The following is my third story I've posted to Literotica and my third real life experience. My first two stories dealt with my sexual experiences involving my boyfriend at the time and his roommate and occurred about 3 years ago when I was 22.
I stopped dating Steve, my former boyfriend, about 6 weeks after my second threesome with him and his roommate Brian. The subsequent story occurred when I was 23 years old, about 1 year after my first threesome. Over the 10 months after I stopped seeing Steve, I dated a few different guys but nothing very serious. I certainly never came close to experiencing anything like those two amazing nights. That's not to say I didn't think about it. In fact, I thought about it a great deal. It's just that I wasn't prepared to walk into a bar and grab the first two guys I saw and tell them, 'You two, I need you to come with me.'
As I said, I was 23 years old when I met Damon. He was cute, but not the type of guy I usually dated. I tend to go for the well-built jock types and while Damon had a decent build, he wasn't huge. Damon was about 5' 10'' and 180 lbs. with dirty blonde hair and blue eyes. He was also kinda weird and very laid back. Anyway, we weren't super serious and definitely had a lot of fun together. I was in a pretty crazy stage at this point in my life as far as socializing goes, hitting the bars or clubs maybe 4 or 5 times a week. Often, the two of us went out with groups of my friends or groups of Damon's friends and sometimes both.
On this particular day in the late summer we had a bunch of friends over to Damon's apartment. There were about 20 people there and we did lots of drinking, dancing, listening to music, etc. This went on for most of the afternoon. At about 6:00 pm the last of our guests left. Damon and I had some more drinks and he asked if I was going to get ready for tonight
''Jason and Ben should be here in an hour so you might want to hop in the shower if you want to be ready before they get here.'' Said Damon.
Damon and I were planning on going out this evening to a few clubs with his friend Jason and Jason's roommate Ben. I had never met Ben before, but Jason, well let me tell you about him. I met Damon's friend, Jason, a few weeks after I began dating Damon. I was instantly attracted to him. I often wondered what would have happened if I had met Jason before Damon. Jason was definitely my type, about 6' 1'' and 195 lbs. and built like a model for a men's fitness magazine. He had short dark hair and gorgeous blue eyes. Jason and I flirted shamelessly, especially when Damon wasn't around, but it had never amounted to anything.
I finished my vodka and tonic and grabbed a bottle of beer as I headed to the bathroom and started the shower. The steaming water felt great cascading onto my body as I sipped the beer from the bottle and enjoyed my ever-increasing ''buzz''. I took my time shaving my legs and trimming my pubic hair to a small strip. I finished showering, turning off the water as I stepped out of the shower and dried my self off. I wrapped myself in a big towel and headed for the bedroom to get dressed. I undid the towel wrapped around my head and my red hair spilled out, just touching my shoulders. I'm not sure why, but for some reason, I decided to let the towel on my body fall to the floor, as I stood naked in front of the full-length mirror on the closet door. I was pleased with what I saw. My shapely legs took up a good bit of my 5' 5'' frame. I've always been built pretty well, but since beginning to work out regularly about a year and a half ago, my 110 lbs. were now distributed quite well across my body. I ran my fingers across my flat stomach and noticed how well my perky 34C breasts stood out. Finally, I went to my bag to decide what to wear tonight.
First I pulled out a pair of black thong panties and slipped them on. I had been turned on to them about 6 months ago, and after a few days of discomfort, I now loved how they felt. I also loved how guys went nuts when they saw them on me. Next I pulled a white bra out of my bag and strapped it on. It wasn't too fancy, but it did push my breasts together a bit, not that I needed the help, but I like to show some cleavage. Then I grabbed a short black leather mini-skirt I had just picked up and slid it on. It came down just a few inches past my butt and thanks to the thong, the leather felt quite sexy against my bare ass. Then I pulled out my shoes, a pair of black mules with an open toe and 3 inch heels and stepped into them. Next I pulled out a white blouse that fit pretty tightly and looked quite awesome with the top 2 buttons undone.
I came back out to the living room and Damon and I had a few more drinks. He commented on how nice I looked. Soon the doorbell rang and I hopped up to get the door. Jason and Ben were waiting on the other side.
''Wow! Great outfit Heather!'' said Jason excitedly, ''This is my roommate Ben.''
''Thanks, nice to meet you Ben.'' I said.
Ben seemed nice enough, but quiet. He was average looking, maybe 5' 9'' and 180 lbs. with blonde hair. Jason looked terrific as usual. He had on a pair of khaki shorts that showed off his hairy muscular legs and a black polo short.
''Damn! That skirt should be illegal!'' exclaimed Jason as he followed me into the living room.
I mentioned how we flirted frequently and he always commented when I wore anything particularly tight or revealing. It seemed like the skirt was a hit.
Well, we were only going to spend an hour or so at the apartment before heading out for the night, but that turned into about 3 hours. We were playing some drinking games and Jason seemed quite intent on getting me wasted, although I certainly didn't need the help. Finally, we decided it was time to hit the club.
