Hi, I'm Dave and seeing as I get hard every time I think of what happened, I figured others might too. I was in college and sharing an apartment with Rob. I didn't have a lot of money so it didn't take long to find that I couldn't afford much. Rob already had a fairly large, one bedroom apartment and as it turned out, 'much' eventually turned into us sharing that apartment because he needed the help with the rent. All in all it was ok, the bedroom was big enough for two twin beds and a couple of small dressers. We'd known each other since high school so it wasn't that big a deal. If one of us brought a date home, the other would either crash elsewhere or sleep on the couch.
By the time we were halfway through the first year, Rob was pretty serious about a chick named Robin - serious enough that I was spending more time on friends couches or ours than I was in my own bed. One evening I came home and Rob and Robin were there and after a couple of drinks he told me that she was going to be moving in so I'd need to find another place but I was welcome to crash on the couch until I did. It wasn't exactly a surprise but I was hoping it wouldn't be that soon.
For the next week or so, I spent my spare time looking for a place and constantly came up either short on money or it was too crappy to live there. I wasn't sure what I was going to do when I got a call from Bonnie who was Robin's old roommate. Bonnie, Robin and Annie had shared a two-bedroom apartment with Annie in one bedroom and Bonnie and Robin in the second, bigger bedroom. At first, they'd enjoyed each having their own bedroom but couldn't really afford it. They'd been looking for another girl to rent to and either didn't like the ones who applied or didn't think they could come up with the rent.
Bonnie knew I was good for it and while we weren't best friends, we'd partied a few times so she knew I was a decent guy and they were already a bit behind on rent. They proposed that I could have the smaller room and they'd share the bigger room. If it didn't work out for any of us then I'd have to find another place. I was really tired of sleeping on the couch so I agreed and by the end of the weekend, I had everything moved in.
The first few weeks were ok, I was a bit uneasy living with two girls and I was pretty sure they felt the same way but pretty soon we got used to each other and it was a lot better. I got fairly regular glimpses of nipples without a bra, they saw me in boxers and a few times one of us would get a quick flash of the other going to/from the bathroom with little or occasionally nothing on. Now that I was seeing Bonnie on a regular basis, I found we had something in common - we both enjoyed making little bets on things.
Rarely did the bets involve money, it was just for the fun of 'winning'. Quite often the four of us would go out and sometimes other friends would join us either for a few drinks, a movie, some pool or whatever we felt like that evening. If we went out for a few drinks, we'd bet on who would sink a certain ball in pool or who could get the highest score in darts. Usually, the bet was for a drink or something similar. Once we were sharing the apartment, we found we were making silly bets on who could get the most pringles in their mouth or a staring contest with each other to see who would blink, smile or whatever first. Often the loser had to take the others turn to do dishes, clean up the apartment, etc.
Annie was much quieter, always did her share of the chores and then spent the evening on her laptop or went out by herself and seldom went out with us. It wasn't that she wasn't attractive - she definitely was but she just didn't seem as social as most people I knew.
It was during one of the staring contests that things started to change. We were laying on the floor (it was more comfortable than the couch for watching tv and as we stared at each other, I couldn't help but notice that she was wearing a low-cut top and no bra. She'd worn it before but the way we were laying, it was hanging loose and I could see her tits and nipples. That broke my concentration and I blinked right away. We usually went much longer so when Bonnie asked me what had happened, I stammered out, "Well, your top.... it's...I could see..."
Thankfully before I got any further, she figured out what I meant and quickly shifted so I couldn't see anything. I was expecting her to be mad but instead she just smiled and said, "Oh well, boobs are boobs and now you're doing the dishes tonight."
Glad that she wasn't upset, we went back to watching TV and I did the dishes before bed. Apparently, she was quite willing to take any advantage she could and I soon found her giving me quick flashes of her boobs while we were playing pool, darts or whatever and once after quite a few drinks, she challenged me to see who could crawl down the apartment hallway faster (we were pretty much past being able to run). I figured that was an easy win but she took off a bit faster but before I could recover, she flipped her skirt up and I realized she had nothing on under it. That resulted in my getting my arms tangled and falling on my face which really amused her, plus I had to take her turn cooking the next day.
Her boobs weren't big - likely between a 'B' and a 'C' cup but they were very firm looking and had fairly large, dark, puffy nipples. When she flipped her skirt, I found that her pussy was totally bare. I certainly enjoyed all the flashes and quickly found I also enjoyed stroking off later thinking about it.
I figured two could play at that game so a few days later I challenged her to a card game where all the cards were spread out on the floor except the aces. The idea was to shuffle the aces, turn one up, and then grab as many of that suit as you could until they were all gone then turn over another ace and repeat until all the cards were picked up. My goal was to get out of doing the cleaning that weekend but if I lost then I had to take her cleaning the weekend after. We were sitting on the floor so when she went to get the cards, I gave my cock a few quick strokes to get it hard (doesn't take much when you're only 21) and angle it so it showed down my pant leg.