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First Time Getting Pegged

Posted by: Age: 68 Posted on: 11 comments
10 likes 33 views Category: First Time Tags: Pegging, anal penetration, butthole pleasure, double penetration, strap on, fisting butthole

My first time being pegged was from a hot wife while her husband was in the room with us.


I received a reply to my web page from a guy who said his wife would like to fulfill a fantasy of her pegging an older man. He sent a pic of her showing a delicious butt and her open red pussy. My cock jumped while reading his message, and started oozing just like it is now. We traded text messages, and when asked, his wife said that she would like to try fisting me, although she had never done it before. The husband told his wife he wanted her to be sexually happy,  and he wanted to see her fuck other guys. She had recently become interested in anal sex and was enjoying it more. 

 

We set a date to meet up, and I could not wait for the day to arrive. 

 

 

When I walked into their hotel room, I saw he was a good-looking man of about 40, and she was a very good looking curvy woman of about 35. She was wearing a sports-type bra with large titties, and a gorgeous red thong panty. We exchanged pleasantries and got naked. 

 

 

I sat down on one of the beds with my legs spread and my cock standing straight up. She knelt down and started stroking my cock which was oozing pre-cum. After a few minutes she started to give me a really enjoyable blowjob. After a few minutes of her giving me great pleasure sucking on my cock, she introduced a finger or two into my butthole. She said her husband has a tight butthole and can only take one finger. 

 

 

After a bit, I raised my knees and told her to slide her entire hand into my butt. It took her a little bit of effort, being her first time fisting anyone, but she did well, and it was quite pleasurable. I told her I was going to turn over and get on all fours, and she continued fisting me to my enjoyment. I asked her if she would try to slide two hands into me and showed her how I had seen it done. Not being able to see her technique I could not give her any pointers. She tried in vain but was not able to slide the other hand into my ass. 

 

 

After about 15 minutes of a very pleasurable fisting, she wanted to peg me. She stepped into her strap-on harness which held a nice size about 8-inch long dildo. It took her only a bit of time to get into a rhythm and was soon butt fucking me with abandon. She pegged me for about 15 to 20 minutes from behind, and then wanted me to roll over into missionary position, where she continued pleasuring my butthole and herself. She removed the dildo from the harness and grabbed a second dildo when she proceeded to double penetrate my butthole. 

 

 

The entire time she was pegging and fisting me, her husband was busy taking pictures and video of our pleasure. She said she had a great time and agreed that we would meet again in the near future. 

 

 

When I arrived home I masturbated to a wonderful cum while looking at our pictures and videos. 

 

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