As my parents' only son, with 2 younger sisters, I had to take over the father role after our dad left. It was not an easy task trying to discipline two young ladies. They were very willful and clever at manipulating me into giving them what they wanted. I could handle them at first but the older we got the more it seemed they were disciplining me.
We were raised Catholic and my sisters attended an all-girls college. Of course, like me, my sisters were over-sexed so it was a constant problem trying to get the girls to keep their skirts from riding too high. Every morning they'd start out below the knee and by afternoon they'd have them hiked way up, and the panties would invariably get pulled up in the cracks of their asses.
How did I know this about my sisters? For some reason mom made it my responsibility to check up on them. Looking back it seems rather strange for a mom to tell her son to check his sisters' underwear to make sure their asses weren't showing. But she worked long hours to support us all and couldn't be there to keep an eye on them herself, so the responsibility fell on me. We used to joke around that I was the "panty guard."
It was okay at first, but as we got older, all of our libidos increased and it was harder and harder to keep the girls under control, especially when I could barely keep myself under control. My sisters knew I was having trouble, so they were ruthless and teased me mercilessly.
I'll never forget the time Allison left school without her panties or her bra and I had to deal with her. Allison was the older one and, of course, the more promiscuous, always setting a bad example for her sister. I would meet Allison and Stacey at 3 pm every day at the bus stop and escort them home to make sure they were safe and didn't get into any mischief. On this day when I arrived they were standing outside as usual talking to their friends. But I noticed Allison's clothes were not right, so I went right up to her and scolded her.
"What do you think you're doing?" I asked firmly.
"What are you talking about, brother dearest?" she sassed back.
"Don't play dumb with me, Allison. Your skirt is way too high and what's going on with your shirt?" I said.
"I don't know what you're talking about, Ray Ray," she said reaching back to tighten her french braid, which made her shirt problem even more noticeable.
"Come with me," I said leading her over to the side of the building where we would be less conspicuous. "Allison, why are your nipples showing right through your shirt?"
"Where? I don't see any nipples, Ray-Ray,"
"C'mon Allison, anybody can see these," I said grabbing her nipples and holding them firmly. I'd never done anything like that before and I didn't intend it in a sexual way, but the minute I did, we both realized how erotic it was. Allison didn't move or bat my hands away, but just stood there looking a little stunned with her mouth open and her eyes on my fingers grasping her hardened nipples. I didn't let go, I just kept a firm grip on them as I reprimanded her for not having her bra on.
"Allison you should not have taken off your bra, it makes you look like a cheap slut and your breasts are too big to have them bouncing around in your shirt. Now where is it?" I asked still holding my sister by her nipples.
"I, I have it in my purse. Why are you squeezing my nipples brother dearest? Are you trying to feel me up?" she said with a coy smirk.
"Don't be disgusting!" I said and as I did I noticed I was getting an erection.
"Well you're squeezing my nipples really hard," she said starting to twist and pull away from me. For some reason I still didn't let go believing I was doing it as a disciplinary measure. But thinking back I realize I was enjoying holding my sister's nipples, and the more she tried to pull away, the more I enjoyed holding on to them.
She started bouncing up and down to loosen my grip and feeling her big breasts bouncing around against my hands was getting me very excited. Suddenly I released my grip on her nipples and without thinking I grabbed both her breasts in my hands.
"Stop bouncing them around like that, it's not good for them," I blurted out.
We both realized how silly it sounded, and how much we were both enjoying this whole scenario, and simultaneously cracked smiles at each other. it was a strange moment where we both admitted our sexuality to each other for the first time. Quickly, I tried to play it down and let go of my sister's tits.
"Put your bra back on," I said.
"What? Right here? I can't take my shirt off right here. What if someone comes over here and sees me?" she said opening her purse and taking her bra out.
"I'll stand guard and make sure no one sees you," I said looking over my shoulder.
