Skinny Dipping, Pegging, & Pillow Fucking

Once we were both home, we walked out to the pool. Now this is a somewhat public pool and we were still dressed from work. However it was quiet that night and feeling a bit frisky. We both stripped by the side of the pool and got in. The water felt great swirling around my free cock, and I noticed SexFairy's nipples getting extra perky.

I preferred to think of this as due to her state or arousal but in fairness it was more likely the cool temperature of the water. I on the other hand found my erection growing. This of course was helped along by her hands gently stroking it under the water.

We stayed in about 10 minutes, enjoying the sensation of skinny dipping greatly. That and the threat of being found out made it even more exciting. Of course after playing with each other under the water, we were more than ready to head in for some more private play time.

Recently we acquired a new toy. Now often a toy is either for her (think vibrator), or for me (think masturbator sleeve), or for one of us to use on the other (crops, cuffs, collars). This toy was different. It is meant to work for both of us at the same time. I'm talking about a GalPal, which is a double ended dildo, or more specifically, a strapless strap-on dildo.

Think of a gun shape, only made of silicone and meant to go in your ass. The idea is that a female puts the short thicker end (about 3 inches) in her pussy, and while squeezing to keep it in place, then inserts the other end into either another woman's pussy or ass, or a man's ass (about 7 inches). Well that night there was only the two of us, and as I don't have a pussy to keep it in place, she got to, well, drive.

First I did a little cleaning of my posterior, inside and out. We find this not only gets out everything you'd rather not see in your bedroom, it also lubes me and helps open my ass up for her.

SexFairy spent a nice amount of time first sucking my cock, then fingering my ass and getting it nicely lubed up and open. I was lying on my back as she put the short end of the GalPal into her pussy, and then inserted the longer end into my ass. I will say it didn't feel so bad. While I'm am 100% straight, there is something nice about having my ass and prostate played with. Check out my older post OMFG – prostate massage!

Now with me on my back, SexFairy was having difficulty penetrating as easily (deeply and quickly) as she wished. So I flipped over onto my knees doggy style. Her comment amused me. "That's a new approach", she said. I didn't reply but thought "Darling, I'm an expert at doggie."

Now she had it going. Soon she was fucking me very hard and fast. I have never really experienced pegging before, much less been really fucked like this, and I rather liked it. So did she. In fact, the bump on the GalPal was pressing on her clit, and in combination with what she later described as a fantastic view, caused her to cum. And cum very hard she did. And that made her pump me even harder. This went on a good 20 minutes I'd say, though I was definitely NOT watching the clock. In fact my head was buried down into my pillow, my hand was stroking my cock, as she was fucking my ass.

After a few orgasms on her part, it was my turn. She removed the toy out of herself, and then out of me. I grabbed one of our sex pillows (a Liberator Jaz), put her on her back with  the pillow under her ass leaving her pussy nice and high for me. Grabbing both her legs upright in front of me, I plunged my cock into her. After my vigorous ass fuck she deserved my cock as hard and fast as she gave it to me. I did not disappoint. I finished by pumping my huge load of cum all over her stomach. It was glorious.

We both collapsed. Not that there was any choice, as neither of us could really walk anymore.

In a sense, I've lost my anal virginity too. Soon I want to try putting the short end into my ass and seeing if I can DP her with my cock in one hole and the GalPal in the other. Fingers crossed, legs wide open.

Republished with permission from The Naughty Spot. Want to see your true tale of lust on Fleshbot? Contact us. Photo by John B. Root.