My Obsession With Older Women.

I started wanting older women a few years ago. At first I thought there was something wrong with me when I would fantasize about ******* my wifes mother, is 59 now and I would still love to **** her. She is not attractive, and she is a bit over weight, but I still just want to lay into her and give it all I've got haha.

Recently I went a way for a few weeks and posted some ads on CL and a few posts on here to try to meet up with some ladies but that didn't work out. I was kinda bummed so I went to the bar. While I was there I saw a fairly attractive older woman there. She looked to be in her mid 40's. She was with another woman but she kept looking at me. At first I was thinking there is no way she could be looking at me but finally she came towards me, my heart was pounding, I was thinking shes just gonna walk to someone behind me. But as she got to me she said "I was hoping you'd come to me but I decided to make the move" I was shocked! We talked for a few min, she was not as attractive in person as she was from a distance but I was hard just thinking about what I would do with her. I bought her another drink and and continued the conversation.

She was recently divorced and out "blowing off some steam" with a friend. I asked if her friend wanted to join us but she said her friend was married and about to head home, but she didnt want to leave yet. She had 3 kids and had been married twice. She said her ex was watching the kids that night. She noticed my ring and I told her how I was married but out of town and bored so I decided to get a drink.

We talked back and forth about an hour, I was trying to figure out what to say to get her to come back to my room with me, but I was very nervous. Finally she said, " When I was younger I used to give massages, would you like one?" HOLY **** I couldnt believe my ears! I got so hard when she said that. Ofcourse I said yes I would love that. I told her I had a hotel room with some wine waiting in it just down the road. I settled the tab and we got out of there fast.

We get to the room and I am super nervous. I asked her if she would like some red wine and she said ofcourse, but you need to go take your clothes off first, I'll pour the wine. I went to the bathroom and took off my clothes, my boxers were wet from my **** drooling just thinking about what was going to happen. I got out with just a towel around my waist and she asked if I had any lube...Nope, just what the lotion the hotel gives me haha. She said well thats not the best but it will do. She was wearing a nice v neck and a scarf covering a little cleavage showing, a long skirt, a jacket. she took off her scarf and I could see just how big her ******* were, and damn they were massive. She had me lay on my stomach and straddled me while she started to massage my shoulders and back. We continued to talk and as she was working it I felt as though she kept grinding up against me.

She gave an excellent massage by the way. She had me flip over and I said I feel like you need to be wearing the same thing as me. She said, I thought youd never ask. She started takeing her clothes off. She was thicker than what I am used to but I was so hard watching her. As she took off her skirt she was not wearing any panties! I could not tell as she was grinding on me but I said OMG that is so hot that you arent wearing panties. She laughed and said now its time to finish the massage. She pushed me on my back and straddled my front. The only thing separating my **** and her ***** was a little towel. As she was rubbing me down she kept grinding alittle and getting her face closer and closer to mine. Eventually I couldnt hold out any long and I jumped up and started making out with her. We were kissing hard and fast.

I pushed her off me and on to her back. I jumped up and continued to kiss her while I started to finger her *****. It was super wet and surprisingly tight! after a minute or two she said I want your **** inside me. I gave her the disclaimer, " I dont have a condom" She said "Thats good because I want you to *** inside me" Holy **** that made me even harder! I told her I would love to do that. I entered her and after a minute she told me to go faster. And faster. I told her I was not going to last very long if I sped up but she said I dont care. I kept going until I said "I am going to ***" " *** in me" she said. I blew a huge load. I went to pull out and she pulled me back into her. She started kissing me. My **** was getting soft and I could feel my *** dripping out of her. She said I want you to stay inside of me. She was still on the bottom but she started grinding slowly. She kept doing that for a few min and then she started speeding up. Finally she said "Im doing to ***...." She started showing me the *** face and she kept pushing for about a min and she kept saying "Oh I'm *******, I'm *******" It was a long ***.

All of this made me semi hard. I told her normally I have to wait a while between ******* but what she did was so hot my **** was starting to get hard again. By this time my *** was all over the place, dripping down my balls and her ***, all over the bed. It was a sloppy wet mess. She told me she wanted me to *** in her again and started kissing me again. Just the thought of it made me get right back into ******* shape. I had never double creampied a woman but the thought of it was so sexy. I started pumping her and could see the *** getting super white and her tight ***** was super slippery. It was so hot seeing all that ***.

The second time lasted a bit longer but I stayed on top the whole time, I think because she was alittle bigger than me. I kept moving her legs around to get her ***** from different angles. Finally I had her back to the regular missionary position and she told me she was ready for my ***. I started working her hard until I could feel myself ready to burst. I told her again "Im going to ***, I'm going to *** all in your *****." "give me all your ***" she told me. I blew my second load, not as impressive as my first but it still felt good. This time I pulled out, probably the first time in about an hour that my **** had been out of her (surprised the little guy wasnt all pruney) The *** oozed out of her ***** and it looks so hot. I wanted to lick it but I decided to play with her **** with my fingers until she came again...As she was twitching on the bed she told me to stop because it was getting too sensitive.

It was one of the greatest experiences I have ever had but after that I have been thinking I want to go older! I did ask her her age and she ended up being 42. Either way I would do that again in a heart beat but I would certainly be even more excited to know a woman was 55, or even older! Just the thought of it is making me hard again.

Things like this never happen to me so I have no Idea how I got so lucky. That was probably a once in a lifetime experience but I am certainly very happy that I got the chance to do something like that!
hipatsfan hipatsfan
26-30
1 Response May 21, 2012

older women can be fun, fun, fun!
their inhibitions have been dropped at the wayside long, long ago.
they are still sexual animals that often go unnoticed.
to them i say, "God Bless each and every one of you."