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Finishing on [m]y date's tits a[f]ter a college party. | 2016
At the college I went to, every freshman was matched up with a sophomore who was their "peer academic advisor" -- basically, someone who'd already spent a year at the school and could help make sure that the freshman found their way into the correct classes and to give advice that was a bit more blunt and honest about professors and classes than you might otherwise get from faculty advisors.
During my freshman year, I was matched up with Emily. We became friendly with each other, but nothing more. Over the course of the school year I got to know both Emily and her roommate Connie. I was always friendly, but also a bit shy since I was just a freshman and they were sophomores.
In the future I'll write a story or two about the summer between my freshman and sophomore years of college, but for the purposes of this story I'll just mention that as a result of that summer's activities, I went back to school as a sophomore much more confident sexually.
First month of my sophomore year of college, I received an email from Emily suggesting that we meet up for a coffee. I assumed that she was being nice and meeting up with me one last time to make sure I was all set with what classes I was going to take, but it turned out she had another agenda.
"Do you remember my roommate Connie?"
"Yeah, of course. I liked her. How's she doing?"
"She's good -- we're rooming together again as juniors this year. And our house's first party of the year is a Screw Your Roommate dance."
"Okay...", I replied, with a smile starting to creep on to my face.
"She liked you the couple of times she chatted with you last year and she thought you were cute. So I thought of you when I was trying to figure out who to set her up with. Do you want to go?"
"Yeah, I'd love to. So is she setting you up with someone also?"
"No, I'm still with my boyfriend, so we're just going to go together."
A few days before the dance, I sent Emily an email and asked her to give me a call when Connie wasn't around.
"Hey, is everything ok? You're still going with Connie, right?"
"Yep, absolutely."
"Did you tell her who you set her up with?"
"No, it's going to be a surprise. But I think she'll be happy that it's you -- she keeps dropping hints that she wants her date to be someone she knows and likes. She keeps saying that she wants to get a bit crazy on Saturday, and she'll have more fun with someone who's not a blind date."
"Sounds great to me! I called because I wanted to know if you knew what her favorite flower is."
"Awwww, that's so sweet! If you show up with roses, you'll be off to a really great start for the evening!"
"Ok, thanks! See you Saturday."
"I'm so glad I set her up with you!"
"Me too!"
On Saturday I went to a florist and got a dozen roses in a vase. It was a semi-formal dance so I had on a white shirt and black suit, but no tie. Got my hair cut a few days before and was clean shaven, doing my best to look as handsome as I could, thinking that if I played all my cards right, this could turn out to be a really fun night.
I knocked on the door, and Emily answered, cracking the door open to make sure it was me. Seeing that it was, she said "Connie, your date is here" and then opened the door to let me in the room.
Emily, her boyfriend, and Connie were pre-gaming with some wine. Connie put her wine cup down and her eyes lit up when she saw me and said my name -- I was relieved to see that she remembered me and was genuinely happy that I was her date. She loved the flowers, and she gave me a big hug and a kiss on the cheek as she greeted me and thanked me for them.
Connie looked great, and I told her so. She was a bit on the short side, about 5'5" and 120 pounds. She had straight blonde hair (natural) that stopped just above her shoulders without touching them, blue eyes, perky B-cup tits, and the toned legs and ass of a college girl who took care of her body. She wore an impossibly tight red dress that looked like it had been painted on her, looking a lot like this picture, just with shorter hair.
We continued pre-gaming.
Emily asked, "So Connie, did I do a good job of picking your date?"
"Yeah! He cleans up well, too!", Connie replied with a laugh and a smile in my direction. "Just one question, though," said Connie as she turned to me. I raised my eyebrows to indicate that I was waiting... "Are you a good dancer?"
I laughed. "If I get a few drinks in me to kill off the self-consciousness, I think I can manage."
Emily and her boyfriend laughed as Connie grabbed the wine bottle and refilled my glass to the top.
"Get drinking, then!"
Midway through the evening, Connie and I were doing really well. We'd been flirting and making small talk, dancing together and in groups, and taking little breaks for alcohol, water, and bits of food.
