[F4M] Begging For a Pegging [pegging][first time][gentle][encouragement][praise]

[kissing noises]

Hey, why'd you stop? Ok, fiiine. I guess if you really want to, I [gasp as he goes down on you] won't complain.

[almost whispered] Oh god. Oh, fuck.

You know, sometimes [gasp] I wish I had a cock. Because I would have a major...[gasp]...I'd have a huge fucking hard on right now.

[moans]

[frazzled] All right, stop. God, that feels so fucking good. Stop. Don't make me cum yet. Hold on. [moan] I said hold on.

[nervously] So. I, uhhh, thought maybe we could try something. Something new. I've been watching some porn that's a little different from what we usually do. Yes, porn. As much as you satisfy me—and hoo boy, do you ever satisfy me—but as much fun as I have with you, I am still a curious, sexual creature who needs to sit at my computer with my hands down my pants sometimes. [laugh]

[still nervous] There's this one, ummm, technique that I've been watching in videos, and it has really *really* gotten me going. It's kind of been in the back of my mind, and I can't shake it. I really want to try it with you, but I don't want you to freak out when I tell you what it is.

Sooo, you have a fork and a spoon, right? But sometimes the spoon wants to do the forking. Do you know what I mean? [pause] Ummm. I would like to make a deposit...can I come around back?

Ok. [deep breath] I'm going to say it. Here we go. Ready? I can do this. I'm going to say it. Going to say it right now.

I want to...I want to have sex inside your butt using a strap-on dildo. Uhhh. I mean, I want to use a strap-on and fuck you with it. In the ass. It's called pegging. I want to do pegging to you. [quickly] Please don't run away screaming, please don't run away screaming.

What do you think? Do you want to try it? Listen, we can try it once, and I'll go slow, and if you hate it, we'll never do it again. Please? [pause] Really? Aw, thank you thank you thank you. [kisses] You're the best, babe!

I'm really glad you said yes because I may or may not have stopped by the adult toy store last week and picked out a penis—errr, dildo and a harness. Let me get it. It's right under the bed. [insert paper bag and unboxing noises if you'd like]

Ta da! Isn't it nice? So this end goes in you, obviously, and this part goes inside of me, and these bumps here sit on my clit, so when I'm fucking you, it'll be like you're fucking me right back! And here's the harness; the lady at the store said this will keep it in place so we won't have to worry if that cute little butt of yours gets too hungry. [giggle]

Ah, I'm so excited! Let me just [spit or lube sounds] get this a little wet first so I can put it on... [a few deep breaths] Oh, that's really nice. Now I'll just do up the straps. Here...and here. Oh wait, no; that's pinching me. Hold on. There we go.

And voila! What do you think of my new cock? This is so fucking cool! I have a penis now. I feel so...powerful. I just want to wave it around and smack things with it. Don't worry; that handsome face of yours is safe...for now. [giggle] Is this what it's always like for you? How do you concentrate on anything? It's just...there. If I had this all the time, I would never get any work done. OoOoOh, look at me wave it around. You are getting sleepy. You're becoming hypnotized by my giant dong.

Ok, sorry. I just had to get that out of my system. This is amazing! Um, right, ok. So what I'm thinking is I'll go down on you for a bit, and while I'm doing that, I'll use my fingers and get that bum all lubed up. And then we'll go for it. Sound like a plan? [slight pause] Good!

All right, sweetie, lie back for me. [kisses] Just lie back, and I'll take care of you. [slow blowjob noises] Let's get you nice and warmed up first. [blowjob noises] Mmm, that's it. I love your cock. I hope you end up loving mine, too. [blowjob noises]

[for the next few paragraphs, insert blowjob and butt fingering noises at paragraph breaks]

Ok, I'm going to lube up my finger now. [lube sounds] Spread your legs, and push your butt up a little bit. Mm-hm. I'm right at your entrance. I'll just circle my finger around. And here we go. I'll start with just a little and let you get used to it. [insert] There. How's that feel? Is it ok? Good.

I'm going to go a little deeper. I can feel it tighten when I put my mouth on you. I'm going to go all the way in. Relax, babe. Mmm, that's not so bad, is it?

Now I'm going to take my finger out and get some more lube so that everything's nice and slippery. This time I'm going to use two fingers, ok? All right. Here we go. Just relax.

That's good. You're doing so well for me. I'm so glad we're doing this. Almost all the way in. There we go. Do you feel ok? Does it hurt? Thank you so much for doing this. You are a stud.

