Caught 171

When she caught me at work, I realized I was stuck. Lose my job, or do as she said: "If you don't want me to tell anyone, you need to get on your knees and make me cum. Maybe I'll let you fuck me too." Kim was older, a grandmother, but still kept herself in shape -- and you could tell she had her wilder days.

I paused a moment, and was surprised to hear myself say "How about if we raise the ante a little?"

She looked at me with a questioning expression.

"Let's not risk getting caught here. Do you live alone?... Ok, then here is my offer: I'll run home on my way to your house, get cleaned up and pick up a few 'supplies'. After that, I'll head your way, walk into your bedroom, and tie myself to your bed for your pleasure. You can have complete control for the evening."

She stared at me hard for a moment, obviously enticed, and then said, "Complete control -- what can't I do?"

"Most anything is ok -- No permanent marks, no bodily fluids, no guys, I am not into pain... other than that you can test the limits. I'd recommend you leave when I get there, have a few drinks, and come back at your leisure. I'll text when ready, and you can leave me to wait as long as you want."

She stared at me for a moment, and then said "Go now. See you in two hours, don't be late."

I drove home wondering what I got myself into. Quickly I hopped in the shower, shaved my genitals and ass clean, gave myself an enema, and grabbed my bag. Before I knew it, she was letting me in her front door. I could tell that she, too, had cleaned up after coming home.

"I am going out, my bedroom is down there. I've left you a few surprises."

I walked to the end of the hall to see a king size, four poster bed. In the middle of the bed there was a note and lingerie that she clearly hadn't worn in a while. All the note said was "Wear this."

I quickly set up straps on each corner of the bed, at the top, and in the middle; and, then I set out the toys I brought with me for her to play with on a table near the bed. I stripped down out of my clothes and pulled out the lingerie. Stockings with a garter belt, thong panties, and a camisole top with a small mini skirt. I placed cuff restraints on my ankles and wrists and reached for my remote anal toy and connected it to the phone. I inserted it, climbed on the bed, and texted her:

"I will be ready for you in around 10 minutes. If you download the app below and connect to Max, you can control a toy that is inserted in me. I will keep one hand free to approve your request, and then will be fully restrained." After a few minutes, I see the request, approve it, and complete my restraints. I am now waiting for her, wearing her lingerie, with a vibrating plug in my ass. I am face down, blindfolded, my legs pulled wide, arms pulled tight above my head. I've used two straps to pull the thong tight and keep the plug in place. Between my legs are a paddle and a whip, with assorted toys on the table next to me.

I wait, and feel the plug kick in for the first time. She goes hard out the gate for several minutes, and then drops off. After teasing me for a while, she seems to shift into a preprogrammed pattern that shifts from high to low and between the two vibrators at intervals. I begin to struggle a little bit as I get erect but have no release. As I move, the straps pull the plug back inside of me.

After what seems like an hour, I hear the door open and footsteps. Soon, I can hear her chuckle a little from the doorway. All of a sudden, the plug's vibrations go to the maximum and as I jerk up she laughs out loud, and follows it up by pulling the short skirt up and paddling my ass cheeks until they are red. She stops for a moment, and I can feel the redness and swelling as the ceiling fan blows over me.

"We have quite a collection here, I think I'll be occupied for quite a while. But first, I need some attention."

I feel her climb up on the bed, she loosens the restraints on my wrists, spreads my elbows, and then sits between my arms so she can slide her pussy into my face. I immediately begin to tongue her freshly shaved lips and can taste how wet she already is. It was then that I realized she was not alone, as a second pair of hands began to pull the thong aside. As I lifted up my head, she pulled me back down into her and said "you didn't think I could keep this opportunity from my girlfriend, do you? Let's let Judy play."

Her girlfriend pulled the plug out of me and set it aside. Soon I felt something else against my bottom as another plug entered me, larger than the last. It was roughly thrust in me as she began fucking my ass with it. With my face buried in a pussy and my legs tied apart, I could do nothing but take it. Soon, she pulled that out and began working in another, larger plug. This time, after a few strokes, she pushed it all the way in and slipped the thong over it to hold it in place. Laughing, she grabbed my small whip and began to make my ass red again.

By now, Kim was beginning to feel the effects of my tongue and pulled me into her as she came hard. After a moment of rest, she slipped away from me and stepped off the bed. I heard the two of them walking away into the other room as vibration kicked in for the butt plug. After a few moments, they walked back in whispering to each other and I could hear the clinking of ice in glasses from freshened drinks. The restraints on my legs were loosened a little bit, and I heard Velcro straps being tightened.

Suddenly I felt a gag being inserted in my mouth (I didn't bring that?) and tightened around my head as Judy said "We don't need to listen to your little bitch screams." Someone straddled my back, and I could feel her wet, shaved pussy. The other climbed on the bed between my legs and started to pull me toward her a little bit, and I felt the thong being cut and pulled away. As Kim on my back spread my ass cheeks with her fingers, Judy pulled the plug out of my bottom. I could feel her move forward a little, and the tip of a dildo pressed against my hole. She shifted her legs over mine and leaned forward to thrust the dildo into me from the strap-on.

Fortunately, the other plugs got me ready for her because she didn't pause at all and drove the strap-on to the hilt. I could feel her pressing against my cheeks, a vibrator humming against her inside the straps. As Kim slapped my ass and covered my back with her juices, Judy began driving in and out of me, harder and harder as the vibrations began to get her closer to orgasm. Finally, she thrust hard into me one final time and orgasmed hard in the strap-on, quivering the dildo inside me as she came.

They both climbed off me, pulling the strap-on out. I felt my legs restraints tighten again, and they walked out of the room leaving me smelling of sex with my legs and butt cheeks spread wide.

After what seemed like a half hour, my host walked back in, unclipped my legs and wrists, and told me I could take five minutes to clean up, but she expected me on the bed quickly with my arms back behind my head, face up with the blindfold and gag still on, and with my legs tied wide apart. I complied and got back into position.

I listened to ice cubes clinking in the other room as the girls spoke, and it sounded like one took a shower. I may have drifted off a little when I felt a hand pinch my nipples and the camisole top pulled over my head and left at my wrist cuffs. Before I could move much more, the gag was removed from my mouth and it was immediately replaced with Judy's pussy as she straddled my face. After a few moments, she turned around to face away from me and pushed her ass in my face, forcing me to lick her hole as well as her pussy as she began to stroke me and give me a slow blow job.

"Getting started without me, hmm... " said Kim as she walked in. She too, climbed on the bed, and began to lick my dick with her friend. In no time I was erect, and they took turns teasing me. Again, a plug was placed in my ass and vibration turned on, but they were clearly focused on other things. They exchanged places so my tongue could work on them both, and I felt them placing a ring around the base of my balls. They exchanged places one more time, and Kim slid my dick inside her and started to ride me. After all this time, I felt like I was going to burst but the cock ring kept me contained. They both began using wands to bring themselves to their peak, and shortly both came together on top of me. This was too much and I came too, filling her up.

They both climbed off once again and loosened my restraints. As my host walked out and closed the door, she said simply "There are towels in the shower, take a moment to refresh yourself -- the 'evening' isn't over...."

I untied myself, stretched a little, and took a shower. Feeling clean, but a little tired I walked back into the bedroom and saw a note from Kim: "I think we can both agree we aren't done yet. