So… that happened… Megan’s thread

Roommate is coming over this weekend. Probably have to wait until Sat evening due to family commitments. I’m going to put him in satiny slitty sissy lingerie. I might share cocksucking duties with Sissy or just cheer her on. Sissy gets the first fuck and cum load. Roommate better pleasure me before we fuck. Then I might put him in a nightie and bring him to bed for the night. Sissy can sleep in her room.

We’ll see.
Be so fun to watch 2 sissies play!
 
Sounds like you have a great weekend cumming up. Bet Sissy is hot thinking about getting fucked.

This the first time Roomates's dressed up? How far do you think he'll go? Stockings and garter belt too?
He says he’s worn his sister’s panties before and masturbated in them but never worn more or with anyone. I’m going for panties, bra, garter belt and stockings for him.
 
Ohhhh, i like your choice of lingerie. Satin is so feminine. You certainly know how to treat him well.
And yes, there's a hint of jealousy there for me😅
Satin is the only way to go. Some people just love lace everything (skinny sluts) but I got hooked on the caress and look of satin when I first hit puberty and wanted to dress more mature. Luckily our mother indulged us with some fancy undies.
 
Maybe someday. Sissy is just experiencing her first few times with a real cock so I’m letting her enjoy it and focus on herself and all the sensations and feelings.
Makes sense, but be sure to keep a creampie in your pussy in the back of your mind; sissy needs to be trained to cleanup after your bull fucks you.
 
Saturday was a lot of fun. Roommate is a totally sissy even if he doesn’t know it yet. Even let me put him in skirt and blouse too. After discussion I ended up pounding Roommate’s sissy pussy with Goliath (I wouldn’t inflict Kong on anyone without lots of prep) while Hubby sucked Roommate’s cock. Hubby swallowed a big load of spermy cum. They switched positions so I was fucking Hubby while Roommate sucked him. After a break Roommate did fuck Hubby and cream in her pussy.

Sorry for not giving it the erotica touch but wanted to get something up for those waiting to see how it went.

Oh, and Roommate went home wearing panties, bra, thigh highs, garter belt under guy clothes. Heels, blouse and skirt were in his “gym bag”. Bitch owes me some clothes LOL… perfect reason to drag her shopping!
 
Saturday was a lot of fun. Roommate is a totally sissy even if he doesn’t know it yet. Even let me put him in skirt and blouse too. After discussion I ended up pounding Roommate’s sissy pussy with Goliath (I wouldn’t inflict Kong on anyone without lots of prep) while Hubby sucked Roommate’s cock. Hubby swallowed a big load of spermy cum. They switched positions so I was fucking Hubby while Roommate sucked him. After a break Roommate did fuck Hubby and cream in her pussy.

Sorry for not giving it the erotica touch but wanted to get something up for those waiting to see how it went.

Oh, and Roommate went home wearing panties, bra, thigh highs, garter belt under guy clothes. Heels, blouse and skirt were in his “gym bag”. Bitch owes me some clothes LOL… perfect reason to drag her shopping!
Sissy sounds hot. I may need to try.
 
Saturday was a lot of fun. Roommate is a totally sissy even if he doesn’t know it yet. Even let me put him in skirt and blouse too. After discussion I ended up pounding Roommate’s sissy pussy with Goliath (I wouldn’t inflict Kong on anyone without lots of prep) while Hubby sucked Roommate’s cock. Hubby swallowed a big load of spermy cum. They switched positions so I was fucking Hubby while Roommate sucked him. After a break Roommate did fuck Hubby and cream in her pussy.

Sorry for not giving it the erotica touch but wanted to get something up for those waiting to see how it went.

Oh, and Roommate went home wearing panties, bra, thigh highs, garter belt under guy clothes. Heels, blouse and skirt were in his “gym bag”. Bitch owes me some clothes LOL… perfect reason to drag her shopping!
Now that is a shopping trip I want to be on. We would need a moving van afterwards. I admit that I am giddy over all the cute panties we would buy and then try on for you.
 
Heidi and I took Hubby and Roommate on a shopping trip. Roommate was scared of being spotted so we went to a nearby large town with a couple good stores for women’s clothes and sexy lingerie. In each I explained openly and respectfully that we “four girls” were shopping for sexy undies and date outfits. One store was unfortunately run by a backward woman and it almost ruined the trip but the other two were welcoming (the last was enthusiastic to help Hubby and Roommate find the perfect sexy things). Roommate paid for it all (including replacing the clothes I’d given him). We all used the dressing rooms: Heidi shared with Hubby and I shared with Roommate. Made him lick my panties each time we went in. The gurls had to model their outfits for Heidi and I and Janine (the enthusiastic saleswoman). Bought blouse and skirt for both of them along with longline bras with matching panties (all satiny nylon).

Hubby was pleased to be out all together and very supportive of Roommate.

