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Charlie – my first older woman

Age when it happend: 22
Where it happened: motel room
Langauge: English
Sex: Male
Rating: 9
Category: Straight

Reading My First Time stories sure brings to mind what happened to me just last year. I’ve already written about my first time I ever got into a girl’s pussy back when I was a teen ager. This goes to the other end of the age line. To date; my oldest pussy!

I was away from home and staying in a motel. I was at another town to see a sporting event there and had a two night motel stay. It was during my second night that this happened. I went out of my room to get some ice and some fresh air. When I got to the ice machine there was this woman bending down getting some ice from it wareing this short skirt and did she look good. I walked up to the maching standing by the side. She looked up at me and I said “Good evening” to her. She raised up saying “Good evening” back. We then started making small talk while I got my ice. We walked back to the rooms and I found she was in the room right next to mine. We stood outside our doors talking awhile. I then told her I was going to make a drink and asked her if she’d like one too. She said OK.

So, I went in and made up a couple of drinks and headed back out. We leaned against the rail talking as we drank our drinks. I found out she was alone there and told her I too was there alone. When we were needing a refill, I invited her into my room this time and she followed me in. I made our drinks and gave her her drink. We then sat down inside my room talking. I could see she was in her mid to late 40s. I was only 22. But, when she sat there with her beautiful looking legs crossed, I couldn’t help but notice them and started getting an erection from looking at the view.

In our conversation, she asked me about a girlfriend. I told her yes, I had one but things weren’t going at all well and told her I wouldn’t be too surprised if she was seeing someone while I was away. She told me she had been divorced for around 7 years. I was wearing some shorts and about this time I sat on my bed. What I didn’t know was my dick had gotten so swollen from the erection that the end of it was sticking out my leg opening. I noticed her looking there and I looked down to see what she was looking at. Then, I saw it. I jumped up apoligizing for it. She said “Oh, don’t mind me. In fact, I was setting here enjoying it”. I answered “You were”? She said “Oh, yes”.

This did nothing but get me even more aroused and also even harder! Remember, I too had noticed her beautiful legs and I wouldn’t had minded at all getting my hands on them. So, I ask “Want to see it some more”? She said “I’d love to”. I then pulled off my shorts and stood there with my dick pointing straight at her. She stood up walking towards me and pulling up her dress. We sat on my bed. She took my dick in her hand and I went to running my hand over her legs. As my hand got higher, she spread her legs so I could touch her pussy. I rubbed on it thru her panties. She then stood up and took off her panties and sat back down. I continued fingering her pussy and then she laid down on the bed on her back with her legs spread. I got between them on my knees and moved up. I then came down and she lined me up and I went into her. I then laid on top of her and put my hands on her ass cheeks as I went in and out of her pussy. My twenty year old girlfriend had nothing on this woman. Her body and pussy felt fantastic. I soon started feeling the sensations of a building orgasm and I picked up my thrusting her. She too thrusted back harder. By our breathing and sounds we both knew were were both about to cum off. Then, it happened. Both of us were pulling each other against each other’s bodies as the orgasmic feelings over took us and I filled her pussy with my cum.

She ended up sleeping with me that night and the next morning, we did it again. Take it from me. There is absolutely nothing wrong with the pussy of an older woman. It just seems to get better with age, if anything.

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