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Approximate Running Time: 01:18:13
Released: 2001
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Jan has a new video husband! They've been married a very short time, when she arrives home early from work one day and walks in on Gregory! Jan is shocked, to say the least, to find Gregory dressed in a bustier, g-string, nylon stockings, high heel pumps and a wig! Oh, my goodness!

Jan had no idea that Greg was into wearing feminine attire! She can't help but laugh at first, then she is angry he kept this side of himself a secret. What has she gotten herself into now! Another husband who wants her to be in control, no doubt. Well, a part of Jan is furious for the deception, but another part is relieved that she now has total control over Greg. Yes, indeed, she will put this information to good use and blackmail Gregory into giving her what she really wants!

Greg's first reaction was embarrassment and humiliation but, now Jan has really given him a reason to be concerned. What would his co-workers think or worse yet his mother!?! Jan was teasing him at first but now she sees an opportunity to really manipulate him. Jan now understands why Greg is such a lousy lover! He really isn't MAN enough to please a woman because he likes feeling feminine and sexy and desirable...just like a woman does! This is Jan's chance to get what she really wants...a nice hard black cock and Greg is going to help her fulfill her needs! She tells Greg that if he wants to keep this secret from his friends and family he will do as he is told.

For starters he is to call an old friend of hers and ask him to come over and fuck his wife, Jan, because he is not man enough to do it. Greg informs Jan that her friend has another engagement and can't make it, but, Jan won't accept this and tells Greg he had better do whatever it takes to convince Larry to come over to fuck her. Gregory is made to beg and plead to Larry to come over and fuck Jan, that she is in great need of a real man. Larry finally agrees to come over. While they are waiting Jan informs Greg that he is going to wear a maid's outfit and serve them wine and whatever else they want. When Larry arrives Greg is made to answer the door in his maid outfit, Larry is shocked to see a man dressed like this and Greg is shocked to see that Larry is black! Oh, this is going to be a great night!!!!

Jan introduces her pussyboy husband to Larry and she and Larry have a good laugh about Gregory's little fetish. But, Jan points out that this will work to their benefit and demonstrates by telling Greg to serve them wine and to sit down and watch a real man at work. Jan and Larry get re-acquainted, kissing and fondling. Greg begs Jan not to do this and if she won't stop he doesn't want to watch. Jan puts him in his place and tells him to go to the bedroom and turn down the covers so she and Larry can make love. Gregory does as he is told, turning down the covers and sitting in a chair next to the bed to watch Jan enjoy this black cock. Gregory is whiny and wimpy but Jan threatens him repeatedly of revealing his secret and he obeys his wife like a good little cuckold husband should.

Jan and Larry make fun of Greg and verbally humiliate him. Jan is getting tired of this little scenario and decides that she is ready to concentrate on Larry and what he has to offer. Jan undresses Larry, throwing the clothes at Greg to fold. Jan undresses and makes him fold her clothes too. Greg admires Jan's taste in clothing and dreams of wearing the sexy things she does, but of course he will never look like Jan, after all he is just a man. Jan teases Greg about Larry's long cock and Greg comments about how huge it is! Jan wants to humiliate Greg further so she makes him kiss ass, hers and Larry's, literally! Greg does as he is told and licks and kisses Larry's ass and ass hole, after all, he is just a wimpy, cuckold husband who can't please his own wife. Maybe if he does all the things Jan tells him to do, that will make up for his shortcomings in the bedroom. Jan wants to make sure Greg understands how much she needs this black cock and she'll do whatever it takes to get it, even blackmail.

Jan is feeling very wicked tonight and since Greg wants to dress like a woman, maybe he would like to be treated like a woman, how about you suck some cock, Greg. Jan teases him about sucking that big black cock, making it hard so she can enjoy it. Greg doesn't want to suck cock, but Jan has the power to control him and he can't refuse without risking everything. Greg understands this and reluctantly licks Larry's cock...That's not good enough Greg, suck that fucking cock! Jan demands and shoves cock into his mouth and down his throat making him gag. Suck it, Suck it!! Jan is laughing the whole time and to humiliate him further she makes Greg take off the maid outfit and show Larry the cute bustier and stocking outfit on underneath! Oh, man, what a hoot this is!

Well, Jan is ready to fuck and Greg is hogging up all the cock! Jan and Larry get on the bed and enjoy some oral play while Greg is made to watch. Then they get into some hot fucking, Jan commenting on how great a lover Larry is and how much she loves his cock. When Larry busts his nut, Greg is shocked that Jan let him cum inside her like that! Jan tells him not to worry that she has a way to get it all out. She makes Greg come over and lick her cunt clean. The cum is dripping and oozing out and he is hesitant about licking another man's cum out of her cunt, but Jan is persistent and tells him to lick up every drop, then she makes him lick Larry's cock clean too! How does Jan get herself into these situations!? Oh, well, she has a knack for seeing the bright side of things and shedding a little light on the situation. Boy, Greg you married a real gem! This is by far the best cuckold video Jan has delivered, yet!
  • Scene 1 - 33 mins 59 secs


     
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  • Scene 2 - 29 mins 55 secs


     
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  • Scene 3 - 13 mins 45 secs


     
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Cast & Stars: New Cross Dressing Cuckold Husband

Stars: Jan B., Gregory, Larry (i)
Director: Mike B.


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