Confessions of a Fag Hag

By Diana Wimples

Published on Nov 21, 2023

Bisexual

Confessions of a Fag Hag - Chapter 2 Diana Wimples

In my dreams, a phone was ringing in the distance while I was wrapped in the arms of a very handsome man. I couldn't get loose, and then I woke up realizing there really was a phone ringing, my cell-phone to be exact, and it was Drew's ring, so I knew he was calling. Disoriented and naked, I reached toward the sound of the phone and pulled it out of my pants pocket. Then, just before I answered, I realized where I was. I had rolled off of Matt in my sleep, but there he was beside me, this man that I had just experienced my first sexual encounter with. Damn, he's cute when he's sleeping. He was just beginning to stir, and rolled over on his stomach as I answered.

"Oh, unh, oh baby, keep doing that, oh unh!" I laughed into the phone.

"Eww, eww, eww!" Drew responded.

"Just kidding, Drew. Hey, what's up."

"Did I, um, 'interrupt' something?" he laughed.

"No, we were just sleeping. But you missed a good fuck. I never realized how fabulous that would be. What time is it, I was gonna call you later."

"It's almost 9. I was starting to get worried. You said you'd call before feeding the horses for the night . . ."

"Damn," I whispered, not wanting to wake Matt, "It's late! We must have been asleep for a while."

"Or you took longer than you thought you would. So, it was good, eh?" Drew laughed.

"Yeah," I sighed, then I realized I was rather sticky. "Eww!" I unconsciously uttered into the phone.

"What's wrong?" Drew asked.

"I'm, um, kinda sticky. Eww!"

"Sex ain't always pretty, it's actually quite a mess."

"Oh yeah, I remember Jess telling me that, and she's right, it's not quite like the movies and stories, but still doesn't mean it ain't half bad," I laughed. "By the way, I'm looking at a mighty fine piece of ass here, want some?"

"Ah if only. Remember my Matt? Man does he have a mighty fine ass. Your's probably ain't half as good," Drew coyly responded.

"Phhbbt!" I shot back. "Don't cut what you ain't here to see for yourself."

"Ooh, take a picture with your camera phone then," he laughed back.

"Um, no. I don't want this relationship to end right where it starts."

"Ok, ok. Well, would you like some tips on ass from someone who's an expert at it?" Drew asked.

"An expert at ass, or an expert at being an ass?" I joked. "Just kidding, yeah, sure, what can I do here that I actually have the equipment to do it with?"

Then Drew began to explain to me how to rim. "First, run your finger down his back, gently, lightly, right down the middle, down the backbone. Be especially light in the small of his back as you get to the top of his ass-cheeks. Follow it with your tongue."

Doing as Drew directed, I heard gentle moans coming from Matt's face, and he twitched lightly. "I bet he's thinking he's dreaming this," I told Drew.

"If he doesn't wake up before all is said and done, it's gonna be a wet dream." Drew chuckled. "Ok, now, reach over and squeeze his cheeks in your hands, molding them like clay." Matt wiggled a little, pushing up into my hands, groaning a bit more. I couldn't help but chuckle. Drew mumbled, "Damn, I can hear him. If I'm not careful, I'm gonna get off on this before you hang up. Ok, let me tell you what else you can do, and then I really am going to go, 'cause I don't want to be there when you do it, on the phone or otherwise."

"I appreciate that," I smiled. "Wait, he's moving, still sleeping though I think. Oh, he's reaching a hand down to his dick, he's getting it on already!" I laughed.

"Wonder if he's experienced this before," Drew chuckled into the phone. "He seems to know what's coming."

"Eww! I don't want to go there," I replied. "Go on, before he jerks himself off in his dream, tell me what to do next."

"Ok, like I said, I'm gonna tell you what else you can do, then go, so just listen for a minute. If you can take it, for I was grossed out the first time I did this, run your tongue down his crack. There's hair down by his butt hole, so it may be something you don't want to taste. Then, experiment with your fingers. Gently of course, and if you need lube, you know where to find it," Drew chuckled, and I remembered how sticky I still felt. "He may cum then and there, but if you can, get him to flip over and finish him off yourself, it will be better for the both of you," he laughed. "But, damn, it'll be messy if you aren't careful."

"Thanks Drew, now go take care of yourself," I laughed, and I heard him sigh in relief, as I knew it wasn't the easiest thing for him to have told me all this, knowing how it felt, himself. "Do you think he'll wake up?"

"Probably at some point, but if he doesn't, you can wake him up yourself before you finish him off, or leave him to have one hell of a dream. It'd be interesting to see what he dreamed of."

"But it might not be me," I laughed. "I'll see how it goes. Now I better get back to work before he goes nuts. Goodnight Drew. Thanks for checking in on me." Hanging up the phone, I turned my attention back to the matter at hand.

I continued to massage his butt, looking at his ass-crack, wondering if I could do what Drew had said. Ah, I told myself, if I gave him a blow job, then I can do this, so I bent down and ran my tongue first over his cheek, causing him to jump, then down into his crack, purposefully staying nearer the top as the idea of going down further with my mouth still grossed me out. I also didn't want to find the hair that Drew mentioned. As I worked my warm mouth around, Matt groaned and moved against me, thoroughly enjoying whatever he was "dreaming." Then, taking two fingers, I ran those down his ass-crack, lightly, then as I approached the hole, pressed a little more firmly, then back up again, causing Matt to push up hard against me. I could see his erect dick as he pushed up, and imagined it must not be that comfortable pressed against the floor as he lowered himself again. I reached down, swiped a bit of the sticky "lube" Drew had mentioned, and inserted two fingers into his ass, gently, then pressed forward. Matt let out a cry and I wondered if I had hurt him, but the look of ecstasy on his face told me otherwise, so I moved my fingers around a little, and he wiggled against me. He began humping up against me in rhythm, so I realized he was about to shoot off in his dream. Remembering what Drew had said, I pulled back, and rolled him over onto his side. This woke him up, but he was very out of it. Grasping his cock, which was now fully erect and very swollen, I began massaging it in my hand, running my hand gently up and down the shaft. Matt pushed into my hand and I massaged with his rhythm as he groaned and his eyes rolled back into his head. His own hands came down, and he placed them on top of mine and we moved together. He came then, spewing his jizz over the both of us, and fell back, total enjoyment spread all over his face. Matt relaxed for a second, then pulled me down beside him. He reached forward to my breast and began licking his jizz from my chest and stomach. I pushed him back and kissed him, and we exchanged his cum between us.

We lay there for a minute more and I mentioned, "It's late, we need to go feed the horses."

"Damn, I wish we could lay here the rest of the night, but it is kinda uncomfortable. Is there a shower, we're kinda a mess." Matt laughed, looking down at the pieces of hay that now covered us both.

"Yeah, Lila's got a washroom downstairs with a shower. Come on, I'll show you," I said, standing up.

Matt followed and we grabbed our clothes and climbed down the ladder. I took him to the washroom, and he began running the water.

"How are you doing?" Matt asked as the water heated. "I went slow enough I hope, and I hope I didn't hurt you?" He asked with concern.

"I'll be a little sore, but you were wonderful. I hope I was what you expected. Thank you."

Matt smiled down at me, then reached down and kissed me. The water was ready, so he stepped in to the shower, pulling me after. We rinsed off, helping each other a little, having a little fun with it, then dried off and dressed.

"Time to feed the horses!" I smiled up at him, as we walked out of the washroom, hand in hand.

Next: Chapter 3


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