I had a crush on this chick I went to school with from 6th grade through HS gradation, but always thought I was in the "friend zone." She was my class' valedictorian so she's super smart, is a really cool chick in general, and has amazing tits. Do want.
We kept in touch after high school, and would hang out over holiday breaks and stuff. We went out for a beer our Junior year, and I finally told her how I had a crush on her back in High School So then she said she did too, but thought I had put her in the friend zone. So i'm like well WTF? We both liked each other. So we spent a couple hours in the parking lot talking, making out etc. She had just had shoulder surgery from a rock climbing accident so we didn't bang cuz my car was super small and she woulda hurt her shoulder. We were both heading back to our different schools the next day but made plans to visit soon. Very soon.
A week later I drive up to UVM to see her. We go out to dinner, then hit the bars on Church street, hard. We get good and shit faced, then walk what seemed like 100 miles back to her apartment, and sneak in around 2am, trying not to wake her roommates up. Then BAM! Clothes off wild crazy sexy time. Very nice.
Call it a claim, but either I'm really great at oral or the chicks I've been down on are super easy to please. Regardless I've got her moaning and gripping the headboard til she shudders and curls her toes. Then she grabs me by my hair, pulls me up to her, and we go at it with 5 or 6 years of suppressed sexual desire.
A few minutes into it the condom breaks. No worries, I brought a spare. I change the flat in record time, and we're back at it for.... f.o.r.e.v.e.r. Because I was drunk I'm not sure exactly how much time went by but it was way too long. Whoever says that tantric sex shit where they do it for hours/days is amazing has to be on drugs because I'd been railing this girl for longer than it took me to take the SATs, and I'm getting bored. I'm winded, tired from propping myself up in weird positions, and I can tell she's wondering when the hell I'm going to cum. Evidently all that jack daniels has numbed my dink. What started out as an awesome crazy sex adventure turned into a chore, and felt more like exercise than sex.
I just couldn't cum... I didn't want to look bad, or at least any worse than I already did at this point so I did what I'm sure many a woman, but nary a man, has done before; i faked it.
And here's the clincher, as she's face down, ass up and i'm puttin on my pretend "O" face, she does some sort of ninja spin around, grabs my cock, tears off the condom and tries to spray me all over her tits. Only there was nothing to spray cuz I was faking it... she quickly caught on, gave some sort of disgusted sigh, then rolled over in the fetal position and starts to cry.
I'm left there on the bed, on my knees with a raging boner, feeling like a complete failure. I tried for a bit to get her to stop crying but I guess I was just making it worse, so I got dressed, and went down to her living room and crashed on the couch. Woke up mad early and drove home. And that, was my worst sexual experience.
