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Welcome to College Week Pt. 01

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Helping Joe with his "problem".
4.5k words
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Part 1 of the 2 part series

Updated 06/09/2023
Created 05/09/2019
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It was the beginning of what would be a hot summer, in more ways than one. I had turned 21 last January and I was finished with the worst part of college life, the dorm. I had been at college for two years and had been able to move from the dorm's to my own small place off campus. Mom and dad were great about helping me out so I wouldn't have to get a second job on top of the one at the coffee shop on the corner. The pay wasn't great, but I got all the coffee I could drink, sandwiches and some pastries. Plus, it was close to my place. The summer was just starting and I didn't get to spend as much time home this last year as I would have liked. My brother Joe had turned 19 in April, just before his graduation and would be coming up for College Week. I was excited to see him. I had not really been able to spend much time with my kid brother since I had left for college and he had been busy with some team or another.

It was getting near the end of my shift and I would be getting off soon. I was clearing a table and collecting the "tip" (78 cents, some tip - cheap bastard) when I heard the door chime and gave out that same silly "Hello, welcome to this place" (or some such shit) and as I turned to give that same affected smile, I saw it was Joe!! I ran to him and gave him a hug. He turned three shades of red when I hugged him as hard as I could. He had grown in the last two years. He was now a head taller than me, had broad shoulders and a slight beard. His shoulder length dark hair was curlier than Mike's and he smelled great.

"Where are mom and dad?" I asked.

"They will be coming up next week to pick me up. I came with Tommy from down the road" he said.

I asked him, "Will you be staying with friends?"

He said "I hope so. I wanted to see if I could stay with my big sis."

I hugged him and said "That would be fantastic!!"

I felt excited to see him and a little nervous about what he would think when he saw my place. It was a wreck. I set him up at a table with a sandwich and something to drink until my shift was over in ten minutes. I cleared the tables and went about closing my till as he ate his sandwich, glanced at the T.V. and watched me as I went about finishing up.

I grabbed my share of the tips, said my "goodbyes", got my jacket and collected Joe. I took his arm as we left and I held onto him the whole way to my place. We talked about home and caught up on the goings on of a small town. It was wonderful to see him and to speak with family again.

We made it back to my place. When we went in, he barely noticed the state it was in. He put his stuff in the closet and went to the bathroom. He left the door open, I guess a habit from living in a house of guys for so long, with only mom. She didn't mind and neither did I. That would have to change once in the dorms. I glanced in as I walked by and "WOW!!", what a python. It was the past summer since I was with our older brother Mike last and I don't remember him being that big. I also don't remember dad having anything like that when I saw him that one time. Where did Joe get THAT? I have to admit, it made my mouth water a little. I would have to go cautiously and see how this went.

While he was in the bathroom, I got my night things together and he brushed his teeth. I went to get a shower while he got a glass of water and settled into the place. When I was finished, I noticed the door was open a bit. I swore I had closed it all the way when I got in. Hmmm... Maybe things with Joe were already on a first step and I had not noticed. I put my night shirt on (it came down mid-thigh) and my pink, sheer panties. You could basically see right through them. The hair on my pussy was longer and thicker than when I had last been with Mike and it had been a year since I had held a nice piece in my hand. I noticed my pussy lips had swollen a bit from thinking about how he smelled with his body close to me and the idea of having that thick piece all to myself.

I came out still drying my hair and some water had dripped onto me and the shirt was see through in those spots. I could tell Joe noticed these spots. He had not even turned on the T.V. or the radio. Instead he was looking at the photos I had around the place. Mostly of family and our dog, Noodles. There was the odd photo of me with my girlfriends at the lake, but no guys other than in the backgrounds. He pointed this out.

I said "I don't have time, with work and school."

He said "What about now? You have time for me."

I told him, "Family is different. You have to make time for family."

He said "A woman like you should find love and pleasure in the arms of a man and enjoy your life. There is more to life than work and school."

I told him, "There would be plenty of time for that, after school."

He walked over to me and cupped my face in his firm, gentle hands as he softly said, "Me and Mike worry about you here alone. Mom and dad are also worried about you being here without the family."

