Warm Interlude

Frank continued to gently work the tip of his finger in and out. Pushing a little deeper each time. At first it just felt weird then he pushed his finger about halfway in.

“Ohh” I let out,” That hurts

“Shh, just relax and push out like you’re trying to poop when I push in. I promise it will feel much better.” He said.

Trusting him I did as he said. I felt his finger pushing in, I arched my but up and pushed out and I could feel his finger slid all the way in. It still hurt but not as bad.

Frank keep his finger in place and reached under me and started to rub my thingy while my body got accustomed to the intruding digit.

After about a minute my butt muscles started to relax, and Frank started to wiggle his finger around while pulling it half out and pushing it back in.

As my hole lessened up he started to pump his finger faster. And just like promised it started feeling really good.

Frank then stuck a second finger at my entrance and proceeded to push in. While the second digit went in easier there was still some pain that quickly subsided. Then the pleaser got even more intense.

Frank started pumping his fingers into me faster and harder which caused me to start rocking my hips up to take his fingers in as deep as they could go.

Then Frank leaned over and whispered into my ear, “Can I fuck you in the ass”

Even though I did not know much about sex, I knew exactly what he was wanting to do. Why, I thought to myself? I’m a boy not a girl. And why would he want to put his thing in my Butt.

I finally asked him why.

He replied, “Because your little ass is so hot and because it would make me feel as good as im making you feel. So, what do you say?”

I thought about it for a second. He did have a point. My but did look cute in those panties and he was making me feel really good, so it’s only fair I make him feel good as well.

“OK” I replied.

Frank then removed his fingers (leaving my hole feeling empty) stood up and removed his shorts.

Wow, Franks thing was huge (at least compared to mine). His thing was about six and a half inches and thick. I thought to myself, that will never fit inside of my butt. I was kind of scared because if his fingers hurt as bad as they did, how much pain would that thing cause.

Terrified I wanted to back out, but I was raised by the saying a mans word is his bond and if you make a promise you have to keep it.

Frank leaned over and gave my hole a few more licks then left a big glob of spit at the entrance. He then moved behind me, spit on his hand and rubbed the spit onto his thing. Leaning over I could feel the tip against my crack.

He whispered, “just relax, I promise I will take it slow.

While I trusted him, his words did little to ease the fear.

He placed the tip at my entrance and started to push in.

“oww oww oww, it hurts” I cried out.

Frank stopped and started rubbing his thing up and down my crack. Feeling his large member in between my check as he humped me felt amazing.

After a few minutes of humping Frank lined himself back up with my entrance.

With a new determination to let him stick his thingy in my butt, I reached my hands back and pulled my cheeks apart, raised my hips and just like before pushed out. I could feel his member start to slid in.

Just like with his fingers, Frank would push in a little then pull back out. After a few tries he had the head in, and it was pushing up against something that was keeping it from going further. I latter found out that it is called the anal ring.

Frank continued to gently push in and pull out, pushing a little harder each time tell with a sharp pain his thing finally pushed through.

Oh, it hurt so bad. But I kept my checks spread and my but, in the air, and Frank continued to push deeper into me. Just when I thought I couldn’t take it anymore; I could feel Franks pubs and I knew he was almost in. I clenched my jaw and pushed my butt up while he was pushing in tell I felt his hips firmly against my cheeks.

I have never felt so full. Having his thing inside of me, although it hurt, it almost felt as though it belonged there.

Just like with his fingers Frank held in place letting me get use to the intrusion.

“Let me know when I can go”, he said.

“ok” I replied.

After a few minutes, the pain was pretty well gone. I started to rock my hips up and down a little letting Frank know I was ready.

Frank pulled back almost all the way out. I could feel every contour of his swollen member as he slowly withdrew then he gently pushed all the way back in. He repeated this process a few times and each time my hole would loosen up a little more. Soon he was sliding in and out with easy, pulling almost all the way out and pushing back in as far as he could go.

Between the feeling of the fullness, his thing sliding in and out and what ever he was hitting in there it started to feel really good.

