My MMF Life Ch. 01

When he finished coming, my mouth had that feeling at the dentist where you need to swallow to breathe, so I did. I kept sucking gently while he continued to ooze come into my mouth, until eventually he got soft.

It was everything I thought it would be and more. We hooked up with him about six more times, but none of those encounters were as memorable as that first one. I also never deep-throated him again. Those other experiences were more focused on Jen's pleasure, and sometimes included one of her bisexual female playmates as a guest star. Maybe I'll write down some of *those* stories one day!

By the way, I eventually worked up the courage to let him fuck my ass one night. It did not go well the first time. I tried riding him with not much warmup and it was a no-go. I found the condom very uncomfortable even with lube. I climbed on, bore down on him and... barely got the head in before it hurt badly enough that I gave up.

We tried again another time with more success. I wore an anal plug to prepare and we used a ton of lube. This time he was on top, in missionary, and it was... ok.

I still didn't love the feeling of friction from the condom. Also he was clumsy about it, and went a bit too hard and deep. That hurt, but it was a tolerable pain and I managed to get through it. But I wouldn't say I particularly enjoyed the experience. The only good part was how much it turned on Jen and Bri to watch him pound my ass. (Bri was Jen's 19-yr old sub... that's another long story)

For years, that remained the one and only time I tried anal sex with another man. I kept wishing I'd had the chance to try it without condoms, just because the friction was so uncomfortable. Unfortunately anal sex without condoms is something I would only consider with someone I'm dating seriously, and since I didn't date guys, it was a no-go.

However, I did eventually find an even bigger cock to deep-throat. That's a story for another day...