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Aunt Jessie (Updated 3)

Age when it happend: 22
Where it happened: Hotel
Langauge: English
Sex: Male
Rating: 10
Category: Straight

This is a very very true story. I swear. For a long while I’ve had a very serious crush on my aunt (my uncle’s wife). Her name is Jessie Tan. She is rather tall, long legs, nice butt, average breasts, and nice curves.

Well, I first told her I like her way back in 1992. I was 22 then, she was 38. One afternoon at her apartment, I gave her a hug, and a kiss. She was shocked. I sat near her, and fondled her breasts. She avoided me a little, but I continued fondling her butt. Later, as I was lying on my cousin’s bed, she came into the room, and lied on the bed next to mine. She looked really sexy, her curvy hip and all. I think we was turned on and I think she was ready for sex that afternoon, but we did not go further, which I deeply regret. We merely chatted. I remember putting my hands on her thigh. She asked me to visit her again, when my uncle was not in. Wow!!!!!

I really liked her fleshy ass, and I told her so. Over the next couple of months, I visited her apartment frequently, always in the afternoon when her kids and my uncle were away. I often fondled her ass, she never really protested. She’ll usually asked why I liked to “kacau” (disturb) her. Once she was wearing this pair of white shorts which really made her ass looked super sexy and inviting. I think she knew I was really turned on, and she kept making sure her butt got my attention that whole afternoon. But no sex…alas…

I kissed and caressed her on the sofa one afternoon at her apartment (in early 1994), but we stopped at that. I tried to undress her, but she kind of resisted a bit. She sat on my lap a couple of times, when I fondled her breasts. I think she liked that, but felt nervous. We went for a movie one night, I remember it was Batman, back in 1995. And I rubbed by toe against her leg. It felt smooth and nice. We secretly met a number of times at night, once for a dance.But no sex. She told me she was too old for me.

We first had sex in March 1999, in a budget hotel at Temple Street. We had arranged to meet at the Outram Park MRT station, and went for lunch near the cinema. She was wearing a black dress, knee length. I asked her whether she would want to go to my room, and she said yes. At the hotel, I undressed her rather forcefully, and she complained. I asked her why a married woman like her would come to bed with me. And she answered “same reason why you want to fuck a married woman” like her. She seemed reluctant to have sex, maybe was waiting for me to make the right move. When I said (pretentiously) that maybe we should not have sex, she kissed my shoulder and lied down again, telling me in her silence that she wanted it. She finally relented to have sex with me that afternoon. She was naked from waist down, legs spread wide apart, offering me her pussy. She still had her bra on. The pussy lips were a little darkish red, her pubic hair was thin. I entered her, shooting my hot load into her after a few minutes. We went for a Korean movie after that at the Pearl Centre, opposite the hotel. She jokingly asked me why my cum was so hot; whether I had intended to scald her pussy.

We last had sex on 14 September 2001, at the same hotel. She was one hot 47 year old momma!!! We met at about 6:30pm, she was at her friend’s place earlier. As we were approaching the hotel room, I told her I did not have a condom. She said never mind because she was on birth-control pills. We bathed together, when I washed her (and soaped her anus, she was obviously turned on). She then brushed her teeth, and came to bed and lied down with a towel wrapped around her. I removed her towel, engaged her in some long foreplay. We kissed long, our tongues meeting all the time. I tasted her anus, and gave her pussy and clit a long oral treatment. I finally penetrated her after that long oral session on her pussy. She was actually pleading me to enter her. Her favourite position is her on top, rubbing her cunt against my cock, while I fondle her breasts. We went for dinner after that, and had a drink at McDonald’s before I stopped a cab for her.

We stopped seeing each other since that evening. She’s divorced now. I really hope to fuck her again.

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