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The time when I (44M) had a first threesome
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This happened when I was about 19 years old. I was minding my business inside of a grocery store when I was approached by another man (40s) who very bluntly said that he would like to watch me fuck his wife (40s). She was standing down the isle watching our conversation. She was about 5 foot, dark brown hair with smooth looking brown skins. She looked Asian but I wasn't sure from where exactly. I could also see her tits looked nice and firm, but it was her smooth tan legs that really turned me on. Nervously, I asked him to clarify because I wasn't sure what he was asking, or maybe I was but it didn't register right away. He said he wants us three to go to a motel and watch me fuck his wife. I was 19 years old so I wasn't experienced much, but I knew this was something I would regret passing up.

We arrive at local motel and the husband pays for the room while his wife and I are standing by the cars getting to know each other. She's standing close and caressing my chest as I could feel my cock swelling up. He gets the room keys and she takes my hand and guides me into the room. He sits down on the chair and turns on the TV which caught me off guard by how relaxed he seemed right before his wife was gonna fuck a stranger. The wife guides me to the bed and she crawls on it exposing her tight little ass to me, then she looks back at me with those sexy eyes I can still see in my dreams. I remember how nervous I was and kept looking back and forth to her ass and her husband, making sure he was still cool with everything. She finally says "look at me, you're here with me". That's when I reach over and grab her ass, spreading her cheeks and just diving tongue first right into her pussy. She let out the sexiest moan I've heard and that got me rock hard. I'm eating her pussy and licking her ass for a while, she turns around and takes her clothes off, so do I. She grabbed a condom out of her purse and put it on my cock, then laid back with her legs spread wide open.

I leaned over and it didn't take much to push my cock inside her as her pussy was dripping wet. I'm not the most skilled lover at that age, so I just let my hormones take over and I was fucking like my life depended on it. What really stuck out to me was feeling her skin, it was so soft. This is probably why soft skin still gets me hard to this day. I play with her perky tits and quickly realize they implants because they were rock hard. The older I got I realized the low quality implants tend to get hard, so I was a little disappointed because I really want to play with her tits. She whispered in my ear that she wants to get on top and ride me.

She slid onto my cock and her thin waist and soft skin was really getting me going. I felt like i was gonna pop soon at that point, but then her husband stood over me and she started sucking his dick right above me. The view looked hot but I was kind of worried that some of his juices would fall on my face and that blocked any orgasm I was about to have. After a few minutes she said that she wanted both of us to fuck her. She slide off on me and on top of her husband, leaned over and told me to stick my dick inside her ass. This was the first time I had anal sex and not experienced at all in the arts of sliding my dick inside a tight ass. But I thought "Fuck it". After a few minutes I finally was able to fit my dick inside her ass which was really tight. We finally got a good rhythm going and i was just concentrating on looking at her beautiful dark skinned ass and that smooth skin was again driving me crazy. It took me over the edge this time and I let out a moan and came so much inside that condom.

I took a seat in the chair and watch her and the husband finish. Afterwards, she walked over to me and kissed me while reaching down and sliding my condom off, taking it and dripping all of my cum all over her tits, and rubbing it in as if it's lotion. She went to the bathroom and cleaned up and then laid in bed and asked me to come cuddle with her for a bit. We were laying and watching TV and talking about our lives for a bit. Her hand began to wonder and stroke my cock casually. I realized she wanted to go again. She got another condom and put it on, then began giving me a blowjob which felt great, but as good as one can feel with a condom on. She was sucking and I was running my hands on her ass and sliding then into her pussy. Then her husband began motioning something to her, they went off to the side and spoke out of earshot. When she came back she slid the condom off and began slowly blowing me again. I'll tell ya, the difference in feeling was amazing. I couldn't control my moans and she began getting more into it. I was thrusting my hips and felt like I was going to explode. I told her I was going to cum and she pulled her head back and stroked me hard until I came hard. I was disappointed as I wanted to know what it felt like cumming inside her mouth, but I understand why.

We spent a few more minutes talking and getting dressed, then exchanged information. I can't remember if it was email addresses or AOL chat handles. But a few days later she reached out and asked if I wanted to meet up again. I told her I would love to hang out again but asked if it could just be me and her and I wasn't feeling fully comfortable with her husband there. She said her hubby had to be there so we never met up again. but as time goes on I really wish I kept it as an ongoing thing.

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1 year ago