We arrived at the club and didn't slow down a bit. We had a few drinks and I pulled Damon up on the dance floor with me a number of times, much to his dismay. It seemed like every time we got back to our table, Jason had a shot or a fresh drink waiting for me. After maybe an hour and a half of this we settled down at the table for a while. Sometimes, when I'm out with a group of Damon's friends, I'll try and find some women to hook them up with. I usually have no trouble finding someone for Jason, but tonight he didn't seem interested in any one I introduced him to. I remember pointing out this sexy blonde at one point, she had on a tight red dress and her breasts were practically spilling out of it.
''No, I don't think she's my type.'' Said Jason as he leaned towards me. Speaking directly into my ear now he said, ''But I'd love to see you in that dress. I bet you'd look fucking fabulous in it''
It was getting pretty late and we had all tied one on by now. I decided I wanted to dance again before the club closed, but Damon didn't want to dance anymore. Instead he turned to Jason and asked him to join me.
''Jason, take Heather and go dance with her, will ya? I've had my share of dancing tonight.'' Damon said.
Jason took my hand and followed me onto the dance floor. It was quite crowded so we were very close, not that I was complaining. By the second song are bodies were separated by mere inches. Thanks to the alcohol, I had no inhibitions and I felt Jason's eyes blazing into me. His hand moved to my hip, slid down and under my skirt, and back up to my ass. Jason's eyes widened as he felt my exposed ass, I smiled and leaned into him, burying my head in his chest. Jason pulled me close to him and I felt his growing hard-on as our hips pressed against each other. Our bodies began to sway together to the music. I felt Jason's hot breath on my neck as he began to nibble on my earlobe. Suddenly, I felt someone pressing up against me from behind. I turned to see Damon with a sly smile on his face. He leaned forward and kissed me passionately. The three of us continued to dance and grind against each other for the next two or three songs. My head spun as I considered the possibilities. Finally, as the club started closing, Jason and Damon led me to the car for the ride home.
Ben got in to drive and I sat in the back between Damon and Jason. I don't think I breathed for the first 5 minutes of the ride, and then Damon put his hand on my left leg and ran in up my thigh and under my skirt. I turned and pressed my lips against his. I reached back to Jason who had moved his hand to my right thigh. My tongue was entwined with Damon's as he slid his hand inside my thong, feeling for my clit. Jason had moved his hands up to my blouse, undoing a few buttons and reaching into my bra. I reached back and placed my right hand on the bulge in his shorts. I moved my left hand to Damon's crotch and began to unzip his fly as he slid his finger into my pussy.
''My God Heather they are so beautiful!'' Jason exclaimed as he freed my breasts and leaned forward to place his mouth on them.
I grabbed Jason's hand to help me unzip his fly and grabbed his cock as it sprang out from his shorts. It felt so full and hard in my hand and Jason moaned as I grabbed it. Damon was now working his middle finger into my cunt as he continued to stroke my clit with his thumb. I now had both of their cocks in my hands, stroking them furiously. We carried on like this for another 10 minutes or so, groaning and stroking, but no one quite going over the edge.
We pulled into Damon's apartment complex and he stopped to zip back up. Jason did the same and helped me button my blouse and pull my skirt back down. Ben parked and the four of us headed into Damon's apartment. Damon went to make us drinks, Ben turned on some music, and Jason and I started to slow dance. As we danced, I reached up and began softly kissing Jason. I soon felt Damon behind me pressing his hard-on into me and lifting up my hair to kiss the back of my neck. I was so excited I began kissing Jason feverishly and he responded. I reached down and felt between his legs, grabbing his bulge. Damon's left hand groped my breast through my blouse as his right hand began pushing down on my shoulder. I went to my knees, looking up at Jason as I undid his belt and fly. I pulled his shorts and boxers down and his giant cock (maybe 8 ½ inches) popped out, standing almost straight up in the air. I trembled a bit as I reached forward, and as I wrapped my fingers around it, his cock looked huge in my small hand. I slowly began running my hand up and down his beautiful shaft and Jason started to moan softly. Then I opened my mouth and ran my tongue all over the head of Jason's cock, causing him to cry out.
''Oh Shit Heather, that feels so fucking good!''
Feeling crazed with sexuality, I reached down with my left hand to finger my throbbing clit. Just as I did this, I felt Damon behind me move his hands under my skirt and grab my thong underwear, pulling them over my but and off my legs. Damon moved my legs apart slightly and slid beneath me on his back. He grabbed his my ass in both hands and began running his tongue across my clit. I felt my orgasm approaching as I grinded my hips into Damon. I stopped licking Jason's cock to cry out in pleasure but continued to stroke him with my hand.
''Oh Oh Oh Shit Yes! Oh My God!'' I wailed as I came for the first time.
As I was screaming Jason reached down and undid a few buttons of my blouse, pulling my tits out of my bra. After I finished cumming he moved my head back to his dick. I turned back to him and took his cock as deep as I could in my mouth, pulling him closer to me by grabbing his ass. I greedily bobbed my head up and down on his wonderful prick. I was now sucking hard and fast and pumping Jason's cock with my hand as I slurped him; trying to make him cum. Jason reached for my head and stopped me.