I told him "I'm fine."

It was a strange feeling to look up at Joe and hear these kinds of words from the little brother I chased around the yard with a snake when I was ten and he was eight. I turned from him to break the tension. I went to the kitchen for some water. Then we sat on the couch and talked about home and school. He was thinking about coming here to be closer to me. Now that Mike had finished college here and was on to another school for his post-grad work and his new girlfriend (Kelly) in a different State, there was no one here to watch over me. He thought it would be perfect. I was not so sure.

I had been on my own since Mike had started dating Kelly and then finished here last spring. I had not been with any other man than Mike and it seemed strange to be in anyone else's arms. To be near Joe, felt more comfortable than I had felt with a man in months. Maybe it was our long history, maybe it was how he smelled or maybe it was that monster in his pants I just couldn't get out of my head.

The hour got late and I had class in the morning. I would be getting up at 6:00 am and would wake Joe at 7:00 am to get ready and make his tour of the campus. We agreed to that and I gave him a soft kiss 'goodnight' on the lips. I got him some blankets and a pillow for the couch and we went to our respective space for the night, or so I thought.

I woke the next morning before the alarm could sound and just shut it off, Joe was in the bed with me. He was on the left side, with his back toward me. I could see he had gotten VERY muscular since I had last seen him. A little light was coming in the window from the street lamp. I touched his shoulder and he rolled over, facing me, still dozing. He was asleep and just lay his arm over me and gave me a kiss on the cheek. It felt great to have his warmth against me and to feel a man's arms around me again. I nestled my cheek into his shoulder and lay there with him for a bit. He started to really hug me and bring his body closer to me. The sheet moved and I could see that he sleeps commando. I had only my night shirt and panties I put on after my shower last night.

As he drew closer, his dick dropped over onto the bed with a soft 'bump' sound. I had to see it. He was breathing deeply and slowly. I thought it would be OK to just touch it. It was thick and veiny. It was heavier than I thought it would be. I tried to put my hand all the way around it and felt how hot it was. He was circumcised and his head was a light pink. I started to stroke it up and down without thinking about it. It started to grow and get much harder. He shifted over onto his back.

I let go of it in case he was waking up. He started to stretch out. As he stretched, the head of his cock got REALLY big and purple. As he relaxed back, it went back to "normal" (if that is the word you could use for that piece). He was now on his back and his dick was lying flat on his belly with his balls over to the left side. I raised myself up on my elbow and was looking at it. It twitched and startled me. I let out a little "shriek" in response. With that he laughed and I gave him a good natured smack on the shoulder. The little creep, he was awake and watching me look at his dick.

He said "It's OK. You can look at it if you want. I kind of wanted to talk with you about that anyway."

I told him "We have a busy day ahead and we can talk about this tonight, if you want."

He said "That sounds great, sis. I am glad we got this out in the open so soon. Now, I don't have to hide this problem from you."

"Problem?" I said.

He continued, "Yeah. More on that tonight. If you would let go of him, we can get some grub before we gotta go. Pancakes OK?"

I looked down to notice that my hand had wrapped around his cock and I was rubbing my thumb up and down his shaft. I released it and we got dressed, he made the pancakes (which were great) and we got on with our respective days. Tonight, was Friday, and we had all weekend until either of us had anywhere to be. It would be a weekend to remember.

That evening, I was anxious to get home to see what he was on about. He was already home and had made some Guacamole and chips. That was a great surprise. I wanted to hear about his "problem" with that gorgeous dick of his. I grabbed a wine cooler and sat on the couch with him and asked him straight out.

"OK, now we have had some time to think about what we were discussing. Tell me about this problem".

He started, "Well, in the time since you left, I was dating a girl named Felicia. Her family is from Texas. They were new to town. I thought she would be a new start from the same town girls. She doesn't have any brothers in my gym class, so she had no idea about my 'problem' and it wouldn't get in the way."

I asked him, "What is this 'problem' you keep talking about?"

He was really upset as he explained, "You see in the porn movies and hear all the talk about guys saying how big they are. It isn't as great as people say. It can be a real problem."

