The minute he replies to Simon's text, Jon rushes to his closet, a big grin on his face. He picks the dildo in his collection that will best match the knickers he's planning on wearing for the video and drops it on his bed along with a bottle of lubricant. Next, he gets the knickers themselves out of the box that came this morning from Agent Provacateur, stripping down and sliding into them, eyeing himself in the mirror. They're sized big enough to keep his cock in with a hard-on, but he can still feel the strain of the fabric against the erection he's developed just thinking about filming himself for Simon. He takes the camera out of its box and screws it onto the tripod he bought for it, quickly flipping through the manual and setting it up to get a good view of the bed. He doesn't think the requested scene will be very conducive to holding the camera, but the lighting isn't bad in the room and he thinks Simon will be able to see well enough.
Once it's all set up, he gets his nipple clamps out of the drawer where they're living with Simon's cock ring, going ahead and putting them on his nipples with a little gasp before he turns the camera on and settles in on the bed, pillows propped behind him so that Simon can see his face.
"Um... hello, Sir," Jon says with a little smile. "I hope you can see okay." Blushing, he slips the knickers down his legs and spreads them, pouring some lube on his fingers and sliding them two at a time into his ass. He moans softly, giving it a few twists for Simon to see and then lubing up the pink dildo. "I thought... I thought you might like this one, because it matches the ribbons. I bought six pairs just for you online Friday," he adds, breaking off with a groan as he pushes it inside. It isn't the firmest of his dildos, but he doesn't have a proper plug, and once it's in it stays inside better than the others. Next he pulls the knickers back up, which help a little with keeping it in, and resumes his previous position, placing his hand over his cock and rubbing firmly as his eyes meet the camera, moaning as he imagines Simon sitting in London, hand on his cock. "Miss you so much, Sir. I can't stop thinking about you. Fuck, it's so good..." He alternates his pace, quick and slow, reaching up at intervals to flick the clips and crying out at the pain. He draws it out as long as he can, before he comes with a shout, the warm sticky fluid seeping through the gauzy fabric and onto his fingers. He takes a moment to catch his breath before raising his hand to his mouth, sucking on each one in turn. "Your baby boy loves you, Sir," he murmurs, shakily getting up and going to the camera, aiming it down and zooming in on the stain, whispering one last "love you" before turning it off.
Once the clips are off and the plug is out, Jon strips out of the stained lingerie and goes to his laptop, setting the camera to upload while he cleans his toy and sponges off himself. When he gets back to the bedroom, it's done, and he jots a quick e-mail.
I love you times a million. It sucks that you're not here, but I woke up and I thought "I have a Sir" and I felt happy because of that. It's so good to be under orders again. And your orders, specifically.
I have a dildo that vibrates. Just not a plug that's designed for staying in place on its own.
If napping were an Olympic sport, I'd have more medals than Michael Phelps.
I love you times a million and two, baby boy. I miss you, but knowing that you're thinking of me and that you're happy to have my orders helps a lot. Speaking of which...in the morning, I want you to get yourself hard and put your cock ring on, then go about your day. I want pictures by MMS every hour to prove that you're still hard - I know you'll obey me, of course, but I want pictures anyway. They will make me happy. You may come tomorrow night while we're on the phone together.
And you definitely need a plug. When you're here I'm going to take you and buy you the biggest one you can handle. Or maybe the next size up from that. *evil grin*
You'd better not be wanking without permission, boy. I have a long memory, and I wouldn't forget by the time you got here, believe me.
That said...if you were being a good boy and NOT wanking, you can. I want you to tell me everything you think of while you're doing it, though. And don't come until you've been wanking for at least ten minutes.
My mother loves to garden, so something gardening-related would be perfect. My father would enjoy some sort of liqueur, especially one that's good in tea or coffee.
It's um, probably good you replied so quickly, Sir, but I wasn't, I swear. I wasn't sure I could remember everything I thought about so I recorded an audio file for you. It's attached.
Attached File: babyboy.mp3
Um, hi Sir. Okay, I'm starting now.
Oh God... I, uh, I'm thinking of you sitting down in that chair in the room at the Establishment, and your legs spread wide and you're looking right at me. I'm... fuck, Sir, I'm imagining... this is hard... um, I'm imagining crawling up between your legs and begging...
...fuck, I... I'm just thinking about begging you to... to let me smell you, Sir, and touch you, and put my face up against your balls and...
...God, I love you so much. I need that, Sir, I need you to just hold my head up against you and be your boy and feel how you want me, and maybe I'd rub up against your leg and make a mess but I know you'd keep talking to me in that voice like you do, when you're all gruff because I know you want to come soon but you're waiting to draw things out, and fuck, it's so hot...
[pause, labored breathing]
...oh God, Sir, ten minutes is a long time, I... I wish you were here with me, controlling me. I think I could do anything when you're staring at me, your eyes all hot and dark and it's like you're promising me something with the way you look at me, I don't know, I just fall right under and it feels like the safest place in the world...
...I'm thinking... oh God, I'm thinking about... about you being here in my bed with me, and fucking me all night, like you said before, and sometimes we get so tired that you fall asleep still inside me for a few minutes, and I'm just so happy and warm and full of your cock and I just...
...fuck, Sir, I'm so close, oh fuck, two minutes, God, I want you so badly, Sir, I just want you holding me down and covering me up and all around me, I don't ever want to let go of you and, oh God, fuck, okay, I'm supposed to be telling you...okay, now I'm thinking about your dick down my throat, and um, you fucking my throat, kind of hard, so my eyes water up but I still want you, and my hands are behind my back and you tell me that I'm yours and you love me and I'm your sweet baby boy and...
...JesusfuckingChrist okay, okay, I can do this, um, you're holding me by the back of the neck, and I'm all plugged and clamped and full of your cock and... and maybe my nipples are a little red because you've been torturing them, and...
Thirty seconds, okay, I can do this, thirty seconds, and you're coming all over my face and my chest then and maybe you make me leave it there, no washing up, and then you wait till you're hard again and you come all over my face and my hair another time and again and again until... oh fuck, I can, I can....
That... [gasp]... that was ten minutes, Sir. [quietly] I love you.
Baby boy...I listened to that and I damn near came in my trousers. So of course, I had to go and take care of myself - while listening again. I have a feeling I'm going to wank more while we're apart than I have since i was a teenager.