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First time going anal
This story starts out at my high school graduation. Me and my ex boyfriend had been dating for a few months and became quite active sexually. We had flirted around with the idea of immediately after we go and have our own little one on one graduation party. I'm not going to lie I had a great ass that every guy seemed to want to grab and squeeze and some did as I walked past them for my diploma. Our ceremony had finished and through all the chaos I found my boyfriend and we had a kiss and headed off to try to find some place to get intimate. We were able to go way off on the other side of the football field in a patch of trees no where near anyone else. We started off kissing and rubbing he put his hand up my shirt squeezing my 34DD tits and rubbing my nipples. We slid off our gowns in our under clothes his cock was throbbing under his pants so I took it out for him.... stroking it.... rubbing the head. He took off my blouse and my bra my breasts exposed to the cool air while I bent over and began sucking his cock. He undid my dressy pants and slid them down past my ass showing my thong. My pussy was already soaked knowing what would be greeting me inside it soon enough. He squeezed my ass then slid my thong to the side and began to play with my asshole sticking a finger in it sliding in and out while I was sucking him. We had always had a little ass play.... spanking, licking, and fingering. I got his cock soaked in saliva he was completely swollen. I stood up and steppend out of my pants standing completely naked in front of him anyone could see if they had walked by. I didn't even want him to lick my pussy I was so wet and horny. He posted me up next to a smooth tree and lifted my left leg over his shoulder and slowly slid his long thick cock in my pussy. I had already started moaning loudly for him to fuck me faster and harder. He of course did and made me scream louder for him. My asshole was unvoluntarily pulsing popping out from my pussy being so crammed. He stopped fucking me and had me get down on my hands and knees but I dropped down to my elbows. He slapped my ass like he usually does when we do it doggy but he did something a little different this time that he didn't normally do. He mounted higher up on me and didn't grab my hips. He placed the head of his cock on my ass hole and I became nervous and asked what he was doing. He told me to relax I would love it. I tried relaxing until he pressed onto my hole and his cock was so massive he couldnt slide it in. He pulled me up to him and forced his head into my tiny hole. I let out a loud yelp my asshole had become split for the ver first time. He kept pushing driving his cock deeper.... slowly he got his cock in inch by inch. I was screaming my lungs out but it surprisingly felt good. He started pulling out my asshole flexing with his cock. He got to his head then slowly went in and I became a bit looser so he would fuck me a bit faster. I screamed louder and louder the faster he fucked me. His cock swelled up and balls clenched when I was getting used to the feeling of his cock in my ass hole. I began grinding on him and my body became incredibly hott and sweaty. My abs clenched and he moaned dumping in stream after stream of warm cum into my ass filling it up while some seeped out the sides sliding past his cock. I let out a moan and my pussy exploding shooting a stream of cum back at him. he stayed in me for a few seconds which seemed like minutes until he got soft and pulled out. My ass was hurting but it was a good hurt. I reached back and took a small scoop of his cum that came out of my ass and ate it and loved it. I couldnt stand up for a few minutes but after I was able to we went off and enjoyed a fabulous day of celebrating even though I did have troubles sitting down that whole day.