Last night, I realized I would be a great cuckolder. Another day, they may have been called something different—a rake, a wit, or a Don Juan. But whatever you call it, I have become aware of the fact that I would be good at it. Tell me what you want me to do to your wife/girlfriend, and I'll come back to you with a report of the activities. Let me show you what I mean.
If I'm going to tell you about last night, I should start by telling you a little bit about the people involved in last night. First, there's me. I'm 33, average height, blonde hair, a bit on the skinny side. I'm told I've got a nice ass, and know how to use my fairly normal-sized penis in ways that women enjoy. Then we've got my wife, Maggie. She's about my age, also with a slender build and a beautiful face. She has curly dark blonde hair, A-cup boobs, and an ass to squeeze, but not really to twerk with.
We married about 11 years ago, with almost no sexual history—together or with other partners. At the time, we were just excited to have sex with a real person, and not just our hands. Several years later, I finally came to the conclusion that there has to be better sex than what we were having, or people wouldn't rave about it so much. So I set out to discover what else the world of sex had to offer. And that is how I met my friend Jenny.
She is a few years older than me, way more experienced in bed, and gives the best blowjob I've ever had. It is difficult to not look at her D-cups when I'm talking to her, especially after I've seen them, and her strawberry blonde hair accents her smile. Ours is more than just a sexual relationship, though; we have become good friends as well. Which is why, as I am on vacation with my extended family, I am texting her regularly.
I finally hit my limit yesterday with my tee-totaling, overbearing parents, and decided it was time for a drink. Knowing I would get an earful from my dad for bringing liquor in the beach house where we are staying, I managed to continuously spike my soda throughout the evening of conversation and cards. But, there is something about alcohol that makes me want to share the joys of intoxication with someone else. So I turned to Jenny.
She was at home alone as well, and drinking as well. Swapping drunk texts, the evening flew by, and I think I managed to avoid detection the entire night. As the evening wore on, the conversation between Jenny and I became increasingly risqué, even as I was trying to appear engaged in the discussion of how to handle my two precocious young nephews.
"We should see about playing out one of your fantasies soon," she texted me, just as things were wrapping up for the evening.
I savored the thought as I brushed my teeth, and took my shorts off before crawling into bed. Maggie was already tucked in, watching something on her Kindle. I pretended to read a book, while stopping periodically to look something up, and more often to text back to Jenny.
"I would love that. For now, I'd just take you here, my face deep in your pussy. Until you cum all over me." I replied.
I thought for a moment, then added, "How bad am I that my legs are entwined with Maggie's right now? Does that turn you on more?"
And they were. Maggie had one leg thrown over mine, her ass pressed gently up against my hip. It was more of a tender, "I like being close to you" gesture than it was an indication she was interested in more than sleeping.
"You should grind on her ass. Reach over and gently pinch her nipples" Jenny told me. She wasn't usually one to give orders (she preferred leaving that to me), but we just went with the idea.
