My sister Rita was in university and I (Dave) had graduated the year before and was now working in the same city. She shared a dorm with a couple of other girls and I had my own apartment.
We'd both got our mother's skin tone (she was Italian) and between Dad's build and sports, both of us were fairly tall and fit. She was a few inches under my 6' and at least 70lbs under my 220 but she looked awesome. Sure, she was my sister but that didn't mean I hadn't noticed the fact that she'd developed very nicely in the chest department - not quite a C-cup but they looked much bigger on her small frame. We hadn't been shy growing up, I know we'd both caught more than one accidental flash of the other either going to/from the shower or not quite shutting our door but I'd never intentionally spied on her and I don't think she'd spied on me.
We'd always been close, I know a lot of brother/sisters argue and fight but while we had the occasional argument, as we grew up, we were closer to each other than we were to most of our other friends and were generally able to talk about whatever we wanted to. We often just hung out with each other instead of going out, either watching a movie or playing video games. Now that we were living away from home, we were pretty casual when we were together. More than once, we'd hung out with me in just my boxers and her braless in a t-shirt and loose shorts. I'd gotten a flash of nipple or pussy a few times when she bent or shifted the right way but I don't think she noticed and once or twice I thought maybe she'd been checking me out but other than the occasional masturbation session thinking of it after she left, there was never any sexual contact between us. We talked to each other about the first time we had sex, what we did or didn't like sexually and even a few things we'd fantasized about doing, nothing was really 'off limits'.
It was one of those evenings that led up to everything that happened. Instead of her usual talkative, outgoing self she seemed unusually quiet and withdrawn. I asked her a few times if anything was wrong or if I could do anything to help and just got a "no, I don't think so." I knew her well enough not to push and somewhat earlier than usual she went back to her dorm. We got together again the next night to watch a movie. I was in the recliner; she was on the couch and she still seemed really quiet so I asked again if something was wrong. She looked at me oddly for what seemed like forever before obviously deciding to talk about it.
"I want to join a sorority."
"Ok, that's not unusual, what's the problem?"
"Well, I'm sure you've heard about some of the 'initiation' things that happen at sorority parties right?"
"Yep!" Of course I didn't tell her I'd been to a few sorority parties where things got really interesting.
She had a few more sips of her drink then said she had to go pee; I think just trying to delay what she wanted to say. When she came back, she said, "Ok, we've always talked and trusted each other so I might as well tell you. A couple of my classmates wanted to join one of the really 'prestigious' ones that's not easy to get into. They said it would be a lot of fun and asked if I'd pledge with them so I said yes. At first there were a lot of us trying to join but we've had to do a few 'challenges' and eliminated more than half.
"What kind of challenges?"
"Well," and she hesitated for a few seconds, "for the first one we had to sneak into the guys change room and get a picture of one of the guys naked without getting caught."
"Did anyone get caught?"
"I didn't but a couple of the girls did and apparently they had to give blowjobs to whoever they were trying to get a picture of before they could leave but if you didn't get a picture, you were out."
"Ok, what else did they have you do?"
"A couple of weeks ago we had to go out with one of the sisters to wherever we wanted, flash our tits at drivers and get them to honk. The 5 that got the fewest honks were out and then the lowest half had to choose someone from the upper half. Once they had a partner, they totaled up the number of honks between them and the one from the lower half got spanked that many times."
I chuckled a bit at that and asked, "So you obviously weren't in the lowest four - did you get spanked or do the spanking?"
Rita smiled a bit and said, "I was happy that I made the top half by 1 honk! I was even happier when I found out that the spankings were done on the bare ass. Some of the girls had tears running down their faces when we were done. " Then she giggled a bit and continued, "I think the girl I spanked enjoyed it because her pussy looked really bit wet by the time I finished."
Ok, having a mental image of Rita spanking another girl's bare ass who was getting excited from it, I was having a bit of trouble hiding my hardon but I managed to ask, "Ok, so what's the problem, are you thinking of quitting?"
"No... but they're having a party next Saturday, it's the final challenge and we all have to bring a boyfriend to the party."
I was starting to see where this was going but instead prompted her "and?"
She looked down so I couldn't see her face and mumbled, "Well, I don't have a boyfriend so I was kinda wondering if you'd pretend to be mine or else I won't be able to join."
I pretended to think about it before saying, "hmm, it's not like anyone would know me and it's just for an evening." Then with a bit of a frown I added, "but unfortunately there's no chance of bringing some university hottie back here for a night of fun if I'm supposed to be your boyfriend."
I could see her starting to frown a bit so I let her off the hook with a, "Sure, I'll go...was just teasing you a bit."
She looked at me for a second, said "thank you, thank you, thank you!" then pretty much launched herself at me for a hug. Hugging wasn't unusual but the way she threw herself at me, I ended up getting pushed back into the recliner, it went back and she was almost on top of me. Out of instinct, as I went backwards, I threw my arms around her as well. As a result, I ended up with one hand on her ass and had one of her boobs pretty much in my face. I'd been thinking that she wasn't wearing a bra and now I knew she wasn't. It was only a few seconds before she was able to scramble off of me. When she stood up, not only was she beet red, but her nipples were hard and she was and stammering, "I'm sorry, I didn't mean to land on you like that!"
I just chuckled and said, "It's ok...I thought maybe you were just practicing for the party."
Relieved that I wasn't making a big deal of it, she relaxed and said, "This means a lot to me - thank you! Maybe if there's someone you'd really like to date, we could 'break up' in the next few days and you could go after her."
I said that sounded like a plan and nothing more was said about it as we settled down to watch the movie before she headed back to her dorm.
The week went by as weeks usually do and soon it was Saturday, Rita came over midafternoon anxious to make sure I was still good to go. "My roommates said there'll likely be some party games so I may have to kiss you or one of the other boyfriends and you might have to kiss a couple of the other girls. There might be more but no one's saying anything - are you ok with that?"