I think I found that button inside of you. Let me see what happens if I just push. [laugh] Wow, your cock just jumped like something scared it. I'm going to blow you some more while I play around in there.

Ooh, you really don't hate this, do you? I might even say that it looks like you're enjoying it. I'm so glad, baby. You are so amazing for even trying this.

You're all lubed up now. [excited] I think it's time. Is it time? I think it's time. Sorry, I don't want to rush you; I'm just really looking forward to this. Are you ready? Yes!

Hm, how are we going to do this? Why don't you stand and bend over the bed? Raise your butt toward me. Perfect. You're about to get per-fuct. Sorry! I'm sorry. You're probably feeling very vulnerable right now, and I shouldn't make jokes. Ok. Serious face. Let me lube my dick up. [lube noises]

[insert pegging noises as you see fit from here to the end]

[kisses][take your time with this part] All right, babe. I'm going to rub it up and down first. Just relax. I'm going to go slow, and we're both going to enjoy this. If there's any pain, tell me. And in we go. [pause] That's a bit of the head. I'm going to keep going so you get past the widest part, ok? You got this, baby. A little more...and a little more. There we go. The head's all the way in. How does that feel? You still with me? I'm going to keep pushing slowly. Relax. Take a few deep breaths and relax.

We're halfway. Not too much more to go. Almost there. Aaaaand that's it. You did it. You took my whole cock. My hips are against your cheeks, and I'm all the way in. Relax and get used to it because it's you took it all. [leaning in over him] Honey, I am proud of you and excited and...I don't even know.  [kiss] You're amazing. [kiss] You are the absolute best.

I'm going to start fucking you now. I'll go slow at first and speed up. If I'm going too fast, tell me. All right, I'm just going to come ouuuuut and iiiiiiiiin. [a bit incredulous] Shit...holy shit...I'm fucking you. This is so weird. [soft laugh] I'm fucking you. And it's really fucking hot.

[insert moans at paragraph breaks]

You are so sexy from this angle. I mean, you're sexy from every angle, but I don't think I've ever seen you from this one.

Do you like me fucking you? Do you like when I hit that sweet spot inside of you?

Stroke your cock while I do this. Stroke yourself, and I'll run my fingers down your back, [slow and whispery] just ever...so...lightly. [closer to mic as though you're bending over him] Ooh, I think I just saw you shutter as I did that. Was it a good shutter, babe? I'm so glad you agreed to this. You're a stud. You're my stud.

Will you moan for me? I want to hear you moan—not in a masochist way or anything; it's just your voice turns me on so much. I want to know that I'm pleasuring you. Your pleasure is so important to me because you're important to me.

Oh my god, this feels so nice. Do you like it? I want to see your face.

All right, flip over, and we'll try it that way so I can see that handsome face. [pause and then kisses] Hm. Put your legs up, and I'll put my hands on the bottom of your thighs. Like that, yeah. Ok, ready? I'm going in. [kisses and fucking]

Wow, this is even hotter. Babe, your cock is straining. Let me just grab it and rub my thumb against the head. [giggle] I think you're liking this as much as me. That makes me so happy. I trust you, and I'm grateful that you trust me, too. [kisses]

Fuck. You're twitching in my hand. You have no idea how much this is turning me on. And you have no idea how sexy I find you right now. Your body looks amazing beneath me, and your mind is...I don't even have words.

[closer to mic] I want to cum. I need to cum while I'm inside of you. [kiss] Let me stroke you faster. Can you cum for me, babe? I want to take care of you. [kiss] Take a deep breath. Pay attention to every one of my thrusts. Feel me inside of you. Clench for me. Clench around my cock and pull me in. That's it. Come on, baby. Cum for me. Cum for me. [improv to orgasm while kissing]

[take a second to catch your breath]

Shit. Holy fucking shit. That was...[kiss]...that was incredible. All right, let me just pull out of you here. [pause to pull out] Did you like it? [kiss] Thank you so much for giving it a shot. I'm not even sure what just happened. I feel like I just lost my virginity or something. I can't even...just wow. [pause to recover] So how about I run a warm shower, and we can get cleaned up? Yeah, I think I'll do that. By the way, you are the bomb-diggity, the bomb dot com, the great bombino. Sorry, that was weird. My mind is still a little bit blown. I think I'll go start that shower now. [kiss]