The Third Blowjob

Today you were nowhere as eager to go over to Bob's, spending a few hours lounging around at home before getting in your car. Actually, you had spend most of last night on imagefap again, reading more sissy captions. You were just reading, though, you weren't jerking off or anything. It's not like you could have got it up again anyway, even if you had wanted to. 4 times in 2 days! Who would've thought this game would prove to be so much fun!

"You took your sweet time coming today," Bob states. Its almost noon already.

"I, uh, overslept," You lie.

"Right.... I'm sure you had sticky dreams," He smirks. "Well, come on, bro. My dick ain't gonna suck itself," He's acting too cocky.

"Take yourself down a peg. Remember you were on your knees twice already. Now where's the dress?"

"I've got it all ready for you in my bedroom," Bob informs as you start making your way up the stairs. "Don't rush now, make sure you take your sweet time! A girl's gotta look pretty!" He calls after you.

In front of you was a wig, a dress, nail polish, make-up, some heels, a bra, and even a pair of panties. No way am I wearing all that, you think as you start taking off your own clothes. You'll put on the wig, dress, nail polish, and maybe do a touch up with the make-up. Screw the rest.

The dress goes on easily, and so does the wig. You pick a random color from the polish that says "easy to remove" and turn your attention to the make-up. You have no idea what any of this shit is. You take something that looks like a brush, dip it into a color that matches your skin and draw a bit over your cheeks. Good enough.

All done, you take a look in Bob's mirror. You're pleased to see that the reflected image is still very much of a boy. Anyone could tell that. Add to that the fact that you've kept your boxers on beneath the dress, and you don't even feel like a girl. You feel like a little boy playing dress up. This is just some stupid game, you remind yourself, no can take who I am away from me.

When you come back down the stairs, Bob is watching the same porno again, but is making sure to keep his hands off his dick. Bastard wants me down there for as long as possible.

"Awww, look at you!" He teases. "You look like your sister!"

"My ass! Come on, let's get this over with."

You get down on your knees in front of Bob. His cock springs out as soon as you pull his pants down, begging for attention. Awkwardly, not knowing what to do, you try your best to imitate the blonde from the ponro. You take him in your hand, gently pulling the skin up and down along his shaft. The red nail polish you chose really complements the scene before you. If someone were to shoot a video, no one would be able to tell that it was a man's hand.

Sensing that Bob is getting impatient, you stretch your jaw as wide as possible and go down on his package, taking about three inches in your mouth. Your tongue runs around the oral intruder as you slowly take Bob in and out. Soon a rhythm develops as you start to slowly enjoy yourself. This isn't that bad, you think, it doesn't even taste like anything. You look up at Bob, and see him with his hands behind his head, eyes closed, just enjoying the moment. A small pride wells up at the pleasure you're giving him.

You then think back to the pleasure he gave you two days ago, and suddenly remember you're supposed to be trying to deepthroat. Well, fair's fair. You push yourself down further and further, until you feel his manhood hit the back of your throat. This is it. You take a deep breath through your nose and push him further in. Your throat stretches abnormally, trying to accommodate his girth, as it squeezes trying to **** him out. Thankfully you're not gagging, but you're not breathing either. You quickly pull back, taking a few deep breaths.

"Yeah, girl, that's the stuff. Do it again," a blissful Bob asks.

As if you had a choice. You go down again and push him once more into your throat. It's a little farther in this time, you notice as your blonde hair falls over your head, mixing with his dark pubes. You close your eyes, settling back into your rhythm. Not wanting to think about this, your mind wanders to the porn video, replaying that scene with the blonde. You're surprised that your rhythm is exactly matching hers.

Suddenly Bob starts to throb, and you pull yourself off and take him in your hand. Your spit provides ample lube as you quickly jerk his cock, aiming it at your face.

"You gonna cum? Huh? Is a sissy girl making you come?"

"Oh yeah," he groans, "I'm gonna blow my load all over your pretty face."

You pick up the pace, his dick bouncing in front of you. And then you hear a deep moan as you see his first spurt flying in the air. You stop what you're doing and aim him right at your eyes, closing them as you feel his subsequent shots coating your face.

You can't open your eyes, so you just give him a few jerks to make sure its over.

"Hand me a towel?"

"Fuck, that was incredible!" He declares, handing you one. "Now I see why you were always so freaking excited.... So what's the next challenge?"

"Hold up, man! Give me a few seconds to clean up."

"Come on!" He's really excited. "Loser picks. What's the next challenge?"