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Added: Feb 11, 2010
Owner: Kansas_Girl
Total Stories: 4

United States

First Anal (Report It)

I was 19 the first time I ever did anal sex. Rick was 20.

I met Rick at school which is where I met all the guys I went out with. Wherever you are most of time is where you're most likely to meet people and get to know people.

I didn't have Rick in any of my classes. I met him in the cafeteria. It gets very busy during lunch so you grab any seat you can. I sat with a couple of girlfriends but there was an empty chair on my right and Rick asked if he could sit there. Of course, I gave him permission. It would be pretty rude not to say someone could sit there.

Rick listened politely to our conversation before he joined in and he was instantly comfortable talking with us. It didn't feel awkward at all and it almost felt like he was one of our friends we knew for a long time. I say "we" because I think my friends felt the same way but I should say "I". There are certain people you feel an instant connection with and Rick was such a guy. He was just a friendly guy who didn't stand out but was so easy to talk with once you got to know him a little. He could be social when he wanted to be and knew when to be quiet. I didn't know all this about him after our first encounter but I found out about it over time. My story would be very boring if all I told about was when I happened to meet a guy in the school cafeteria one time and never saw him again and I certainly wouldn't remember Rick four years later if that was the case. It's hard to believe it's been four years. It doesn't seem that long ago.

I guess it's those traits I mentioned that made me enamored with Rick. My girlfriends needed to go but I stayed and talked to Rick until it was evident we needed to leave so someone else could use our seats. We headed outside and found a campus table.

We just talked. I can't remember specifically what we talked about. I'm sure it included basic introductory talk between two college students which was talk about what classes we were taking. Rick had switched from an arts major to pre-med which at the time I thought nothing of it but now on this side of college and recalling the memory, I find that totally weird. It's almost like that old joke about the beauty contestant who says she wants to either be an actress or a brain surgeon. I don't know if Rick is still following that educational path.

I sat and talked too long. I should have gone to my room and studied and did homework but I guess I instantly like Rick. It's just one of those moments where you make an immediate union and from then on you're friends. Before I knew it, it was past three. I apologized that I needed to leave. I truly needed to do some studying before my evening class. I was excited when he asked for my phone number and I was so happy to give it to him.

He called me the very next morning. I was in class at the time so he got my voice mail and I had to call him back but he was in class when I did so I left a message and he called me back in the afternoon and we agreed to meet at that same outside table. It was another enjoyable couple of hours and before we ended Rick asked if I would like to go out for coffee sometime. I unhesitatingly agreed.

Since I had class on Monday and Wednesday evenings we went out on a Thursday night. I ordered my usual latte and all we did was talk again but it's definitely more romantic since it was an actual date this time or at least felt that way. It was noisy and less intimate because people are coming in an out all the time and the tables are close to each other but we were away from school so it felt much more intimate and when Rick dropped me off at my dorm I knew I liked him a lot. He was a special guy.

The best thing was I knew I would see him tomorrow because when he stopped the car at my dorm he asked if I would like to go to dinner and I thrillingly said yes. It was only then that he leaned over the brake and kissed me for the first time. We kissed for a couple of minutes before he broke away.

"See you tomorrow, Candy," he said.

I could have kissed him for much longer but he was the one who had the control to wait until tomorrow. He was so good.

Rick lived off campus. He shared a two bedroom apartment with another guy. He worked most evenings and it just happened he was off Thursday and tomorrow Friday which were also his usual days off but not always. Sometimes he had to work.

Rick picked me up at six and took me to Chili's. I know guys always are amazed how girls can remember something like where I went out to eat the first time on a certain date that happened years ago but girls are different than guys. Guys can remember things that I don't recall. Guys and girls just think differently is the only way I can explain it. I had a chicken salad and Rick had a burger.

"Would you like to go to my place?" he asked. "John's out with his girlfriend."

John had dated his girlfriend for over a year. They were pretty serious.

"Sure," I said.

It was a basic apartment. He showed me his room and it had a double bed which made me jealous because all I had in my dorm was a twin bed. We settled on the couch. He offered coffee but I didn't want anything. I'm not really a coffee drinker.

The conversation waned and I made the first move and kissed him. I leaned partially on him but he gradually pushed me back so he was partially on me.

"You're so beautiful, Candy."

"So are you, Rick." There nothing wrong with saying a guy is beautiful too.

"I can't believe how sexy you are."

I moaned into his mouth.

He said, "I so want you. I know we've only known each other only a short time but I so want to be with you."

