Lost Creek Wives' Club Pt. 36

"Like I've said before, you only have yourself to blame."

"Look who's talking. You were responsible for introducing Julie to Sapphic sex, and indirectly Anna. Then there's Donna. Speaking of which, have you seen her since she's been back?"

"No I haven't. I need to as she's been asking when she's going to get to see me. I have to make it a point to visit her soon. This week if possible. Otherwise she's going to think I'm avoiding her for some reason."

"You better, and I can only imagine how that's going to go when you do."

"I doubt it'll be the way you're thinking. Been a while since the last time we saw each other. Well over a month, and she's had a lot of time to think about things."

"We'll see, now I hate to end this interesting conversation, but I really need to go."

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After the call ended I went to check on Jim. When I entered the bedroom the bathroom door was closed and I could hear the shower running. With that being the case, I removed my robe and got back in bed to wait for him.

After I heard the shower stop, it was about fifteen minutes later before the bathroom door opened and he walked into the bedroom naked and surprisingly with a hard-on.

As soon as he saw me... "How convenient."

"I would say so based on the condition you're in. And let me guess. You watched the video again?"

"Yes I did, but purely from a technical perspective."

"Not from the looks of you. And I'm surprised you didn't take care of things while in the shower."

"I was tempted, but you did promise me another round with that lovely asshole of yours this morning."

"Yes I did." And then patted the bed next to me.

Once he was beside me... "Before I forget, the video is fine just the way it is."

"That's a big relief. I thought for sure you'd come up with a bunch of suggested fixes. It must mean I did a better job than I thought with the editing."

"I did notice a couple of small things you could tweak, but they're so minor they wouldn't be worth the trouble. Overall you did a fine job with the editing. Not to mention how well you did with the subject matter."

"As I said before, I have Maureen and Nancy to thank for the latter. Now I think it's time to take care of Jim Junior before you black out."

Once again we fucked anally although he was a bit more rambunctious compared to last night. He couldn't get his cock in my asshole fast enough and didn't even perform anilingus like he normally does before he fucks my asshole. And once he did, he gave it a good thumping. Not that I minded.

After we were done cleaning ourselves, and still in the bathroom... "If you don't have anything urgent planned for the rest of the morning, now would be a good time for your first 'pegging' that we talked about."

"No I don't, other than yard work. But what's the rush?"

"No rush, I just thought it'd be a good time with you as aroused as you have been from the video. I know the first time you fucked me in the ass, it helped that I was horny as hell at the time. But if you don't want to, we can wait until another time."

After he thought about it... "I suppose now would be as good a time as any, but what are you going to use? We don't have a strap-on so are you going to use one of your anal dildos just to give me an idea of what it's like to be sodomized?"

"I borrowed a strap-on from Maureen with different size dildoes you can use with it. Let me get it for you."

After I returned from the walk-in closet... "She gave me three different size dildos since she didn't know what you'd want to try in your ass with it being your first time."

"You mean you told her why you wanted to borrow it?"

"Of course I did. Why wouldn't I? She shared with me how she fucks John in the ass, so why wouldn't I be honest with her?"

He didn't bother to argue with me like I expected. Apparently he resigned himself to the fact I told her the reason, and what was done, was done.

I then proceeded to show him the three different size dildos... "This is the small one, which as you can see is about the size of an average size cock. The medium one here is about the size of your cock, but a little fatter. As for this big boy, as you can see it's much longer and fatter than your dick, and might be a bit much for your first time. And as you can see, they all have nice faux cockheads with smooth shafts for sliding in and out of your bumhole."

"It seems like it's not the first time you've seen these?"

"No it isn't. Maureen and I have used them on each other more than once. And in case you're wondering, even the big one."

After he took each one in-hand to get a feel for them, and better idea of the different sizes... "I may regret it, but I'm going to leave it up to you which one to use since you're the expert. Just don't tell me beforehand."

"Good idea as I'll have a better feel from my end of things of what you can take. But regardless of which one I choose, you're going to feel a bit uncomfortable at first. So just bare with it.

Now get on your knees for me, bent down with your head on your arms. After you are, spread your legs open at the knees as wide as you can. I'm nowhere near tall as you and I need your ass as low as you can comfortably get it for me."

Without saying a word, he got into position. I didn't put the harness on as I hadn't decided which dildo to use yet. I wanted to wait until I fingered his asshole to get a better feel for which one to use.

Unlike most men, Jim isn't very hairy. Very little body hair. None on his chest, and very little in his armpits, legs and pubic area. As for his asshole, there's barely any, and none on his ass.

With his legs spread as they were, his asshole was fully exposed and I always felt it was "attractive" for a man. About as nice as one can be, and it goes without saying much bigger than a woman's.

I grabbed the bottle of lubricant I retrieved with the strap-on and squeezed a generous amount down his anal valley. I then rubbed it over and around his anus before I began probing his asshole gingerly with my index finger.

Surprisingly I was able to insert it easily without a peep from Jim. Of course my index finger isn't very big around, but I was still surprised how easily I was able to insert it. Since I was, I withdrew it and then inserted it along with my middle finger.

Once again he took both easily, which prompted me to inserted them deep as I could before twisting them back and forth and slowly began to finger fuck him. Once again, Jim never made a sound. Or even acted like he had two fingers in his ass.

And it wasn't because I've fingered his asshole before. It was the first time I ever had a finger in his ass. Or anything for that matter. Nor have I ever performed anilingus on him. The most he ever let me do when it came to his asshole was rub the tip of a finger over it while I gave him a blow job.

Out of exasperation because I wasn't getting much reaction to probing his asshole with two fingers, I withdrew them before squeezing a little more lubricant on him and inserted all three of my middle fingers. Soon as I did and began moving them in and out, he finally raised his head and began moving his ass around.

