed hard, and strong. The memory of my brother's hard dick as I ground on his lap took me over the top. I didn't want to be thinking about Tyler as I came, but his strong hands, long tongue and hard dick were all I could think about as my orgasm crashed over me.
I rested for a couple of moments while I caught my breath. Then I pulled on my nightshirt so I could use the bathroom. The way the house is set up Tyler and I have our rooms on the second floor, with a shared bathroom off the small hallway that connects them. The bathroom door is at the top of the stairs; Mom and Dad have their room and the master bath at the bottom of the stairs.
As I left my room I saw that Tyler's door was mostly closed like mine had been and I resisted the urge to peek in on him. Distracted by what we had just done together I honestly did not register that the bathroom door was closed; the bathroom doors at school automatically close so I didn't think about it.
Opening the door I saw Tyler standing over the toilet with no shirt on, and his shorts around his ankles. Everything seemed to happen in slow motion. He was jerking off with his eyes closed until he heard the door open and turned to face me. His dick was bigger than his hand, which had continued to quickly stroke himself. When he saw me his face contorted in orgasm and he started to shoot his cum. The first shot made it most of the way to me before splattering onto the floor. I watched his orgasm face as he pumped the rest out onto the floor.
"Whitney!" He yelled as he turned away from me. It was too late, though, I had seen everything: his orgasm face and his semen spraying toward me.
I wanted to see that again. It's horrible of me, but I wanted to see that again.
Horrified to have interrupted his private time I ran back to my room and slammed the door. About fifteen minutes later Tyler texted, "The bathroom is free now."
"Thx."
Tyler and I have shared this bathroom since we moved here when I was in first grade and I have never known him to clean it. He could rarely even be bothered to pick up his dirty clothes. This time the whole room was much cleaner than it was earlier in the day, and I could smell the bleach from the cleaning supplies he had used on the floor.
I went to bed conflicted about what we had done, and what I had seen. And what I wanted to do.
===
Sunday morning Tyler was up and gone early; he wasn't in his room when I went to the shower.
On the way to the kitchen I walked past the oldest picture we have of Tyler and me together and I couldn't help but smile. It is from the day he was born; in it he is just a little bundle sleeping propped in my lap. I was smiling and so happy to have a little brother! At just over two, I didn't really know what it meant to be a "big sister", and I don't remember being there in the hospital. But the picture is on the wall at home, and the stories of our childhood have been told and retold many times.
So, even though I don't remember meeting him that first time, I do remember the stories. Including the one that a month or so after Tyler came home mom found me packing his diaper bag because, "He gotta go." Now I love having a younger brother, but sometimes he does get on my nerves. Like when he flaked out about taking me back to school.
Mom and dad ended up driving. Apparently something had come up and Tyler was gone for the day before I even woke up so he couldn't drive. It was a pleasant trip with my folks, and they took Liz and I out for lunch. Liz was disappointed that Tyler hadn't come back with me. I was disappointed too, but for a different reason. I really wanted to check in to make sure that we were ok.
===
The three weeks between Thanksgiving and Christmas were busy as I was finishing the semesters work. Liz and I are both in the education program planning to be teachers so we have several classes together.
Tyler and I texted a couple of times, but we didn't discuss what we had done. He did agree to pick me up for winter break, though.
===
Liz got to the door before me when Tyler knocked. Dressed in college girl chic of sweatpants and a loose t-shirt her boobs bounced a little as she swung the door open. "Hi Tyler, come in!"
"Hi Liz, Merry Christmas!" Before turning to me Tyler gave Liz a quick hug. Smiling, he said, "Hi sis! Merry Christmas!", then he hugged me, too. His strong arms felt so nice as he squeezed me tight. The body spray was there, but not as strong as the previous trip.
Liz did her best to flirt with Tyler, and her best is usually very good, but Tyler was nothing more than polite back to her. The three of us hung out and chatted for a few minutes, and I saw Liz getting more and more frustrated at his lack of interest. The thought of her failing to attract his attention made me tingle inside.
The drive home was awkward. We talked as much as before, but we both avoided mentioning what we had done together, and what I had seen. That was much too embarrassing.
As we drove into our driveway I slipped a small package from my purse. "Open this in your room, and don't let mom or dad see it, ok?"
Confused, Tyler said, "Oh, ok." I had purchased a three pack of condoms from the University Bookstore in case Tyler couldn't get any himself. Being as shy as he is I was concerned that he wouldn't be able to build up the courage to purchase them. I didn't want to be an aunt yet, for certain.
===
Christmas was nice; Mom and Dad had the tree cut and ready with the lights on when Tyler and I got home so that we were all able to decorate it together that evening. While decorating we played the Christmas playlist that I had put together when I was twelve. Luckily Christmas music doesn't change much from year to year, and I hadn't included anything to cringe when I made it.
Christmas morning was weird with all of us being adults; there weren't nearly as many presents as in previous years. We each got just a few nice things each. Tyler gave me a "Best Teacher Ever" mug and hid the slight blush from Mom and Dad as I opened it. I gave him a sweatshirt from school and he said with a big grin, "Cool, a dress sweatshirt!"
Tyler could always make all of us laugh.
The best part of the day was the stream of guests that came by starting around eleven. Cousins, family friends and neighbors stopped by in a well orchestrated weaving of visitors. It was so nice to see everyone, many of whom I had not seen since the previous year! Emily even came by to see Tyler for a while, but she seemed overwhelmed by the constant stream of everyone else. She was smiling as she left, though, so the craziness didn't scare her off completely.
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