Condom Failure During Swinging


Condom FailureI am always very careful about condom use. Always. It has been that way ever since I started using them. I suspect that is a product of my sex education from the 90’s during when AIDS was very scary (well it still is scary). So, usually I am hyper aware of the condom situation. I check it often make sure it is all good and what not.

This past weekend I had a little bit of condom failure. It didn’t break. As an aside, I still don’t know how people break condoms. I mean you can stretch one of those fucking things around your head if you try. I suspect people break them from lack of lubricant. I personally can tell when they lack lube because it feels differently. I suspect women probably can as well. Anyways on with my story, my condom failure.

Anne and I were playing with a lovely single lady. A unicorn we had played with before. When I finished fucking this lovely lady, I went to pull the condom out the correct way, by grabbing the base of it around my cock to make sure nothing spills out (If you didn’t know that, then you should educate yourself). I reached down. No condom. Pulled out slowly, no condom.

Well shit, that is not good. Did I mention how I was very careful with stuff like this? Shit shit shit.

There was only one place it could be. So I reached inside her and fished it out. Amazingly, the condom was full of my load. I seemingly came in the condom and then it fell off. How the fuck that happened I do not know. Obviously, I alerted her as to what happened and show her the condom. She was surprisingly calm about it. As was Anne, who looked me dead in the eyes and simply said, “We knew these things could happen when we signed up for this lifestyle.”

I was mildly freaked out, but the calmness of both of the ladies really served to calm my worries. Well their calmness and the fact that it is hard to be too freaked out when you just had a wonderful time with two very beautiful women. Nothing was to be done about it then anyways. After cleaning up a bit we all convened back on the bed to snuggle.

Then our lovely, unicorn said she wondered if it was just her kegel muscles being too strong and informed us that she goes running with LELO Luna Beads in. All and all I am surprisingly calm about this all. I am still concerned, but I am not losing sleep over it. There is a reason it is safer sex and not safe sex. Risks and rewards. The rewards and still totally fucking worth it.


An average suburbanite barely into his 30s, Jack has recently begun a more exciting secret sexy life with his wife, Anne. These experiences have led him to preach the gospel of sex positivity and safer sex to anyone who will listen.

1 Comment

  1. I’ve had the condom break once, and it was with a guy who is also especially careful about checking the status of the condom often.  Ours was mostly due to lack of lubrication, I think.  It was a little distressing, but I took some comfort in the fact that condoms are probably more protecting my peace of mind than anything else. 

Leave A Reply