Thinking it might have been one finger too many... "Am I hurting you, Jim?"

With his head still raised... "I hate to say it, but it feels kind of nice having my asshole stretched like it is."

"Why do you hate to say it?"

"Because I'm surprised it does and don't want you to think there's something wrong with me."

I had to laugh... "Does that mean there's something wrong with me because I enjoy a dick in my ass?"

"That's different."

"God, that's your favorite answer for everything. And why would I think there's anything wrong with you?"

"You might think I'm gay because I'm enjoying it. Or it's something I've done before."

"I know you're not gay, and as far as I know you've never had anything in your ass except maybe your finger when you shower to clean it real good."

"Well you're right about cleaning it when I shower. But doesn't everybody?"

"I would think so. Now it's time to get serious, so don't move or peek while I put on the strap-on."

He didn't as he put his head back down and waited patiently for me.

It didn't take much to decide which dildo to use. The biggest one. Once I had it placed in the harness and had it on, I lubricated it generously before getting in position behind him. But before I did, I couldn't help notice how big and hard his cock was hanging down like it was. A good sign, and I just hoped I wasn't about to cause it to deflate.

Soon as I was in position, I placed the faux cockhead firmly up against his now relaxed asshole and grabbed him by the hips. I then proceeded to slowly press forward as I gazed at the big plum-shaped cockhead as it slipped into his rectum. And with hardly any effort surprisingly.

But Jim did groan slightly until it was fully inserted and his anal sphincter was tightly wrapped around the cock shaft just behind it. After which he then let loose with a deep breath.

"That didn't hurt, did it Jim?"

"I wouldn't say it hurt as much as it took my breath away. And I hate to ask which dildo you used."

"Don't, because I'm not going to tell you. Now just relax as I'm just getting started."

Ever so slowly I inserted the rest of the long beast into his ass. All in one smooth motion until a good eight to nine inches of its ten inch length was buried in him. While I would have liked to, I just couldn't quite get the last inch or so inserted because his bum cheeks prevented me from doing so.

"You still doing okay Jim?"

"Surprisingly after with what felt like a telephone pole being inserted in my ass."

"That good?"

"I wouldn't say that, but it felt a lot better sliding in my asshole than I thought anything would."

"Well get ready, as the best part is yet to come." After which I began a slow humping motion as I firmly held onto his hips. But only a few inches of back and forth motion at first before I gradually increased how much of the long monster I would withdraw and then plunge back into his ass.

When I got to the point where just the faux cockhead was inserted before I plunged all the way back in, I also picked up the pace. Just the way I liked to be fucked anally. Slow and easy at first with long deep strokes before whoever is fucking me gradually speeds things up.

Eventually I was fucking Jim nearly as fast as I've fuck Maureen in the ass, and Jim was beginning to react in a favorable way. Not anywhere near like Maureen does, who would be spouting some pretty descriptive words of encouragement by now, but he obviously was enjoying it with him humping backwards the way he was.

"Are you enjoying it Jim?"

"Do you have to ask?"

"I'd like to hear you tell me if you are."

"I'm not complaining so that should be telling you something."

"For you, it says a lot. And I can't tell you how much I'm enjoying seeing this big pearly white cock plowing in and out your asshole. Now I know why you enjoy the sight of fucking mine so much."

While I didn't realize it at first due to being fixated on the sight of the dildo sliding in and out of Jim's asshole. I eventually noticed he had reached back with one arm and was stroking his cock. And while I couldn't see his handy work directly, I could tell by the way his shoulder was moving it was pretty intently.

"You must be enjoying your first ass-fucking Jim, from the way you seem to be stroking your cock?"

"Just don't stop as I'm close to cumming."

"I won't. I'm loving fucking you in the ass. Maybe as much as I love you fucking mine. I just wish I could dump a big hot cumload in yours so you could experience how good it feels when you shoot one in mine."

He never replied, but started grunting, which was a sure sign he was about to cum. Hearing he was, I fucked him even faster and it wasn't ten seconds before he let loose with a series of guttural groans as he ejaculated.

Felt like a big load too from how long and the way he jerked, which unfortunately was deposited on the bedsheet.

I slowly stopped fucking him and as soon as he stopped jerking I eased the dildo out of his asshole, which made a soft popping sound as the big faux cockhead exited it.

Soon as Jim finished slowly stroking his dick as he usually does when he masturbates to get the last drops of cum out his dick, he sat facing me with his cumload puddled between us. At which point, he couldn't help but notice which dildo I used to fuck him. He didn't say anything, but with a raised eyebrow just looked at it for a second. No doubt he was surprised, maybe even pleased, at how easily he took it.

At that point I couldn't help but say... "Something tells me Jim, this isn't going to be the one and only time I fuck you in the ass."

"Don't you start, Lacey."

"Start with what? It was obvious you enjoyed it, so why wouldn't you want me to again?"

While it was obvious he enjoyed it, it was also obvious he held back somewhat. I could only attribute it to what he thought I might think of him for enjoying being ass- fucked, and for him to want it again.

"I didn't say I wouldn't. I just hate it when you gloat about something."

"I'm not gloating. Just pleased you let me do it, and you enjoyed it. Damn near orgasmed myself when you cummed. I just loved how you masturbated while I sodomized you."

"I'm glad you did, and for introducing me to something I never thought I'd enjoy." After he felt enough was said about it for now... "I think it's time to clean the mess I made, which reminds me to put a towel under myself next time."

I smiled because of the "next time" and couldn't help but add... "Speaking of which, I think we could use a bigger dildo."

After we both laughed, we cleaned things up. I then called Maureen to let her know I would be emailing her the video file.