Last stop was at the Macy’s makeup counter. We stunned the teenage salesgirl when we asked her to put makeup on Roommate. The older saleswoman stepped in and went about it treating both sissies like women clients. Discussed shades and other preferences. Explained to the salesgirl how to cover the beard area (even though Roommate was close shaved), how to suggest more feminine features but never over do it. She explained that she had helped drag performers just starting out at different times, teaching them and helping them develop a look. Complimented Hubby on his bone structure and the makeup he already had on. Just did a little “flare” for him.

It was a wonderful day with almost nothing sexual. We had dinner out and then I went home with Heidi after dropping the others off.
 
Heidi and I took Hubby and Roommate on a shopping trip. Roommate was scared of being spotted so we went to a nearby large town with a couple good stores for women’s clothes and sexy lingerie. In each I explained openly and respectfully that we “four girls” were shopping for sexy undies and date outfits. One store was unfortunately run by a backward woman and it almost ruined the trip but the other two were welcoming (the last was enthusiastic to help Hubby and Roommate find the perfect sexy things). Roommate paid for it all (including replacing the clothes I’d given him). We all used the dressing rooms: Heidi shared with Hubby and I shared with Roommate. Made him lick my panties each time we went in. The gurls had to model their outfits for Heidi and I and Janine (the enthusiastic saleswoman). Bought blouse and skirt for both of them along with longline bras with matching panties (all satiny nylon).

Hubby was pleased to be out all together and very supportive of Roommate.

Last stop was at the Macy’s makeup counter. We stunned the teenage salesgirl when we asked her to put makeup on Roommate. The older saleswoman stepped in and went about it treating both sissies like women clients. Discussed shades and other preferences. Explained to the salesgirl how to cover the beard area (even though Roommate was close shaved), how to suggest more feminine features but never over do it. She explained that she had helped drag performers just starting out at different times, teaching them and helping them develop a look. Complimented Hubby on his bone structure and the makeup he already had on. Just did a little “flare” for him.

It was a wonderful day with almost nothing sexual. We had dinner out and then I went home with Heidi after dropping the others off.
So fun, aint it? My sissy showed me her nylons.........I wanna take her out and have her flash.


https://i.imgur.com/TzUcS8A.jpg
 
Heidi and I took Hubby and Roommate on a shopping trip. Roommate was scared of being spotted so we went to a nearby large town with a couple good stores for women’s clothes and sexy lingerie. In each I explained openly and respectfully that we “four girls” were shopping for sexy undies and date outfits. One store was unfortunately run by a backward woman and it almost ruined the trip but the other two were welcoming (the last was enthusiastic to help Hubby and Roommate find the perfect sexy things). Roommate paid for it all (including replacing the clothes I’d given him). We all used the dressing rooms: Heidi shared with Hubby and I shared with Roommate. Made him lick my panties each time we went in. The gurls had to model their outfits for Heidi and I and Janine (the enthusiastic saleswoman). Bought blouse and skirt for both of them along with longline bras with matching panties (all satiny nylon).

Hubby was pleased to be out all together and very supportive of Roommate.

Last stop was at the Macy’s makeup counter. We stunned the teenage salesgirl when we asked her to put makeup on Roommate. The older saleswoman stepped in and went about it treating both sissies like women clients. Discussed shades and other preferences. Explained to the salesgirl how to cover the beard area (even though Roommate was close shaved), how to suggest more feminine features but never over do it. She explained that she had helped drag performers just starting out at different times, teaching them and helping them develop a look. Complimented Hubby on his bone structure and the makeup he already had on. Just did a little “flare” for him.

It was a wonderful day with almost nothing sexual. We had dinner out and then I went home with Heidi after dropping the others off.
Imagine how hot it will be when Sissy and Roommate fuck in their new outfits!
 
Been a quiet couple weeks until this evening. Whew… so waiter took me out to dinner (he fucked me in the men’s bathroom in one of two stalls, other men came in to use the urinals while he was slapping against my ass, his cock all the way in me). Then the movies (Captain America, kissing and petting through most of it and then I sucked him off in the theater). Then back to my house. Lubed up and took my ass for what had to be an hour. Fuck I lost count of my orgasms. Waiter went home and Sissy got under the covers to clean me up and swallow my bull’s cum, nearly made me cum again. Fuck it was a marathon but I needed it. I am sore and tired but still thrumming…. Thank God my husband asked me to fuck other men.
 
Been a quiet couple weeks until this evening. Whew… so waiter took me out to dinner (he fucked me in the men’s bathroom in one of two stalls, other men came in to use the urinals while he was slapping against my ass, his cock all the way in me). Then the movies (Captain America, kissing and petting through most of it and then I sucked him off in the theater). Then back to my house. Lubed up and took my ass for what had to be an hour. Fuck I lost count of my orgasms. Waiter went home and Sissy got under the covers to clean me up and swallow my bull’s cum, nearly made me cum again. Fuck it was a marathon but I needed it. I am sore and tired but still thrumming…. Thank God my husband asked me to fuck other men.
You are the most fantastic wife ever☆☆☆☆☆
 
Gulp… so do I… need to find someone who can take me there, total loss of control, without being a macho dominating all about him ass about it. Maybe I need another woman to domme me…
I’d love to give you what you need, an overload of orgasms that you can do nothing to stop until you’re fully spent.
 
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