1. First anal with a college freshman


    Date: 1/11/2017, Categories: Anal, First Time, Taboo, Author: Pro_420, Rating: 100, Source: xHamster

    This is a true account of the first time I had anal sex with anyone. For starters I am 6 foot, male, athletic (six pack etc.) and am pretty lucky size wise (7 inches and thick). I am still finishing college, and this took place my freshman year. While I was at school I regularly had sex with a girl who I will call Jess. At maybe 4 am one Saturday morning I got a knock on my suites door, I had just gotten back from going out and was not tired yet. Opening the door, I found Jess waiting in what were obviously clothes she had been out in that night. I remember a black pencil skirt and heels were the highlights. I knew exactly what she wanted, and invited her in. As she entered I noticed she was limping slightly, and thought it was probably the heels. Another thing I immediately noticed was instead of jumping into bed like normal she sat gingerly resting against the edge of my mattress. I asked if she was hurt or something, and then she blurt out the truth. At the party she had been at, a boy she didn't know had somehow convinced her d***kenly to try anal with him. It was her first time ever with no experience. Up until that point she had not even let me slip a pinky inside her there when we slept together. She said he was very small and gentle with her, but still she had barely been able to walk across campus to see me after. She knew how badly I had wanted that part of her virginity, and was not surprised when I was angry about missing out. She promised I could have her ass ...
    Amazon Fashion: Men’s Leather Belt

    Amazon Fashion: Men’s Leather Belt
    soon and fuck her any way I wanted to make up for it, but it wasn't enough for me. I demanded the one thing that I wanted most and what she was most afraid of. I demanded to fuck her ass right then, the second guy to do it that night. I knew she was nervous about my size and her obvious soreness, but as she slid her skirt around her hips and bent over my bed I paid that no mind. She pleaded with me to go slow, so I spread her cheeks and dropped my face into her ass crack. Her butthole was very pink and red but still incredibly tight. I tasted the condom from earlier as my tongue tried to push it's way inside her, but she was too tight so I had to settle for slow deliberate circles around her tiny opening. I pulled my face away and coated my dick with spit. I knew she wouldn't ask me to wear a condom, she never did. I could see her quivering and her pussy absolutely soaked, Jess needed to be fucked hard. &#034I know you're mad, but can you please go easy? I don't know what I'm going to be able to fit tonight&#034 I appreciated her worry but I was jealous she had given herself to someone else before me, &#034No.&#034 I replied, &#034if I can't be your first, I'm going to be the first to fuck your ass properly. You will take all of me.&#034 I have never felt someone squirm like she did as my thick tip pressed harder and harder against her inflamed and tightly sealed ass. She threw her face down into the pillows to muffle screams and sobs as I worked myself into her. It took lots of ...
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