A bit of ...anal sex... - Sex Stories

A bit of ...anal sex...

... gently runs a finger up and down my asshole, before he leaves one finger on the hole itself. He then gently parts my ass as his finger slips in, no more than a half inch, and it doesn't hurt, it feels kind of good as he holds me close. "That's not bad at all, you can go a bit deeper if you want." but he pulls out. "Not without a little lube, it might hurt then." He's ever so considerate, and I like that a lot. I stand up and reach for my bag which has a few things in it. I grab a bottle of lube (not needed of late, he gets me so wet) and hand it to him. He pours a drop on his fingertip and then slips it back into me, this time about an inch or so deep, and it still feels good. I'd never even thought of my ass that way, maybe this might be fun? He turns his finger and softly flexes it and it still feels good. Mmmm.....I'm going to have to give this a try. "That's different than I expected. I think we can give it a try. When do you want to do it?" "Next weekend would be fine, you do need to make a few preparations, there's actually a book on it that she had." "Can we stop at Babeland and get it?" "If they're open, sure." "Then let's do that on the way home. What else do you want to try that we haven't done yet?" He blushes again. "Out with it!" I demand. "Well, there is that Princess Leia outfit.....I could be the space pirate or Empire officer..." The man gets a handful of water splashed in his face for that one and we settle back into the water giggling. We finish up and as ...

... we shower he's somewhat hard and just runs his cock up my ass crack with lots of soap as lubricant, and I realize that I like that feeling. He's not in me, just rubbing it up and down, but I like it. A lot. Next weekend will be mighty interesting. The book is purchased and read cover to cover. VERY interesting stuff I think. I learn quite a bit, and a very small butt plug is bought and inserted. It's smaller than his finger, but hopefully it will make the initial penetration easier. What my lover doesn't know is that I've got a few other surprises up my sleeve for him that night. I know he's got a late meeting on Friday, from which he will go directly to my place, and I know he'll be dressed in his best, which gives me a few ideas. Friday night comes and he does show in his finest, (which I love, but he hates dressing up) and we have a lovely dinner before heading back to my place. We'll do a movie tomorrow night, tonight we're doing each other. Small talk last about thirty seconds, and off to my bedroom we go. "You, stay right there mister! I have a few...things to get ready. Put the green sheets over, will you? And DON'T get undressed." I ask him. (We're actually both kind of tidy about the whole thing, and it's easier to just throw a set of other sheets over the bed and toss those in the hamper when we're done.) I scamper into my bathroom and get ready. I dive into the shower for a last minute scrubbing of the area to be explored. Then I dress very carefully and make myself ...