"I feel the same way."

"You do?" I guess my response surprised him.

"How long is your roommate gone?"

"He won't be back for a while." Rick stood.

"Good," I said and grabbed the front of his pants.

He took my hand, helped me up, and guided me to his bedroom.

I could see the fire in his eyes and I felt the same as we watched each other undress. I always love that extra brightness in the eyes of most guys the first time he sees my breasts and the first time a guy sees my pussy he often looks like he's in awe no matter how many pussies he has seen before and I sometimes find that amusing.

Rick stepped up and kissed me pressing our naked bodies together with my breasts against his chest. I reached down and grabbed his dick and stroked it. When he broke away, I moved to the bed and pulled him along by his penis. Men have natural handles! I let go to get on the bed. I opened my legs for him to lie between them.

He did the typical thing first, He sucked and kissed on my breasts. Guys have a strange fascination with making nipples hard and the best reason I've ever heard when I've asked is simply, "I just like it." I don't mind. I'm thrilled when a man likes my body and wants to touch it and kiss it. I love to be touched and caressed and made to feel appreciated. It's not just the cold or a man's touch that can make my nipples hard. I don't know why but they also can get hard for no reason at all or if there is a reason I have no idea why. I do know that sometimes they get hard when I get a little too horny but nothing compared to how quick and often a man can get an erection. I think sometimes all a guy has to do is hear something like cumulus cloud during a weather report and think about the first three letters, cum, and you get an erection.

Rick moved up and kissed my lips before probing his penis at my pussy. It found my opening and automatically pushed forward and I felt his warm penis fill me and little flutters in my stomach. There is no feeling like it in the world for a girl and I'm sure the same is true for a man because why else would people have sex all the time?

He thrust slow and steadily like he wanted to enjoy the experience and like he wanted me to enjoy it too.

"Oh, Rick," I moaned. The feel of his warm, smooth penis was so excellent.

"You're so beautiful, Candy," he gasped. "You're so perfect in every way."

Compliments are always a turn on. It further engages my mental side of sex and makes me even more aroused. I thrust my hips up and quickly matched the rhythm of his thrusts. He pushed in faster, harder, and deeper. I moaned out. It felt so good!

"Candy!" he gasped. His groans made me think he was close. I was right there.

"Yes, oh, yes," I moaned pleasure.

He groaned and pushed in deeply and our bodies strained against each other. My body quivered and I cried out as pleasure waves went to my entire body and as my pussy contracted around his penis. It's amazing that I can sometimes feel my orgasm even in my fingertips. He pulled out and pushed back in and again strained against me. He rapidly thrust in and out a few more times before holding it deep again and straining. I felt a throb inside me and Rick exhaled hard. I knew he was ejaculating.

For the next two weeks, we had sex anytime we both had time for each other. It was sometimes in the afternoon and other times it was when he didn't work and I didn't have class. I felt awkward the one time John was home but once I was in the privacy of Rick's room and he was getting me hot I didn't even think of John or care how loud we were or if John might hear. No one has ever said I'm loud so I don't think I am. It was a great time of friendship and companionship.

After only two weeks, I spent an entire Friday night at his place. It was a wonderful time of exploration and enjoyment. Rick lovingly explored every inch of my body and I did the same with his body. He loved to rub my butt and say how great it was which I knew was completely false but I liked to hear the words anyway. I don't have that popular round shape that men like in a girl now. It was a great night and we did it again in the morning. Guys always seem extra hard in the morning even after a night when we did it three times and I do think a penis feels a little bit better too.

He almost always had Thursday off so we were at his place the following week. We were doing it and he was on top of me. I was feeling pretty good after five minutes of slow thrusting.

"Candy?" he said, pausing fully inside me.

"Yes?"

"I was wondering if we could try something?"

"What?" I think I was open to just about anything.

"I..." he stammered. "I'd like to try anal sex."

I felt instant anxiety. "I've never done that before."

"Neither have I. I just sort of want to try it."

I could hear the nervousness in his voice and I felt the same. I was curious about it too and wondered what it would feel like but no one ever asked me to do it before so I immediately felt apprehension. I've had anal sex several times since then including one boyfriend who I did it with many times but on this day I wasn't sure.

"I don't know," I said softly.

"Oh, okay."

"I guess we could try it." The only way I would satisfy my own curiosity was a willingness to try something new. Today I would do it even if I was a little scared.

His face brightened. He pulled out. "I think you should get on your hands and knees."