Allison unbuttoned her shirt and stopped. I could see the center portion of her bare chest, the inside curve of her breasts and abdomen. She was breathing heavily; excited by the idea of taking her shirt off outside and right in front of me. We both stood there for a moment. Allison was blushing and I'm sure I was too. She looked around to make sure no one was watching us.
"I dare you to do that now, Ray-Ray," she said expanding her chest to make her breasts look even bigger.
"What, this?" I said grabbing them again and giving them a thorough groping while she stared at me with a wild look in her eyes. I stayed on the outside of her shirt but I let it open slightly more threatening to expose her. She let me grope her breasts for as long as I wanted to and I think I fondled them for a good thirty seconds before stopping and giving her a little antagonistic pat on the cheek.
"Turn around," she said.
I turned around most of the way but kept her in the corner of my eye as she quickly put her bra back on and re-buttoned her shirt.
"I saw you looking," said Allison, "All boys like my boobies, I've even seen some guys get an erection from staring at them."
"That's doesn't happen to me," I said trying not to let my cock pop up and make a tent in my pants. But secretly I wanted my sister to know that she had aroused me so I got the idea to dare her just as she did me.
"If you don't believe me check for yourself," I said.
"Oh yeah?" she said with a big surprised smile. Then she grabbed my crotch and immediately her jaw dropped, she gasped and let go.
"Ray-Ray!" She exclaimed, "You have a huge erection! Did you get that from looking at me?"
"No!" I said emphatically. Then I looked away and said "Yes. So what?"
My sister ran away laughing and I followed her trying to conceal my hard-on as best I could. We ran back over to the bus stop just as the bus was coming. Allison was still laughing and Stacey was wondering what was going on.
We got on the bus and kept looking at each other with knowing smiles and busting up. Stacey had her curiosity piqued and knew something funny was going on. But she got distracted after a few minutes.
Allison was sitting on the sideways seat in the back of the bus and I was sitting across the aisle facing her. Stacey was a few seats forward and by the end of the line, near our house, the bus had emptied out mostly. So as soon as we were alone, and no one else was looking, Allison did something that really shocked me. I'll never forget it and to this day I still jerk off thinking about it. She put one leg up on the seat giving me a clear view of her crotch, in broad daylight, and she apparently had left her panties in her purse too.
The sight of her fuzzy little sparsely-haired blond beaver and tight pink pussy lips between those creamy smooth thighs, combined with her wry little smile with one eyebrow raised—her confidence in how sexy she looked—left an indelible image burned into my mind forever. From then on I was sexually focussed on my sister and I could hardly think of anything else.
I wanted her so badly after that I couldn't stand it, and she knew it too. I tried to play it off but the power had clearly shifted. She would tease and tempt me mercilessly and I would do anything for a glimpse or a feel. She kept me right where she wanted me for several months giving me just enough to keep me hungry but never enough to satisfy my lust for her.
Until one day when circumstances happened to fall into place. Mom had gone out for the day and taken Stacey with her. It was early on a Saturday morning and I was lying in bed thinking about Allison. I heard the shower turn on down the hall and as I laid there I heard the bathroom door open with the shower still running. Then I heard footsteps walking down the hall.
I thought she might have gotten out of the shower to grab a towel from the linen closet and wondered if she might be undressed. I got out of bed and poked my head out of my bedroom door just in time to see her turn the corner into the walk in closet. She was bare-assed naked and I caught a momentary glimpse of her jiggly pale buns glistening with soapy water.
I was so excited I stared down the hall waiting for her to walk back, but when I saw her turn the corner with a towel wrapped around her, I quickly ducked back in hoping she hadn't caught me spying on her. I got back in bed and got under the covers with my cock rock hard and started stroking myself thinking about what I'd just seen. I was getting close to cumming when I heard my sister scream! I stopped mid stroke and listened.
"Ray! Ray!" Allison called out to me, her voice sounding more scared than in pain.
I got out of bed and slipped on a pair of boxer shorts but my erection was making a serious tent in front.