The atmostphere was good for a college party -- somewhat dark, loud music, lots of alcohol -- so a feeling of sexual tension grew through the evening. I did a reasonable job of managing my buzz and I was right on the borderline of buzzed and drunk, which meant I was feeling confident and uninhibited. I was careful to stay there because I didn't want a fun night to end with having drank too much at the party.
Emily and Connie came back from the bathroom. Connie went to get another drink, and Emily came over to talk with me in the corner.
"Are you having a good time?"
"Yeah, it's great! Thanks for inviting me!"
"You should make a move on Connie. She asked me in the bathroom to make sure that I spend the night with my boyfriend. She wants to hook up with you."
"What about you and your boyfriend?"
"He's an RA, so he has a single room. We'll be fine."
Connie and I started dancing a bit closer. I was rubbing my hands over her hips and ass, and she started turning around and grinding against me in a way that started to get me hard, and she could feel it.
We went outside so that we could talk without having to yell into each other's ears. I held her hand as I led her to a bit of a private area in the courtyard.
"You doing ok? How are you feeling with the drinks?" I asked.
"Just buzzing and happy," Connie said.
Then we had that awkward moment where I realized I was supposed to kiss her and that I was waiting. But before the moment slipped away, I leaned in and we spent the next few minutes making out, and pressing up against each other. I could feel her tits against my chest, and she could feel my hard cock against her body. It was a bit sloppy -- we were both buzzed from the alcohol and had never made out with each other before -- but we enjoyed the feel of each other's bodies and the touch of each other's tongues.
When we finally broke for air, I smiled at her. "You're a really good kisser."
"So are you," she said, laughing. "Let's go get another drink and dance a bit more."
Now Connie took charge, leading me back in by the hand and getting us more drinks. The music was loud and fast, and this was the "getting close to hook up" time of the night. I did the typical guy thing of kind of just standing there and moving with the music while Connie danced around me and grinded against me. She was so sexy in her little red dress, and as she danced I alternated between grabbing her ass and just checking out her pretty face and appreciating the way the dress showed off her perky tits.
After a few more songs of dancing the last drinks kicked in, helping us to keep that perfect buzz going. I was telling Connie how sexy she looked and what a good dancer she was, and we started kissing a bit while we were dancing. I was turned on by the salty taste of her sweat mixed with the smell of her perfume. The little bit of sweat gave her body a glow to it that was incredibly sexy. I'd been rock hard for about half an hour at this point, so I wanted her badly. I thought it would be better for us to leave just before the party ended, so as the song was ending I leaned in so I could talk into her ear.
"So I guess Emily is staying with her boyfriend tonight," I said.
"Yeah, they are."
"We should go back to your room, then."
"Let's go," Connie said, taking my hand and leading me away.
The alcohol had me feeling more confident and assertive than I normally would be, which was good because it turned out that was exactly what Connie wanted that night -- a chance to act a bit slutty, but with someone who wasn't a stranger.
Back in her room, as soon as the door closed we were making out while standing up. When we broke for air, she took off her shoes, putting one foot and then another on her desk chair which really showed off her ass in her tight red dress, while I tossed my jacket on top of a pile of clothes in her wardrobe and kicked off my shoes as well.
"After Emily asked me to be your date, I spent all week thinking about you."
"What were you thinking about?"
"Hoping that we'd fool around after the party."
"I was thinking about tonight too, hoping that she'd set me up with someone who I would want to hook up with," Connie replied. "I had a lonely summer."
"How about I help you forget about that." I took Connie's hand and led her over to her bed, sitting her down on the edge and leaning over to kiss her. As our tongues were intertwined, she moved her hands over my ass and over my crotch, to feel how hard she had made me, even with my pants still on.
I let out a groan from deep in my throat, and then slid down on to my knees, with Connie still sitting on the edge of the bed. "You first, Connie," I said as I ran my hands up her legs and under her dress, starting to push it up her hips.
She lifted her ass up so that I could push the dress up to her waist. Her pale legs were so smooth and shapely -- she kept herself in really good shape -- and I was greeted by a lacy red thong that was partially see-through and that didn't leave much to the imagination. There wasn't a hair to be seen, and I was wondering if I would find her pussy completely bare when I got her naked.
I pulled her forward right to the edge of the bed.
"What are you going to do?"
