I'm a very lucky guy. I know that. A few years ago, my then-girlfriend, now-wife caught me jerking off with a pair of her dirty panties, and rather than being disgusted with my kink she actually became an enthusiastic participant. At first, she would leave particularly well-worn and fragrant panties out for me to find. Then she started to buy me worn panties from the internet and would either sit and watch me with them while she played with herself or ride me while I huffed some stranger's skivvies.
Her participation in my fetish went to a new level when she swiped a dirty pair of one of her best friend's panties during a girl's night. We already had a very good sex life prior to Riley discovering and then joining my fetish, but it just went to a whole other level since.
Over the next few years Riley would raid her friend's hampers when she visited their houses and bring home our next prize. Prior to her theft we would sit and talk about what we expected from the next targets dirty laundry. How would she smell? What was her style, would she be a basic cotton girl or wear a lot of high-end stuff?
Riley got so much more comfortable with what we were doing than I could have ever expected. She seemed to delight in the whole process, and she even took some pretty interesting steps to keep our gambit going. I nearly spat out my morning coffee one day when I saw that she Tweeted "I swear my washing machine or dryer is eating socks and underwear, but only mine. I guess Jake's are too big to fit through the trap door. Lucky me!" A few of her friends responded with things like "OMG, same!" without knowing that their missing unmentionables were actually tightly sealed in zip top bags in a box under our bed.
An added benefit to Riley and I sharing this fetish was that she became more open about some of her own deeply repressed kinks. Particularly, she wanted to experiment with public sex and very, very private non-consent role play. So, there was a period around our wedding when we were more focused on that than panty stuff.
During our combined bachelor/bachelorette weekend in New York we rendezvoused at The Battery close to midnight and she rode my cock on a bench a few feet from a WWII Memorial. A few people hurried by on foot or by bike and I was surprised how few even seemed to take notice. She got what she really wanted when a drunk sleeping on an opposite bench woke up and said quite loudly "yeah, get some!" Riley lowered her mouth to my ear and said "Let's give him a real show" before starting to wildly hop up and down on me. She came with a shudder when I told her that I was pretty sure I could see the guy jerking off.
A few months after the wedding I finally lived up to my promise to help her with her other deep, dark fantasy. I told her I was going out with friends, but I just drove around the corner and snuck into our basement. I turned off all the power to the house at the breaker and snuck up the steps as quietly as I could.
She was standing in the kitchen looking out at the neighbor's house to see if they still had power when I snuck up behind her and put my arm around her throat and a hand over her mouth. I dragged her to the living room and after I bent her over the couch, I bound her arms behind her back with my belt. She was breathing hard when I yanked her pajama bottoms and panties off and she tried to turn her head away from me as I shoved her panties in her mouth.
My only mistake was brushing the hair out of her eyes and mouthing "all good?" at her to which she responded with a scowl. I wasn't as committed as she wanted me to be, so to try and make it up to her I kicked her legs apart and roughly thrust my cock into her. As I pound her harder than I ever had before I called her a stupid little whore and said she must want this if she was stupid enough to leave a door unlocked while her husband was out.
Riley moaned through her panty stuffed mouth and was so wet that she kept pushing my cock out when her pussy clenched. So, I grabbed her by the hair, forced her on the ground and then came all over her face. She had let me come on her face before, but it was really her least favorite option. So I hoped it was a choice that would make up for me breaking character at the beginning.
I left her tied up on the couch while I cleaned up and went to get the car. When I came back in the front door she was still there, with her arms behind her back. As I freed her she looked up at me with the sweetest gaze that was totally incongruent with what we had just done... or what I had just done to her and how much she enjoyed it.
But through it all we were able to stay so open and honest with one another. Riley discovering a fetish that I had hidden for so long and being not only ok with it but joining in had unlocked something different for us. We were already on our way to getting engaged when she walked in on me sniffing her panties. But sharing our dirty sides with one another led to us being extremely open and trusting with one another.
So, I naturally trusted her implicitly when she suggested the next fantasy that she wanted to indulge in. I had told her that I liked the idea of watching her with another man, and she was certainly into that. But what she liked was the idea of catching me with another woman, an idea that she brought up again when a friend of Her's needed to stay with us while she looked for a new place following the end of a relationship.
