Caught by the High School Principal again - Sex Stories

Caught by the High School Principal again

... put my arms down and lift my upper body up so I can watch. &#034Tricia, can you taste Brad's cum on his cock?&#034 Tricia mumbles something. Several minutes pass. &#034Brad, have you fucked Tricia or any girl in the ass since the last time you were in my office?&#034 Principal Collins asks. &#034No Sir&#034 I reply. &#034Good. I get to watch your first time.&#034 he says. &#034Tricia, have you had a cock in your ass since the last time I saw you?&#034 &#034Only Tom's when he and Brad fucked me again.&#034 she replied. Truth be told the three of us had sex together several times since that day in the principal’s office. We DP'ed each time but only Tom got to fuck Tricia in the ass. He cummed in her once. &#034Tricia, get back on your hands and knees. Bard, kneel between her legs behind her.&#034 Principal Collins commands us. After we get into position Principal Collins moves around and places his hands on Tricia's buttocks. He separates her cheeks and spits onto her asshole. &#034Ok Brad, place the head of your cock on her asshole.&#034 I do. &#034Now slowly press your cock into her asshole. I want to watch as your cock enters her ass for the first time.&#034 I start pressing my cock into Tricia's asshole. She winces from the pain but I continue. I can feel the tip of my cock's head start to enter her hole. I look down but Principal Collins head is the way. I press my cock further in. It feels like half the head is in now. Principal Collins spits onto my cock head. I press ...

... my cock still further in. The head is fully in Tricia's asshole. Principal Collins looks up and tells me “What a wonderful sight. The first time a young man's cock enters an asshole.&#034 He moves his head away and I look down. &#034Spit on your cock if you need more lubrication.&#034 he tells me. I slowly slide my cock all the way into Tricia's ass. I feel my balls touch the bottom of her pussy. &#034Brad, stay like that. I want to check that you are all the way in.&#034 Principal Collins tells me. First he presses down on Tricia's cheeks to get a better view. Next he moves behind me, leans over, puts his hand between my legs, and lifts my balls. &#034Push your cock in just a little more Brad.&#034 I push in more. My groin is pushed firmly against Tricia’s cheeks. &#034Good boy. You are all the way in. Now stay that way&#034. Principal Collins gets up and moves to the side. &#034Stay still you two. I want to burn this image into my mind. A young man with his cock in a young woman's ass for the first time. Too bad I don't have a camera.&#034 After a minute or so of watching us stay still Principal Collins says &#034Brad, pull your cock all the way out&#034. My cock comes out with a pop. Principal Collins reaches in between Tricia and I and puts a finger in her ass hole. He moves it around in a circle a few times before spitting in the gaping hole. &#034OK Brad, slide your cock back into her ass.&#034 I use my hand to guide my cock to her hole and press inward. It slides in ...