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#347671 - 08/28/09 12:12 AM
Awkward night with the boss....
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Roc
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Registered: 08/20/02
Posts: 3103
Loc: Dallas,TX USA , Planet Earth
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I know I should have probably put this into the community forum but chose masturbation instead because it was a story of something that happened to me and it involved jacking off and didn’t want it in community discussion
So... Please feel free to move it Pete, if you feel it’s in the wrong spot.
Anyway....
I have an awkward but fricking hot situation I was in recently. last week actually. I’ve been trying to let it go, but it keeps coming back into my head. I just finished a long week of travel with my boss. It was a very fun trip as we met with clients and eat out every night and drank way too much, but we closed the deal.
We shared a room [my boss and I] which isn’t too bad. He’s a few years younger than me and has a very nice build and body. Anyway, one night after dinner, we were just hanging out in the bar and he brought up the subject of gay sex and lifestyle. He asked a million honest questions and I answered them truthfully. They were just the typical questions for someone who was being curious.
On the way back to the room I told him to remind me to take my sleeping pill because when I drink I sometimes forget. Because of the big time changes I usually have trouble sleeping. He asked about those too. I offered him one as I told him that when they knock me out.. I’m out! You could scream at me and I wouldn’t wake up, I sleep like a rock for at least 7 hours. But I need it when I travel so I can get some sleep. My internal clock will really mess me up.
Anyway, we got back to the room we got ready for bed. We brushed our teeth and climbed into our separate beds, watching the TV. I must have fallen asleep but apparently I didn’t take my pill but was woken up. I swear I was dreaming. I was frozen with fear... My boss was on top of the covers jacking off aggressively and really into some kind of fantasy that involved someone fucking him hard because he kept saying shit like oh yeah. Fuck my ass! Harder! Tell me it’s #@#$# tight. I want you to fuck my ass hard and cum in my ass.
I laid there until he came and fell sleep but I couldn’t go back to sleep thinking about it for a log time. I quietly rubbed one out just thinking about what I had witnessed. I eventually fell back to sleep. I was awaken by the sound of him in the shower. I never mention it to him but I sure wanted to... I would love to see a repeat performance of that night again...but think about it all the time now. I find myself jacking off in the middle of the night thinking about it... I’m happily involved with my partner of 18 years and have never cheated and don’t plan to. We have a great sex life and I told him what happened when I got home and all he said was I don’t want you traveling with him anymore...
I know nothing will ever happen of it, but it was fucking hot watching him jack off and hearing him say that stuff...
I just wanted to share... that’s all
_________________________
-Roc-
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#347694 - 08/28/09 02:05 PM
Re: Awkward night with the boss....
[Re: Roc]
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*CR!*
Registered: 01/17/09
Posts: 373
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He asked a million honest questions and I answered them truthfully. They were just the typical questions for someone who was being curious.
I’ve wondered what gays think about being asked questions about being gay.
I sometimes take sleeping pills too and they knock me out in seconds. I’ve had to get a stranger dosage cus I started being able to fight the sleep even with them. The dosage the doc has me on now - there isn’t no fighting it. The problems with them is they get me to sleep but don’t last the night. If I haven’t had any flashbacks or night mares in a while I go to bed fine on my own it’s when I’ve had hard nights that I have to take them. Sometimes I take them when I’m to horny to sleep - but I’m not supposed to be taking them for that reason, I do tho.
I know I’d be freaked out to wake up with my boss (or anyone) jacking off. Male or female. I wouldn’t do anything but I know id be freaked out. I’d probly just lay there with my eyes wide open all night. There’d defiantly be no sleeping for me that night. I’d be too jumpy - and in defense mod.
On the flip side, I could possibly do something like what your boss did (in my sleep). I’ve done things similar to that in my sleep that happened to me (dream flashback). And I’ve done stuff in my sleep - like acted out dreams. My family have saw some of the times. It isn’t always sex crap. I hit, kick, run. Talk, sleep walk, whine, cry, scream… I have been told I even will sit up and have a conversation with my eyes wide open but I’m asleep. Oh and the conversation isn’t with the person in the room with me, it’s to who ever is in the dream / flashback (whatever I’m doing) that I’m talking too. The wired thing is all this shit and I wont wake up, but if a little noise or a door movement will wake me up faster than the door can open.
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#347705 - 08/28/09 08:31 PM
Re: Awkward night with the boss....
[Re: NtroducingMyself]
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Roc
Moderator
Registered: 08/20/02
Posts: 3103
Loc: Dallas,TX USA , Planet Earth
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MIne doesn't. He's pretty good looking. He looks like he could be a Corbin Fischer Man
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-Roc-
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#347706 - 08/28/09 08:33 PM
Re: Awkward night with the boss....
[Re: *CR!*]
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Roc
Moderator
Registered: 08/20/02
Posts: 3103
Loc: Dallas,TX USA , Planet Earth
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Calib,
I was scared shitless. You know what I mean? I was freaked out but turned on at the same time. It's hard to explain
_________________________
-Roc-
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#347709 - 08/28/09 09:55 PM
Re: Awkward night with the boss....
[Re: Roc]
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*CR!*
Registered: 01/17/09
Posts: 373
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i think i get it- it’s kinda like when i see porn.
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#347776 - 08/30/09 06:38 PM
Re: Awkward night with the boss....
[Re: Roc]
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Da Hawk
Registered: 09/05/08
Posts: 82
Loc: England
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Hey roc mate,
I think you have to ask yourself, do you really want to know if it did happen, and you have to consider if it didn't then that could make things quite awkward between you two. If you do really want to find out, like maybe your just curious then you could always try and hint towards it really slyly or just go straight out and ask him.
But if you do decide that you dont want to know, either because you wouldn't want to feel as though you had cheated on your partner or you think it would just be too awkward between you two then its probably best not too.
Though i can see why you felt really scarred about the whole thing. Hope it clears up for you!
Hawk
_________________________
Tony the tiger goes Rawrrr...
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#347778 - 08/30/09 06:55 PM
Re: Awkward night with the boss....
[Re: Da Hawk]
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Roc
Moderator
Registered: 08/20/02
Posts: 3103
Loc: Dallas,TX USA , Planet Earth
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Hey Hawk,
It does. after careful thought this las week, I think I will just leave well enough alone and leave the sleeping dog lie.
Thanks for your input
_________________________
-Roc-
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#347819 - 08/31/09 12:51 AM
Re: Awkward night with the boss....
[Re: Roc]
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Da Hawk
Registered: 09/05/08
Posts: 82
Loc: England
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Cheers Roc,
I know its not as good as your inputs but i tried hehe. But yeah i think thats probably best too matey.
Hawk
_________________________
Tony the tiger goes Rawrrr...
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#347829 - 08/31/09 10:07 AM
Re: Awkward night with the boss....
[Re: Roc]
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OldFolks
Tall and sexy member
Registered: 10/04/05
Posts: 4658
Loc: Just Beyond the Reach of Light
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MIne doesn't. He's pretty good looking. He looks like he could be a Corbin Fisher Man
Well there's nothing wrong with armature college guys... LoL 
_________________________
There is no punishment. There is no reward. There are only consequences.
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#347863 - 08/31/09 10:18 PM
Re: Awkward night with the boss....
[Re: Roc]
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Dauntless
new member
Registered: 10/11/06
Posts: 33
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You should have offered to help him a bit...a helping hand if you will. You know you want to!
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Moderator: Amanda, Amz, cenfath, ClassyBlackWoman, Ineligible, LoveBritish, NtroducingMyself, Roc, sdp, ~AngelWitch~
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