I was still buzzed from the drinking, so I wasn't shy at all and I just said it. Kneeling in front of her, I leaned in and kissed her inner thighs with my hands on her ass.
"Go down on you until you cum."
"Oh, shit!" she moaned with pleasure and opened her legs as I kissed her thong right over her pussy, and gave it a lick, with the fabric still between my tongue and her slit. I kept at it for a bit longer, teasing all around her inner thighs and thong-covered pussy while she moaned and grabbed my hair.
After a little bit, I paused. "Do you want to take these off?", I asked her, placing my fingers at the band of her thong.
"Yes."
"Do you want me to go down on you?"
"Oh, yeah. I love getting eaten out after I've been drinking."
"Only when you've been drinking?"
"I'm too nervous to ask for it otherwise."
That was an incredibly sexy thing to hear -- this girl I'm hooking up with who clearly enjoys oral, and seemingly has always had to get up the courage to ask for it. At that moment, I wanted my face to be covered in her pussy juices. I wanted to blow her mind so that she'd be thinking about me when she hooked up with other guys, hoping that they'd be able to compare.
"Well, you don't have to ask me. I want to do it," I replied, and then pushed her dress up again, pulled her thong off, and tossed it aside. Just as I had thought, her pussy was completely bald. I remembered what Emily told me about Connie wanting to get a bit crazy tonight. She'd obviously been planning to have some drinks and hope to get her date to go down on her, and she'd prepared herself beautifully. With her short blonde hair and bald pussy, she looked like this.
"Oh fuck, you look so sexy," I said as I admired the pussy that I was about to taste. And then I dove in, licking her slit, teasing her open with my tongue, and tasting as much of her as I could get my mouth on. She tasted a little bit musky on account of all the dancing and sweating, and it turned me on even more.
Connie was moaning with pleasure, and eventually she fell back onto the bed so that she didn't have to sit up. Crouched on the floor in front of her, I had the perfect angle to keep pleasuring her, getting my tongue deeper inside of her and her wetness all over my face.
"You taste amazing," I told her, looking up for a moment to watch her chest heaving, her tits still held inside her dress.
"Keep going! Use your fingers!"
Pretty soon, she was was fucking two of my fingers while my tongue worked her clit, and I kept at it without changing anything while she reached her climax and moaned out an orgasm, and eventually pushed me away, saying that she needed a minute to recover. I used that time to get the rest of my clothes off, with the exception of my boxers.
Watching me undress, she smiled and said "what do you want to do now?"
"I want to see the rest of you."
She pulled off her dress and removed her bra, finally giving me a look at her perky B-cups while shooting me a sexy smile.
"Now what?"
"That's up to you, I don't want you to do anything you're not ok with."
"Sit where I was."
We switched places, me sitting on the edge of the bed and Connie on her knees in front of me. She pulled my boxers off, smiling as my cock sprang up towards her, wrapping her hand around it and giving me a few strokes as she let me enjoy another look at her finally-exposed tits.
"Tell me before you finish," she said as she took the top part of my cock into her mouth and started giving me an enthusiastic and sloppy blowjob. From all of the night's events I was really excited and eager, bracing my arms behind me so that my hips could move up as she was going down. Without meaning to, I was partially fucking her face in rhythm with her blowjob, and she had to slow down and use her hand on the bottom part of my cock to stop my entire length from going into her mouth.
When I realized this, I kept my hips still and she picked the pace back up with her mouth and moved her hand down to give some attention to my balls. This started them churning, and it wasn't long until I gave her the warning that she had asked for, wondering what she was going to do next.
She pulled up, leaned back, and replaced her mouth with her other hand. Still kneeling in front of me, she rubbed my balls and stroked my cock fast, pointing it right at her chest. I had never cum on tits before, and realizing that I was about to do that for the first time on a pair of tits that I hadn't even touched or kissed yet was so mind-blowingly sexy and dirty that it pushed me over the edge. I let out an "Oh, fuck!" as I watched rope after rope of my cum paint her tits and chest.
Once I was finished, I collapsed back onto the bed. Connie cleaned herself off and then lay down next to me.
"That was unbelieveably hot," I told her.
"Let's rest for a bit and go again later," she responded.
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