Emily wasn't one of her regular "girl's night" friends from college. She and Riley had worked together at two different jobs and had a slightly different relationship as women who met as adults rather than in school. Riley had tried to integrate her into the girl's night crew, but Em felt out of place after the first get together and never went back.
"Its really no big deal Em, we have the extra space, and we aren't using it." Riley said for the millionth time as we carried some of Emily's things into the house. "Just make yourself at home. What's mine is yours!"
That first night when we went to bed, I was excited to ask Riley how long we needed to wait until we swiped a pair of Em's panties to play with, but Riley had other ideas entirely.
She explained to me that Emily hadn't had much sex in her relationship, which was one of the reasons they broke up. She told me that she had often told Emily vague stories about our sex life and some of our role play. I was nervous for a second, because we agreed not to share our kinks with anyone, but she assured me that it was all broad strokes and not specific.
"But Emily told me that one of her biggest fantasies was to be the 'other woman' and to be pursued." Riley whispered to me as we lay in bed, one door away from where Emily was sleeping. "She's always been a bit down on herself because she doesn't think she's desirable. But she has told me that she is turned on all the time. She just wants someone to want her."
"I understand that, but why 'the other woman?'" I asked.
"She said that it would be so hot for her if someone who already had a girl wanted her. That someone would risk the end of their relationship just to be with her." Riley answered.
"I can see that."
"Well, I told her we may be able to help her with it" Riley purred in my ear
"What?"
"Yeah. I told her that while she's staying here you're going to make a move on her and that its all cool."
"Wait! What?" I asked, my voice raising above sexy bedroom volume level.
"If you're into it, she's into it, and I'm definitely into it." Riley whispered back as if reminding me to keep quiet. "But my one caveat is I want to catch you. It would be so hot for me to walk in on you two."
Even after we had been together for years she still had the ability to both surprise me and make me diabolically horny.
For the next couple of weeks, I pretty openly flirted with Emily, often with Riley in the room. I would mention how good she looked or ask what the amazing perfume she was wearing was, and she seemed smitten. But she found an apartment much faster than Riley or I expected so Riley arranged a fake trip to visit her mom for a few days the weekend before Emily was due to move into her new place.
Friday night I opened a bottle of wine and I really tried putting the moves on Emily. It had been a few years since I last dated, but I was pretty confident in my skills. But Emily was seemingly having a hard time staying in character, which I understood from my roleplay with Riley. It was never hard for Riley, she could totally emerse herself in whatever role she was playing. There's a line in one of my favorite songs called "Gagged and Tied" that goes "it's not your style, I can see, you crack a smile" that was usually me.
When Emily got up to go to bed, I called after her. "Hey Em, sweet dreams." She looked back at me almost confused but certainly flustered. She opened her mouth like she was going to say something and then closed her eyes and shook her head before sprinting up the stairs.
I got a text from Riley asking how it was going and I let her know that it seemed like I struck out. She settled into a night at the cheap hotel out by the highway and I briefly considered just walking into Emily's room, but I thought better of it.
Emily didn't come down from her room until almost noon on Saturday. She said she had to finish packing, and while I was considering and then rejected making a joke about helping her with her box, she interrupted my deliberations.
"Hey Jake, I... I want you to know that I really appreciate what you and Rhy are doing for me here. She's super important to me and I wouldn't want to take advantage of her in any way. I don't have a lot of friends like her."
"I get it Em. Riley is absolutely one of a kind. She makes everyone around her feel better about themselves and she really wanted for all of this to be comfortable for you. I do too."
And with that Emily smiled and returned to her packing. I texted Riley that I didn't think it was going to happen but that I honestly couldn't read the room all that well. After a few minutes Riley texted back that Emily really did want to go through with it but that I just needed to keep at it.
I didn't see Emily much for the rest of the day. At some point she slipped out and I was pretty sure I had blown it, but I got a text from Riley that Emily was on her way back to the house and now was my chance. I looked outside and saw that she was getting out of a taxi rather than pulling up in her own car. She started walking up to the front door, and then turned back toward the taxi, but it was already pulling away. She looked conflicted.
When I heard the door close, I texted Riley that I thought it may actually happen and for her to be ready. I went downstairs and found Emily leaning against the front door.
"Hey, welcome back. I was just about to open a bottle of wine. You interested?"
