Plug Date Stories

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Bar Fantasy

by CaliVal on May 15, 2019
Exhibitionist & Voyeur

I sit on my bed, with my makeup and hair just perfect. I know my dress is showing the just the right cleavage, and it is just barely covering my ass. Just like I know the guys like it. Reaching down I pick up my knee high boots and slide them on, thinking how hot it will be when they come off later tonight. I stand up and feel my plug tight in my ass. I know...

First Date Butt Plug Blues

by WinterSilvers on Mar 26, 2019
Anal

"No sandals, or flip flops. Put your hair in a ponytail." Was all that he would say when she asked about what to wear. She was told by her friend who had set them up that "He is weird, but worth it" so she wore Chuck's with her miniskirt. She put on the miniskirt to make herself feel sexy, she had been on blind dates before and knew how badly this one woul...

Finding the Perfect Fit Ch. 02

by GoodBiCuriosity on Oct 6, 2020
Toys & Masturbation

*All characters are over the age of 18. Any feedback is welcomed and if you want to chat, drop me an email.* The drive home was insane. I kept squirming in my seat trying to find the perfect position where the plug would stimulate me a little but not push me over the edge. With one hand on the wheel I used the other hand to pull out the dildo. It was still...

It Began One Quiet Sunday Night

by darkman27 on Sep 16, 2017
Toys & Masturbation

This is a true story that began in March 2003. I was at home surfing in the net. There is a free dating service with categorized personals. I was single and looking for company. In my area there were only 5 personals that had age match. I read the personals and replied two personals. Both my replies were quite long, but not too long. There was one normal loo...

The D/S Experience Ch. 06

by wizard666 on Apr 22, 2019
BDSM

Chapter Six: A Special Date It did not take long for Lori to settle in to her new routine. After signing the contract, she had new responsibilities and new expectation. Usually during the week, she spent most of her evenings at the condo downtown. That had already become routine in itself. However, now when she got home from work, she had a shower and eith...

Cucked by Princess

by Subboi23 on Mar 10, 2020
BDSM

i glance down at my phone, still nothing. i shift in my chair and feel the plug in my ass push in a little deeper. The resulting combination of pain and pleasure causes my cock to strain in its cage. One simple movement and now my ass and dick ache. Such is life when you are plugged and locked in chastity while the woman you worship and adore is out on a dat...

Date Night Pt. 01

by Analmatt on Sep 14, 2017
Erotic Couplings

We call it "date night", but what it really means is fuck like we're kid free. We had just dropped the kids off with their aunt and were headed home for date night. My wife's hand moved from its customary station on my mid-thigh to a point a bit higher, enough so to set my mind aflame with the possibilities of the evening. I gave her a quick glance before...

Let's Go to the Movies Pt. 01

by coquette_redux on Mar 2, 2020
BDSM

God, this plug is so fucking heavy. She shifted in her seat for the 300th time since climbing into the passenger seat. She'd already been wearing it for half an hour and she could only be grateful that he hadn't tasked her to do something like grocery shopping with the plug the plug in...again. But sitting on it for this long wasn't much more comfortable....

Your Command is My Wish

by KarennaC on Dec 24, 2019
BDSM

"So you think you want to submit to me?" Cale asked. I gripped the phone tightly. Could I be what he wanted? Did I dare to try? "Answer me," Cale said. I swallowed hard and softly replied, "Yes." "I didn't hear you. Do you want to submit to me?" "Yes." I was louder this time, given more confidence by having been able to answer once. "Then we'll find o...

Date Night

by kansaschristy on Sep 13, 2017
BDSM

I get a call from you late in the afternoon. You have arranged for the kids to sleep over with a sitter and we are going out for a nice date night. You've even picked up a new dress for me. I'm quite excited for dinner at a nice restaurant and take my time getting ready. You drop off the dress and pick up the kids so I can finish getting primped. The dress...