I thought the same thing and I turned over. He pushed his penis back into my pussy.

"You missed," I teased but partly trying to relieve my anxiousness.

"My dick should be really slick."

That sounded good to me so I contentedly enjoyed the feeling of his slow thrusts until he pulled out.

"I'm going to put it in your ass now."

"Okay," I acknowledged. My stomach felt knotted.

I didn't like the feel of his wet dick against my hole but I accepted that it needed to be wet.

"You need to push out," he said. He obviously knew something about it even if he hadn't done it before.

I took a deep breathe and exhaled at the same time I pushed out. I felt pressure on my hole and I felt it start to open. I grunted as the top of his dick pushed deeper.

"It's okay," I quickly said. It hurt a little but not that much.

It was the weirdest feeling as my hole opened even wider. My hole felt like it was tightly wrapped around the head of his penis.

"Ow!" I reacted. He pulled back. "No, just stay still." I just had to get used to it. I think it would be worse to start over.

He pushed in until I said to stop.

"Are you okay?" he asked.

"Yeah," I gasped. "It feels kind of good too."

It was the truth. Just the insertion of I don't know how much of the head of his penis felt pretty good. It hurt because my hole was stretched out yet it felt good too. Totally weird. I waited until I was comfortable with the pain though it's a contradiction in terms. It's better phrased that the pain was manageable.

"You can push again," I said not sure if I meant it. I clenched my teeth as my hole stretched open even wider yet the inward motion felt somewhat good too.

"Almost," he said.

I was glad to hear that because I nearly asked him to pause again. The fattest part of his dick head pushed through my anal ring and I had the new strange sensation of my anal opening close up a little and grip the top of his shaft tightly.

"I'm in," he groaned out.

"Yes," I gasped in response. I certainly could feel that he was in me.

He pushed his dick deeper and I don't know if I can adequately describe it. It was uncomfortable having something as big as a penis in my butt but the motion of his penis created unexpected little shocks of pleasure. His dick stopped going deeper. I think he was all the way in.

"Oh god, Candy!" he gasped.

"What do you feel?" I asked curiously.

"It's so tight around my entire cock."

"So you like it?" I teased.

"Oh, yeah. What about you?"

"It hurts some but it feels good when your dick slides. You can thrust if you want. Just go slow."

"I will."

When Rick's dick retreated, it felt natural and normal because things exit the anus and when he pushed back in the feeling was weird and strange.

"Oh, Candy," he groaned sounding like he enjoyed fucking my ass very much.

I enjoyed my own sensations, something inside the butt feels really good when it's rubbed, but it was balanced with discomfort. My hole was stretched wide and stayed open because of his penis so it was a constant ache. It was understandable since this was my first anal experience.

"Oh god, I'm going to cum already," he said.

I was glad for that. I liked it and didn't like it. I was already ready for it to be done.

He pushed a little harder.

"Slow," I responded.

Rick tried to do so. He thrust a few more times and I felt his dick throbbing. He groaned as deep of a sound as his penis felt like it was inside me.

"Oh, Candy!" he gasped out praise.

I felt his spent penis slip out and I felt ejaculate drip out and I didn't like that feeling at all. I don't like the after mess. It's a girl thing.

"That felt incredible!" he said. There was no doubt that Rick liked it very much.

I sat down and inspected my ass the best I could. My hole still had a dull ache and ejaculate still leaked out. I said nothing as Rick kept saying how good it was. I was pleased that he liked it and I got some good feelings too but it was nothing compared to how he thought.

I didn't want to do anal with Rick the next day. I said I still felt a little sore because I was and he said he would take it real slow but I just wasn't ready to have his penis in my butthole again. I was sure I would do it again sometime but not today. He got mad and while we did have regular sex today I knew when I was home that I didn't want to be with Rick anymore because he should have been more respectful and more understanding of what I wanted, so I called him the next day and broke up with him.

Rick apologized to me a month later when we ran across each other on campus. By then I was in a new relationship. We were friends by the time Rick left school.

I've had anal sex since then. I had one boyfriend who liked to do it a lot and I liked it too. He knew how to play with my pussy and clitoris so I could orgasm while doing it. I'm much more used to anal now and I don't get sore as easily as long as a guy takes it easy. A butt can't be thrust in as hard as a pussy can be, at least for me, so it doesn't matter how a guy did it anally with some other girl. Oh and everything you heard about lubrication is true. I'm sure my first time would have been better with it and I might not have hurt as much afterward.

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beave...	(Report It) wow i wish you was in my school,

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