I had to ask "How is that?"

"Well," he continued. "I had never been with a girl and things were great with Felicia. But, all she could do was give me hand jobs. She was afraid to let me put it in her and she couldn't get it into her mouth. I have no idea what it feels like to be inside a woman. Can you help me find a way to make this work?"

He was clearly upset about this and I was determined to help him. I didn't know what I could do for this and we talked for hours about the difficulties he was having in this area. I suggested he look for "size queens" and then I had to explain to him that there were women who were interested in guys with really big dicks. He said he didn't like the idea of just being wanted for that one part of his body, he wanted to feel loved. I get that, I wanted him to be loved by someone who saw the person in him that I see.

I had finished my wine cooler and got another. We ate the nice dinner he had prepared and settled in for the night. I was feeling closer to him than I had in years. I guess with him being the baby and me being with my friends and then when our older brother Mike and I started to fuck, Joe just fell to the bottom of my list. I regret that now, but at the time, I was too busy enjoying my friends and Mike's dick. I never discussed this with Joe, but I got the feeling he had some idea.

After the food was all eaten and we had talked about this for several hours, I had to see it again. It had been a long day and I went to get a shower and maybe cool off a bit. No luck. I was washing and the feeling of the washcloth on my body was driving me crazy. Each time I would run the cloth against my nipples, they would stand up. I had to get him to show me again. I washed and trimmed my unruly bush a bit. Cleaned the lips for their upcoming debut... to Joe at least.

After I was done. I got out and called for the "next contestant". He came in with his running shorts & a towel in hand, wearing only his briefs. The bathroom was so small, I brushed against him with my tits and felt his cock against my stomach. He got his shower and then came in wearing his running shorts. His cock was free swinging and I could clearly make out the head through the thin material. We sat close on the couch and I held his hand. I would look at him and smile occasionally as we watched T.V. We would talk and watch the show. At one point, I lay my head on his shoulder and he was stroking my long blonde hair and caressing my shoulders. I had my hand on his thigh and would occasionally notice his cock swell a bit and then go down. I slid my hand to the inside of his thigh and rubbed the hair a bit. I pulled it slightly and then rested my hand back on the top of his thigh, but this time, my thumb was on the tip. I rubbed that and it started getting harder. He held my hand and looked at me with a real sense of concern.

He said, "I really want you to help me and to try whatever you think is necessary. I just want you to be sure about this before we do anything else."

I said, "You can be sure. I know what is happening and this is what I want. I love you and I can't see you this way. I also know that this is what I want for me."

With that he let my hand back on his cock, only further up on the shaft. I rubbed it through the silky material. It began to swell and I wanted to see it at full girth. I would first get him as hard as I could without taking any real action. I wanted to know what I was in for.

From appearances, I was having the desired effect. His cock was pretty big and I was not sure how big it would get. I took it out through the bottom of his shorts and got my first real look at it. Next to this thing, his balls looked almost small, but they filled my hand when I cupped them and started to stroke my little brothers cock right there on my living room couch. He moaned and let his head fall back and rest against the couch. He slumped down in the couch a bit, turned so he could put his left leg behind me. I lay my head on his right inner thigh facing him so I could look at that glorious machine. It finally stopped growing and just got hard. I looked into his face. His eyes were closed and he was almost in a daze.

I asked him "Can I measure it?"

He came to a bit and hazily said "Sure. I have always wondered about that, but it seemed pretty much like 'porn comedy' to measure it myself."

As I got up, my tits were swinging free, which made my nipples hard and went to get the measuring band I use for sewing sometimes. As I came back he was stroking that beautiful dick of his.

I said "No fair. That's my cock tonight and I am the only one who can take care of him."

He let go and I took off my night shirt to show him my tits. I really LOVE my tits. I love how hard my nipples get and how heavy they are in my hands. When I left home, they were C-cups, now they were full D-Cups. They stood out firm and proud. They are round, full and get noticed by lots of guys. The nipples are a light brownish pink and the areola's are the size of cupcake tops. I took my place again, laying my head on his thigh. Facing him this way, my face was right there next to his cock. I was just rubbing it and feeling it in my hand. I took the tape and measured it. 8 inches long, pretty nice. The problem was that it was also nearly 7 inches around. This is not HUGE, but it is a bit intimidating. He kept rubbing my shoulders, caressing my hair and cupping my tits.

