PERSONAL ASSISTANT #5 - LUNCH TIME
Jeff,
"Are you sure?" I ask. And you can only nod as verbalizing how much you want your dream of a manly cock slowly and deeply in your ass is about to cum true.
Without leaving our positions I open the desk drawer and remove some warming lube. I put a little in your hand and tell you to lube my cock. I put a larger dollop into my hand and reach around to feel your sweet round ass. I start to work the lube into your anal opening as I pull you in to kiss you. You moan with pleasure at the warm hand relaxing your ass muscles and the warm lube on my finger being the first human object to enter your virgin ass.
Your pleasure from my finger in your ass is evident. I add more lube and insert it deep inside you with my finger in a gentile but clear manner that is similar to what I badly want to do with my ranging cock. You let out a loud "OOOHH" that makes me glad the secretary is gone.
We switch positions again and I turn you around with your back to me. I pull you into me and place my cock between your legs. I hump slowly and definitively with my hard cock against your crack and poking at the hole. I insert my finger again and then two. You clench up at first so I just stop with my fingers in your ass. You are breathing heavy so I tell you to relax and kiss you sweetly on the neck. Then I put my tongue in your ear and work it with a motion that is like my tongue fucking your ear. You love this and your passion kicks in so the rest of your body relaxes more.
Your ass muscles clench less and I know the time is now. I spread your legs apart more. My cock head just barely touches your hole and you naturally bend over the desk inviting me to start the entry. "Please, please be gentle you say. But fuck me now before I lose my nerve."
"Don't worry Jeff my love, all I want is to give you pleasure." And I slide the cock head in about an inch or so. You gasp at first and I explain that the head is the largest part so it will get easier as I ease my cock in father. I am sorry that I your first time is with such a huge cock, but ultimately it will be for your pleasure.
"Oh god" you moan as I slowly go deeper. Your heavy breathing starts again and I tell you to "just relax and your hole will loosen up." Immediately as if your body knows how to obey my command you start to relax and I go just a little bit deeper. Probably half of my 7 inch cock is inside you now so I slide in and out slowly, trying to penetrate more each time. My right hand is on your waist and I reach my other hand around to feel your chest. It distracts you enough that a strong but gentle thrust pulls me in deeper. Deeper that you imagined would ever happen.
"Yes, yes, yes, that's it" you whimper. "Are you OK?" I ask. You tell me it hurts but that you want it even more now. We hold just a moment there with my cock buried all the way inside you. As I start to pull back you gasp and then moan as I move it back in deeper. I start to fuck you slowly, deeply but with a confidence that makes it clear there is no turning back now. You gasp and moan as I pump in and out and soon your ass really relaxes so that I start pounding you harder and deeper, faster and more furiously than you ever thought possible. Your yells of pleasure fuel me to go on and make my cock swell thicker within your ass. I am close to cuming but your moans turn into cries and you whisper "too much, too much" and I know that your newbie ass will not take much more.
I stop with my cock still inside you and reach around to feel your cock. It is only semi hard, distracted by the actions in your ass, but the touch of my hand springs it into action again. A slow push inside and your reaction says that you have had all your sweet ass can take right now and I pull out slowly. As soon as I release, you let out a big sigh. I turn you around to face you and kiss you with our cocks touching. I take your cock in my hand again and you take mine. We are both almost ready to cum and we pump each other's cock coaching each other until we cum together all over our stomachs and the floor. I pull you close to me and smile. "thank you" is all you can manage to say and we kiss deeply with our cum sandwich intermingling on our bodies. We hold there and just hug for a while before we go to the bathroom to clean up.
Five minute later the secretary returns from lunch and asks if we got much accomplished? "He's doing great I tell her. He has a lot to learn still, but we got pretty deep into things for the first day." "Great" she replies. I hope things work out"
Oh yes. I know they will. We devour our sandwiches. One hunger has been satisfied today, but we worked up an appetite for more.
Frank
Jeff and I continued like that for a while, but I did not work out in the long run. I am welcoming applications for a new assistant. Anyone up to the task?