I wanted do fuck her in the ass, but never had the courage to ask. I knew that I'd only get one chance, if she said "no", I knew it'd be "no" for life. And I cared for her deeply, so just randomly shoving up her ass wasn't an option.Then, one night, I was doing her doggie-style, while I was wigging my thumb around in her asshole. She and I were pretty trashed on some Grey Goose (when I drink liquor I only go top shelf), and I thought this would be my best shot. I knew if I could get it in there once I could do it every time we fucked. I pulled my dick out and laid it in her crack, and said "hey". She looked back at me, and I said "Can I stick it in here?" while I ass-fucked her with my thumb. Without hesitation she nodded, and I'm wondering why I waited so long to do this. I took my thumb out of her ass and lined my dick up with her tight shitter. I slowly pushed it up there, and it was the sexiest thing I'd ever seen. She was still looking back at me, and I could see a little bit of. "You're just saying that, I know I'm a fat, knocked up cow right now." I think you're gorgeous." Really? I haven't heard that for so long." Really?." How can you think I'm pretty? I'm as big as a house, I can barely walk and my boobs are all swollen and I can't even find a bra that fits right!- I look ridiculous!" I don't think there's anything ridiculous about you. You are beautiful and I can't believe your boyfriend ditched you! And if I were him, You wouldn't need to walk 'cuz you'd never leave the bedroom!"I moved a bit closer, standing between her knees. My dick was rock hard, straining against my jeans. I was surprised the zipper was holding out against the pressure."You really think so?"I took her chin in my hand and raised her face up so I could see her eyes."Yes. Yes I do."I stepped closer and leaned in. I was so turned on by now, I wasn't thinking. I was going strictly on instinct. I closed the last little bit of distance between us and kissed her, just brushing her lips.
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