Where it happened: Hotel
Langauge: English
Sex: Male
Rating: 5
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, with long legs, nice butt, average breasts, and nice curvy hips. She is rather pretty, and had won a small beauty pageant when she was younger.
Well, I first told her I liked 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. Then, 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. I fondled her ass a few times, she never really protested. Once, I secretly fondled her butt in the lift as we were going out with her kids. She had to secretly squeeze my roaming hand to prevent me exploring further.
I kissed and caressed her on the sofa one afternoon at her apartment in 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. 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. She refused to have sex, saying she was too old for me. But we did talk dirty over the phone a few times. She told me she liked oral sex, but my uncle never licked her cunt anymore. She also told me she liked slow sex as that was more romantic. She asked me how long my cock was, and I said 6 inches at least. She giggled like a girl. She asked me how many times I can fuck in a day, and I said she’ll have to find that out herself.
Well, we first had sex only 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. She was wearing a black dress, knee length. 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 finally relented to have sex with me that afternoon after some persuasion. 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 after a few minutes. She was yelping like a puppy as I pumped her pussy. Her fingernails bore into my back. We rested for about an hour or two chatting, and she gave me a nice blowjob after that. 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 and her lips. I asked her whether she had sex doggy style before and she said no. Her vagina felt a little rough against the tip of my cock but was also sticky and hot as I pumped her, which made sex with her super exciting. Honestly, I could have died pumping her.
We had sex again later that year. I met her after work, we checked into a hotel at Marina. We watched TV, and she fondled my cock. I was really turned on. I removed her skirt and found she had no panties. I gave her cunt a good lick. I entered her doggy style. She still had her blouse on. She was yelping and moaning a lot, so she pressed her head against the pillow to muffle the sound. She slept with me that night after she had called back to tell her daughter that she was spending the night at her sister’s place. We slept naked. She gave me a blowjob in the early morning before we bathed and said good bye.
We last had sex on 14 September 2001, at the Temple Street hotel. 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 brushed her teeth, and came to bed and lied down with a towel 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, sucked and licked her nipples. I finally penetrated her after a 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. We stopped seeing each other since then.
She’s divorced now. I really hope to fuck her again.
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