My first anal

It was my senior year and school have been going for over a month. I was 17 with my birthday coming up in a couple of months. I was back with my first boyfriend I did oral sex with. We really were more like High school friends with benefits.

it was a cool but nice Saturday. The boyfriend's parents owned a restaurant and both of them would be gone for the whole day. When they would be gone like that we've to go to their bedroom because they had a king size bed.

He had mentioned a couple times about anal sex but I always said no because only porn stars that. Real people didn't do that I thought. so he pick out another video for us to watch as we fingered and play with each other and then did our oral.

But there was a tape in the VCR. So he decided to see what it was first. When he hit play we both about shit ourselves. It was his parents. He was standing and she was kneeling in front of him giving him a blowjob. We couldn't believe what we were seeing. My boyfriend was fingering me so hard. He was really excited watching his mom.

His mom got up and bent over the bed and the father did her from behind. Then I was shocked when the mother said she wanted him in her ass. We watch the father reach over and open nightstand drawer and get some baby oil out.
He poured some on the crack of her ass and on his cock. Since the camera was from the side we couldn't actually see him in her ass but we knew he was. And you could tell she was enjoying it and not acting.

My boyfriend then pause the tape and was begging to try to do this. And secretly I was wanting to also. I was so hot watching it. I really wanted to have sex so bad cause all my girl friends did it. So I told him we will try. To make things more exciting we went to the same spot on the edge of the bed they were at.

My boyfriend got the same baby oil and while I was bent over the bed poured some on my ass and his cock. He was trying to get in me but it just wasn't working. He wasn't hitting the right spot, so I reached back taking his cock to try and help guide it in. I told him ok when it felt in the right spot.

Once he had the head in it started to hurt. O my did it hurt. I told him to stop. I kept telling him it hurt. Now I was trying to get away from him but he held me tight to the bed. I didn't know about or how to relax the sphincter. He held me so his cock head was still in. It took a little while before it started to ease up a little bit. When he started to move it hurt again.

I told him to stop again but he didn't. I couldn't believe how bad it hurt. Felt like I was being split in two. But he just kept moving in and out. Fortunately he was moving real slow. He poured more oil on. Eventually it started to feel better. That's when he started to video again. He was fucking my ass just the same way his father was fucking his mothers ass. I started to meet his thrusts even though it still was hurting.

I could feel my juices run down the inside of my thighs. I was watching the video and also watching my boyfriend fuck me in the ass in the mirror. Then we saw his father grabbed his mother's hair and pull it. It look like it hurt but I could tell it was making the experience for her better. Somehow I got the words "do that" out.

Shortly after he pulled my hair I had a real gusher. I did like his mother and reached down to my pussy and started fingering it. My juices were flowing out like an open bottle of water. I was close, oh so close to cuming with my boyfriend fucking my ass as my fingers fucked my pussy. Then I felt the first hot cum explode in my ass. The last thrusts were the hardest thrusts he had done into me. I came so hard with those amazing thrusts. When he finally pulled out I realized at sometime I had inserted 3 fingers stretching my pussy a little. With a soaked hand I could feel my cum running down my legs. I felt so drained. So we then got on the bed and laid there watching the video. His parents ended up on the bed, They were in a missionary style for a while. Then she rolled over on her stomach reaching back spreading her ass cheeks. We watched him put a little more oil on her and then started to fucker ass again.

We both wanted more so, I laid on my stomach where I could see the video and reached back spread my ass for my boyfriend. I felt the oil pour on me and about came there and then. This time he worked it into my ass without too much problem. Still hurt but not for as long. Or as bad thank goodness. Then he was pumping away and pulling my hair. It was so amazing being fucked in the ass the same way as his mother was. Didn't take long before I felt orgasm building again. All I could think about was cuming. Then the flood gates opened as I had another exploding orgasm. I didn't understand it then, but him and his cock were owning my ass. I was pinned to the bed under him, his weight adding to the power of his thrusts. And all I could do was take it. I was still cuming when he came.He laid on me as his cock shrank and withdrew from me. So we stopped the tape to take a break and get something to snack and drink.

Then it was back to the bedroom and the video tape. It's all we talked about. Watching them for a while in various positions. Then they did something that I thought was amazing at the time. With her on her back she pulled her legs up under her arms. Her ass was pointing in the air as he poured some more oil on it. Then he was in her ass again. Well we did that and it was so fucking amazing. He was hitting my clit as he was fucking my ass. I could see his beautiful cock easily sliding in and out of my ass. My juices were flowing out of me adding to the noise of our body slapping. I had another wonderful orgasm looking straight into his eyes. We then glanced at the TV playing video in time to see his dad come off of his mother deposition himself so his cough is just in front of her mouth. Then he came shooting white streams gooey cum into her mouth. When he said he was going to cum, I told him to come in my mouth like his father did. A few moments later he was coming off of me and moving at my body. My legs drop to the bed and I can feel my juices flowing out of me and down my ass. His cock was right in front of my open mouth has his cock started to shoot his load. But he lost his balance and the next thing I knew I had a dick in my mouth. Not what I was expecting but nothing I can do until he finished cuming. It was kind of gross but also it was electrifying.

My boyfriend snooped around and found more homemade videos. From then on those were the videos we would watch instead of the store-bought ones. And those three positions to this day are my favorite ones.

Unfortunately my ass hurt until the next day.

So there it is, my love for anal sex. Even when we both had different boyfriends and girlfriends he and I would get together to watch his parents.