Page 21 of Loving Jamie
“Stop thinking so hard and get out of your head. Tell me what you need from me.”
I swallow down the spit that is filling my mouth and say, “I need you to tell me what to do. Guide me. Please.”
“Good boy.” He says.
Even though I'm not the one who is usually being praised, I can't say I hate it when he does it.
“Are you still with me, Justin?”
I clear my throat a few times before answering, “Yeah. Yeah, I'm here.”
“Great. Now, before we do this, you need to promise me that you will use your safe words if need be.”
Again, I nod my head and say, “Yes, I will use them if I need to. But what do I call you? I’m not calling you Sir or Daddy.”
He snorts his reply, “Who knew you were such a brat? But no, you can call me by my name, even so, whilst we are doing this you're not going to need to talk. I want you to be relaxed and turn your brain off for a bit. Can you do that for me?”
No,I think to myself, but I tell him,“Yes, I can do that.”
“Ok. Now I want you to get comfortable, grab your lube and add a load of it to your hand, and start stroking your cock. Get yourself hard again.” I do as he says and slick myself up and start pumping my hand. “Good, you're doing good. Just relax and listen to my voice. Imagine it's like I'm sitting on the bed next to you. I'm watching you jerk your cock.”
The moan rumbles from deep inside my chest. We haven't played together yet, but it's easy to picture him sitting next to me, watching me.
“Fuck. I can hear you. Your groans and the sound of you beating your cock is making me hard. Now start stroking along your taint, not too soft but not too hard.” I do as he says, and the pressure feels good.
“Keep your eyes closed, but instead of me being alone with you in your bedroom, imagine Jamie is there with us. We’re both there watching you jerk your length and stroking the skin above your hole. We love it, Justin. We love watching you play with yourself.”
“Uh God. Fuck.” The fantasy is playing so clearly in my head, I can picture them both sitting on the bed next to me. I imagine Jamie’s face being red and flushed like it does when he gets turned on. I imagine William’s dark eyes watching my every movement.
“Keep going Justin, we’re enjoying watching you, but we want more. Slip your pointer finger inside your hole.”
I don’t think, I just do it. I'm so turned on that I don’t mind the small bite of pain as I push my finger all the way in.
“AH Fucking hell that feels good.” My voice is loud, but I don’t care.
“Good. I’m glad it feels good. Grab hold of your cock and stroke it whilst you thrust your finger inside yourself.” He tells me.
I grab hold of my cock and set a slow pace of fingering and jerking; the feeling is nice but I need more.
William must know this because he says, “When you're ready, I want you to pull your finger out and add a bit more lube.” I imminently remove my finger and cover it in the gel.
William hums and says, “I heard the bottle lid, so I'm guessing you’re adding more lube. When you’re ready, slowly push your two fingers inside.” I do as he says and my fingers slip inside my body easily.
I knew they would fit. I've done this to other people so I know how to finger someone, but it makes me feel so much better that he’s here to guide me through this.
When I have my two fingers inside, I grab hold of my cock again and start stroking. It feels good, but I know what would make it feel even better and apparently so does William because he says, “In a few seconds, I want you to curl your fingers and stroke your prostate. If you feel the need to cum, then just do it. Relax and let it happen.”
I spread my legs wider and turn my wrist so I can get my fingers deeper inside. I'm stroking my cock fast and as soon as I curl my fingers and stroke my prostate, my orgasm barrels through me.
“Fuck I’m coming!” My orgasm lasts a few seconds longer than it usually does and there is a lot more cum. My hand is covered and my chest is painted with ropes of the stuff.
When it's over, I'm struggling to catch my breath and I can hear William’s muffled voice coming from my phone. I pick it up and place it next to my ear. “Hi, yeah, sorry, I dropped my phone.” I tell him.
“How was that? Are you feeling ok?” He asks.
“That was amazing. I'm a mess, so I need to go and get cleaned up.” I tell him.
He laughs quietly before he says, “Ok, that’s fine, I’ll text you tomorrow?”