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Incident #4, part 9
I can’t say how often he had my wife; who knows? But it does appear pretty likely that during the school year he was having her pussy more than I was! I’d wish I could say that this guy’s cucking of me was the longest one I had to endure. Would it be more humiliating if it turned out there was someone who cucked me even longer? Maybe given the length of time and number of times I endured cuckolding it makes no difference. From what I know, though, he gets first place in the contest of who got his cock in my wife the most times. My inability to recognize much less do anything about the serious cucking I got from this guy is pretty embarrassing, but as I noted before the odd reality is that the humiliation is enormously arousing, not so much back when the suspicions arose, as now when I’ve forced myself to make an account of these humiliating incidents.

Incident #5, part 1
This last cucking I can’t place precisely in my time with her. She had told me about this middle-aged guy in her line of work who was a fixture at their business conferences. This was a guy of significant prestige among his business associates. But she said he had a reputation for hanging out in the hotel bar and either getting drunk or hitting on the younger women at the conference, apparently with some success. And she mentioned that a number of times that he had talked her up, too.

Incident #5, part 2
While I certainly think (as you can see from those photos I posted) that a guy might well be keen to put his cock in her, it is odd that she would be hanging out in the hotel bar, since she didn’t drink much. (Another warning sign I missed?) The guy was handsome enough, and she may have heard from other girls about his skills in bed. In the other times I got cuckolded (that I know about anyway) she seemed to be driven mostly by the opportunity to enjoy some guy thrusting his cock into her pussy. Here, however, this guy’s status in his profession I think was an additional incentive.

I should explain that my knowledge of this particular humiliation comes from a combination of her repeated hinting by mentioning how he kept hitting on her, and a description she gave me.

Incident #5, part 3.2
In a prelude to sex I asked her once to describe a fantasy of having someone fuck her. What I failed to realize in making that request is that she actually had very little in the way of sexual imagination. Since the “fantasy” she described lines up exactly with this guy (middle-aged, conference, bar, hotel) I think what she really described was the time this guy triumphed in his efforts to take her into his bed, and added another rack to my cuck crown.

So, she said this middle-aged guy was persistent in hitting on her in the bar, and she apparently decided why not. She agreed to go up to his room. She did not mention anything about the elevator ride up to his room, but presumably he started to kiss her and feel her up, because as she described it, he “practically had my clothes off before we got in the door of the room”.

Incident #5, part 3.3
Since conference hotel rooms are not very big, the undressing of her took place quickly on the way to the bed. She told me he first opened her jacket, blouse and bra up the front so he could fondle her breasts. By this time they were at the bed, onto which he pushed her back, and as she described it “he had my panties off in a flash.” The desire by this guy to start fucking my wife, and her willingness to take his cock was apparently so urgent that he began plowing her with her jacket, blouse, and bra still on, though fully opened. Fortunately (for her, not me) his lust for taking my wife did not interfere with the quality of his performance: making my even humiliation worse, she told me that “he fucked the hell out of me.”(!!)

It must have lasted some time, because she said that by the time he blew his load into her, her jacket, blouse and bra had long come off and she was under him taking his thrusts completely naked

Incident #5, part 4
After he had thoroughly fucked my wife in that first session, they lay together, she said with him continuing to kiss her breasts. She could of course have left at this point, but given what he had just done to her, why shouldn’t she wait around to see what comes next? And in short order she watched him begin to pop another erection (not unlike my own in trying to describe this cuckolding! I haven’t counted this description of his getting erect in my list of times she talked admiringly of some guy’s erection; do you think it counts?) In short order, fully erect, he rolled her over so she was face down on the bed, pushed her legs apart, and kneeling between her legs thrust his erection into her again. She never reported in her description of this whether she preferred taking his cock from the front or from behind.

Incident #5, part 5
The detail in which she described this double fucking, and the fact that this second position, face down and legs spread, is not one that she and I used, leads me to conclude that this was not some imagined fucking, but a fairly accurate description of yet another humiliating account of my being cucked. The detail in which she recounted this fucking sure suggests to me a description rather than fantasy made up on the fly. I should add that apart from her willingness to take another guy’s cock, (which she had shown multiple times before) she got a practical advantage out of being fucked by this guy. Though she never held a position under him (I mean employment, not lying beneath him with her legs spread open) he wrote her a recommendation which got her her first job, great bonus for her, just another humiliation for me.

Incident #5, part 6
This incident is the last where I can say I know of some guy being successful in taking his chance to have my wife. In fact, I don’t know of a case where some guy tried and didn’t get to enjoy her pussy. All together, I can’t avoid admitting to myself that over this time, I’d been made a thorough cuckold. The number of times, and how easy it seems to have been for them to pound my wife, is by itself humiliating but deeply arousing. Laying these out in descriptions, with the evidence, is challenging in admitting to myself the reality of these humiliations, but enormously increases the arousal. Admitting these humiliations openly to others even more so.