I thought about how I could sit on something like that. It didn't seem possible at the time. But, I am a "good girl" who takes to coaching and there is "no quit in a winner". I spit in my hand and kept working it and spitting on it some more. I could really take my time and work this through. I kissed his cock and he made a rough "uunngghh..." sound. It was priceless. I licked it more and longer. I was holding his balls and then I made my first attempt at putting it in my mouth.

It was like trying to eat an oversized sandwich. I stretched the corners of my mouth and put just the head in my mouth. It felt incredible to have that much cock in my mouth. I started to rub my pussy through my sheer panties. I couldn't move his cock in my mouth much, so I held it in my mouth and licked it. He was deeply silent at this point. I was moving it in and out of my mouth as much as I could (which wasn't much) and he was really in a trance. He tensed up a bit and his balls tightened. I could tell he was about to cum. I stopped and let that subside a bit.

I asked him "Are you OK with this?"

He nodded. He was breathing and swallowing hard a bit and trying to relax. It looked like an uphill battle.

A little bit of clear pre-cum came out. I licked that off the tip, letting a small string lead from the tip to my mouth and my head felt like I was drunk. I spit on it and put it back in my mouth. I was so happy that it went back in easier than it went in the first time. I sucked his cock as long as I could. I had to feel him inside me.

I told him "Get up so I can lay down, I want you on top of me."

I stood in front of him and removed the sheer panties I was wearing and he leaned forward to kiss my pussy. He darted his tongue along my clit, licked my lips and sucked on my inner pussy lips a little.

I told him "We should switch before we can't continue."

We switched positions and my brother was between my legs and on top of me.

I told him "Be careful. Only come in as far as I guide you. If I stop you, don't pull out, just hold still. I will tell you if you need to take it out. I am not on any birth control, but I want only you in me."

He agreed.

He said "Let me know if I hurt you."

He looked down at me, naked, with my legs open, my blonde haired pussy, bare and wet for him. My pussy was throbbing, swollen, pink and begging for his cock. I spread my lips for my little brother's cock and his dick twitched.

I said "It'll hurt some and be pretty uncomfortable at first. We'll get through that. It'll be fine. You'll see."

With that, I grabbed his cock and gently pulled it to the opening. I looked my little brother in the eyes as I held his cock against the opening of his sister's pussy. He looked like he was about to go on his first roller-coaster ride. Excited and a little scared. I pulled his cock into me a little. My brother's cock head was now inside my pussy. I could feel my lips parting for him and feel the edge of the head pass through my lips. I had to take it out a bit and rub my pussy with it to get some of his spit on it. It pushed past all the wetness I had for him at the opening. I put it back in and led him in a bit more. I kept a confident hold on his cock to give him immediate feedback. We inched it all the way in... slowly. Once it was in and I could feel his balls against my ass, I was in heaven. I had my little brother all the way inside my starving pussy. It made my pussy spasm. He pulled out a bit and pushed a little more in me. It made me go right over the edge and cum so hard I couldn't see. I was breathing heavy. Grabbing and clawing at him. I was holding him as close and deep in me as I could. I was clutching at his shoulders and lifted myself off the couch and pressed our bodies together. This subsided after a few moments. I looked up into his eyes and he kissed me.

It was a good thing I had cum. I was now a lot wetter than before and it felt easier. He began to move in and out of me. I lifted my legs up to feel more of him closer to me. He reached down and grabbed my ass. He lifted me and brought my ass further around. My pussy was now fully impaled by that cock. I was in Heaven. I could hear the juices of my pussy as his cock went in and out of me. He was breathing heavy and he became quiet. I felt my pussy lips opening for him. It felt unbelievable the way my lips would stick to his shaft each time he pulled out and he would take them in when he pushed into me.

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