My first time having Anal sex was when I was 18. My friends and I were at the mall on a Friday night, to see the first Star Wars prequel. We were standing next in line to a group of girls, and I really hit it off with one of the girls. Her name was Emily, she was going to be a junior in Highschool, so basically a year younger then me at the time.
We got real chummy and decided to sit together during the movie. About half way through she was really making moves on me, and at one point started feeling on my penis. I somehow knew sky was the limit on this one. I shoved my hand down her capri pants, under her thong and started massaging her vaginal area. It wasn’t hard work, by the time my hands got down there her thong was already soaking wet. I massaged her area for about 10-15mins I guess, I would almost let her cum and then purposely take it from her. Eventually it made her so tired she rested herself on my chest, and I knew it was time to finish her off. We were very discrete as it was a public area and my friends and her friends were just a row below us.
After the movie she gave me her number and address and told me her parents were gone and her older sister spent most of her time at her boyfriend’s house. She wanted me to come over and keep her company. I remember it being about 9pm when the movie ended, my guy friends wanted to go play pool. I told them I had stuff to do at home so they dropped me off and I asked my mom if I could borrow her car. I drove down to the liquor store, got a 5pck of condoms and drove to her place…mapquested it if you must know.
My only dilemma was that I was still living with my mom at the time and my curfew was 2am (and thats pushing it). I managed to get to her house by 10pm, and when I came she was in her PJs. Sigh I still remember how cute Emily looked that night and how great she smelled. We didn’t waste much time, she closed all the blinds.
Emily took off her shirt first, she was uncomfortable with her breast (32B) at the time. I thought they were cute and fit her real well. She was 5’4 and if I remember correctly 110lbs. Next she took off her PJ bottoms. The bottom of her panties where still darker then the top, still damp and wet from earlier. Like I said we DID NOT waste much time, next thing I knew she was on the living room floor with her legs spread eagle.
I remember her pussy vividly! It wasn’t shaved all the way, she left it looking somewhat natural, but trimmed. She was a true blonde in the sense that her carpet matched her curtains. We had vaginal sex twice in one hour. I did her in every position I knew at the time. I took her spread eagle, missionary and doggie style. By the time we were finished, we had sex in the living room, on the dining table, and on her parent’s bed. In my short time I had never seen a vagina as wet as hers, I mean it was slick wet.
We came hard both times and by 11:30 we were asleep in each other’s arms on her parents’ bed. I didn’t wake up till about 1:15 am and the first thing that came to me was my curfew. As I was putting on my clothes she woke up and wanted to know where I was going. She looked so sad it broke my heart. I knew it wasn’t because of the sex, I could tell she was just lonely at home and needed company. So I sat back down in bed and we kissed and held each other for about 20 mins. We got horny again and off the clothes went…again.
But this time I wanted to do something I had never done with a girl… put my dick in her anus. I stuck my member in her vagina till it was fully covered with her fluids. Then I soaked my finger with her fluids as well and lubed her anus with it. She wasn’t cool with all of this at first but eventually I got her horny enough that she got on all fours. She planted her face on the pillow and I inserted my penis in her asshole. For the first few minutes I was uneasy about it as she was moaning in pain. But after a while I could tell it started to change to pleasure, and she was fingering and rubbing her vagina as I pumped her ass.
At this point I had two goals, one was to invade her rectum as deep as I could and the other was to have her clean off my penis afterwards with her mouth. I purposedly shoved in as deep as I could go when I knew I was going to ejaculate. I came deep inside her intestines.
I thought the next part would be hard but Emily suprised me with her willingness. As I pulled my penis out of her steaming hot asshole, it went straight into her mouth. She did not even wipe it off with her fingers. My penis went straight into her mouth and she took it deep into the back of her mouth. I couldn’t believe it, not to be nasty but she was basically sucking…lapping up her own fecal matter. This made me so horny I shot down her throat and made her cough.
After I cam in her mouth I caressed her hair and held her. And it was safe to say I did not kiss her for the rest of that night. Not knowing if it was a one night stand or a lasting relationship, I asked her for a suvenneir.
At this point her panties had dried off from the activities during the movies. So I took her panties which were now sort of hardened from her dried vaginal fluids and I made her put it inside her canal. This was the only thing I felt bad about doing. At the time I didn’t think much of it but she really didn’t want to, but did it anyways.
With her panties inside her vagina we laid in bed and I rubbed and fingered her till she came one more time. As I mentioned previously, this girl had the wettest vagina I ever encountered. Without fail, I pulled her panties out and they went from pastel blue to navy blue…thats how soaked they were.
I kissed her on her forehead, and we walked downstairs holding hands. To this day I still have her soaked and stained panties. When my girlfriend isn’t around I still take them out from time to time to admire the smell of her womanhood. When she’s in town I still make excuses to my girl to go see her :).
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Emily: The single best night of my life!
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