We’ll call him Jake.
I responded to Jake’s RAOMD post, and we had been hooking up regularly since. We lived in different cities but each traveled to the other’s pretty frequently for work. It was his turn as the visitor, and he’d asked if he could come early and stay with me. Naturally, I obliged.
Jake had carefully and consistently pushed my sexual boundaries over the last four months. He had introduced me to new toys already (the magic wand and bed straps). Somehow in planning his current visit, we started discussing new toys. And that maybe part of the trip should be to a sex shop.
He arrived, and we confirmed our plans for the night – sex shop, food, fucking. I was getting ready to leave when he walked out of my guest room naked. “Want a first round before we go?”
Duh.
I started peeling off my clothes. A minute later, I was on my back on the bed, and Jake was working his mouth down my body. He landed his tongue on my clit and follows that up with his fingers in my already wet pussy.
Now one of the things that Jake claimed in the post I responded to was that he was highly skilled in making women squirt. I never had before and considered it must have been some sort of porn trick, not something that happened to regular women. Since I started hooking up with Jake, he had proved me wrong over and over and over again.
Tonight was no exception.
Not long after Jake put his fingers in me, I gushed all over the bed. Having achieved his intended goal and desired level of wetness of my pussy, he rolled a condom on and slipped his cock inside me. He has incredible orgasm control – can cum pretty much on demand. Since we had bigger plans for the night, he told me to tell him when to cum whenever I wanted. I didn’t wait long. He pulled out and sprayed his cum all over my tits and stomach.
We cleaned up quickly and headed out. First stop: sex store. We wandered around for a while looking at various things. And he started explaining the merits of various butt plugs. I was intrigued. He helped pick one that would be good for a first timer. I also grabbed a package of body wax candles. We paid and headed out.
One of the things that’s most fun about this particular arrangement is we’re friends as much as we enjoy the benefits. So we wandered to a nearby restaurant to hang out over beers and a few dozen oysters. Slightly tipsy and high on the aphrodisiacs, we headed back to my place.
Pretty quickly we had stripped each other of our clothes and torn the packaging apart for the plug and lube. He told me to bend over the bed. My skin was tingling as I heard him pop the lid on the lube. A second later, I feel his finger coating my asshole. He tells me to relax as he slips the plug inside me for the first time.
He checked to make sure I was ok before he set to work. I heard the condom wrapper packaging and the sound of him spit on his cock and then felt him part my pussy. I was so wet and ready for him. The experience of the plug and Jake’s cock inside me was amazing. He’s pretty big – both long and thick – and I felt so full having them both. He told me to rub my clit, and the excitement from the new experience had me close to the edge instantly. I came hard on Jake’s cock. He followed close behind me, turned on by seeing me with the plug in and feeling my orgasm around him.
We used the candles as well that night, but that’s a story for another day.
Source: reddit.com/r/gonewildstories/comments/bhrt4c/how_my_f_fwb_m_picked_out_and_used_a_butt_plug_on