Frank continued trusting into me as I started to rock my hips to meet his thrust. A warm feeling of pleaser coursing through my body each time he bottomed out into my quivering hole.

Frank had to constantly reminded me to keep it down, but it was no use. As the rush of pleaser coursed through me, I felt like what can only be described as an explosion inside of me. I recognized this feeling from when I would play with myself, but this was far more intense.

My body started shacking, my muscles tightened up and started convulsing.

The convulsing inside my butt put Frank over the edge and with one final push as hard and as deep as he could go, Frank started Cumming.

The way Frank was pushing into me and squeezing my hips and the feeling of his of his thing jumping around inside of me while he unleashed his seed just prolonged my orgasm.

I collapsed onto the floor, with Frank laying on top of me, lightheaded, exhausted and in a state of absolute bliss.

We lay there for a minute breathing hard, neither of us saying anything.

I could feel his thing going soft inside of me until it finally slipped out. I felt a strange sense of disappointment that it was over. I wanted him to stay inside of me. I wanted this feeling to last forever.

Frank rolled off to the side of me, placed his hand on my butt and rubbed a little, then said, “That was amazing. You have a great little butt.”

I couldn’t help but feel a sense of pride as I replied, “yes it was”

Frank then said, “we better go get in bed before we get caught”

He then kissed the top of my head and pulled my panties back up over my butt, then gave it a little squeeze.

I got up and went to go to the bathroom. It felt like my legs were jello. My insides seemed vacant and hollow and it was at that time that I noticed my panties were completely soaked with cum.

I went to Katie’s room and grabbed a clean pair and hid the cum soaked ones. My new pair of panties were white with a purple floral pattern.

I went to the bathroom and got cleaned up. I could not believe how much cum Frank had shot inside of me.

I finished cleaning up and went to bed. The days events running through my head. I could help but feel a strange sense of satisfaction and pride about how I was able to take his thing inside of me and make him cum just like a girl.

The next morning, I woke up to the smell of Jennifer’s cooking. I got up; my butt was still a little swore reminding me that last night was not a dream. I walk into the kitchen and sit down at the table.

Frank was already at the table and smiled when I walked in.

“Good morning,” Jen said, “Did you sleep good?”

“Yes,” I replied

“So, how’s your little butt this morning?” she asked

A look of terror spread of Frank’s and my face as Jennifer explained,

“I woke up because I herd a noise last night and imagine my surprise when I look into the living room and see Frank with his fingers in your butt.”

“I can explain,” Frank tried to cut in but was immediately silenced by his mom.

She continued, “I was so filled with shock and rage that I was just about to come in there and beat the hell out of you. Then I herd Matt’s moans and stopped, and I got to say Matt, you looked so cute with your panties pulled down rocking pushing your little hips up to meet his hand. It honestly reminded me of the first time Jim (Franks dad) fucked me in the ass.”

“What”, I said shocked by what I had just herd. Jim put his thingy in your butt too?”

“Yes” she replied, “and it cock. I think after what you experienced last night your mature enough to say it. And based on what I saw, you loved it as much as I did. All though Jim was not as gentle with me as Frank was with you.

We finished eating with very few words said. Then Jennifer looked at me and said, “you better hurry up and go get ready little missy, or you’re going to be late for your game.”

I went into the bathroom and started to undress when I realized, she had called me little missy.

Why would she call me that? She knows I’m not a girl. Was she just teasing me? I looked into the mirror and I did look kind of like a girl standing there in just a pair of panties. I’ve always been short and thin and not just in the height category. The lack of a bulge in my panties made me look even more feminine. Then I started wondering what I would look like without the

bulge. I reached into my panties and pushed my thing between my legs. Wow I really do look like a girl now.

As all these thoughts were running through my head, then I here a knock on the bathroom door,” Your clothes still haven’t been washed yet, so hers you a clean pair of panties. Now hurry up young lady,” Jennifer said as she closed the door.

Why was she teasing me I asked myself as I climbed out of the shower. I looked down at the panties Jennifer had brought in and they were pink with white polka dots.

With all the questions swirling around in my head for some reason putting these panties on made everything seem alright, like I was meant to wear them.

More to cum!!!!!