I am going to go a little back in time on this story and tell you about my first time being fucked. I was stationed at Camp Pendleton, CA with the Marines at this time. I have served in both the USMC and the US Army. There is an Adult Bookstore in Oceanside, CA, not far from the beach. I would frequent this bookstore often, because it had video booths with glory holes and it also had a restroom in the same area of the booths. You could hook up with someone and go in the restroom and lock the doors.
So, I used this place on several occasions and usually would give a blow job or receive one there. I had always wanted to try having my ass fucked but was too scared too. Well, this night I was watching a gay movie in the booth where this guy was getting a good ass-pounding when another guy comes into the booth with me and watches it with me for awhile. He then asks me if I like what I see. I tell him I sure do. He asks if I want to get fucked, and I tell him that I have always wanted to try but was too scared of how much it may hurt. He says that we can go to his place and that we can move as slowly and stop any time I want. I agree and make arrangements to leave a few minutes after him and meet him at the corner. He introduces himself as Tony and I give him my name as well.
He leaves and I wait a couple of minutes for my time to be up on the booth. Then I leave the arcade and the bookstore and meet him on the corner. I agree to follow him in my own car to his place. When we get to his place, I'm a nervous wreck and thinking about calling it off. He is so sweet and tells me to make myself at home and undress when I'm ready. He asks if it is okay to put in a porn flick, and I say sure. He puts in a gay flick which starts out with a guy rimming another man. My cock starts to respond, so I start to get undressed and so does he. He gets undressed as well.
Tony has me lay down on the bed on my back so that I can still watch the movie. Then he lifts up my legs and starts to lick my asshole with his tongue. The feeling is indescribable. I have never had this done before and it just electrifies the sensations in my cock. I'm moaning and telling him don't stop. He eats my ass a little longer then stops and takes my entire 7 inch cock down his throat. While he is sucking my cock, he starts playing with my ass with is fingers and sticks a finger up my ass and starts slowing finger fucking my asshole. It is and awesome feeling and I never want it to stop. Next, he puts two fingers and the feeling intensifies. He continues to finger fuck me with two then three fingers for what feels like hours but is probably only about 5 minutes. He then asks if I'm ready to try to take his cock. I tell him yes, but be careful, and remind him that I am still a virgin back there. He says he will take it slow and stop if I want him to.
Tony puts on a condom and lubes his cock. He then has me hold my legs up high and he lubes my ass with his lube covered fingers. Man it feels so great. He then rubs his cock up and down my ass crack and I'm going crazy but am still scared of the pain that I know will come with his monster cock up my virgin male pussy. Tony gently presses his cock head against my sphincter and I tense up and he is not able to get in. He starts stroking my cock and tells me to bear down as if I'm taking a dump. I bear down and his cock head breaks through my sphincter. The pain is unbearable, and I try to move and get his intruding cock out of my ass. He sits still and tells me to relax and let my ass muscles get used to him. He starts to stroke my cock with his cock head still inside my asshole. His manipulation of my cock takes my mind off of the pain in my ass and I start to watch the movie again. The guy on the screen his getting his ass penetrated for the first time as well and I hear the other guy tell him the same thing, "relax and the pain well subside." As my cock starts to swell, I feel Tony slip more of his cock into my asshole and he continues to stroke me as little my little more of his cock enters my hole. Finally I feel his pubic bone against my balls and I know that he is completely inside me. This excites me and I'm thinking, I'm finally going to be fucked. Tony lets me get used to him in this position for awhile. He then asks if I'm ready for him to start fucking me. I say yes.
Tony starts out slowing withdrawing and pushing back in his cock and the feeling is awesome. I can not believe that I have not let someone do this before now. It feels so fucking fantastic. He picks up the pace and soon is pounding my ass like a freight train. He is stroking my cock at the same time and soon the feeling is too much and I start to cum. I feel my ass contracting on his cock and this causes his cock to start spurting his cum and I feel his cock as it feels the condom with his sperm. He then collapse on top of me and gives me a kiss. He asks if I liked my first time and I exclaim heck yeah, I can't wait to do it again. He says he can't wait to fuck my ass again either.
He starts to get up and I feel his cock as it retreats from my asshole and when it is gone I feel so empty without it there. We get dressed and exchange phone numbers in case we want to do this again. We do have a few more encounters where he fucks me again doggie style and with me standing up and bending over the bed. It is wild and I know that I will forever be a bottom cock hungry slut.
Hope you enjoyed my story of me losing my anal virginity. Please send feedback to bottominsouthernil@yahoo.com Thanks.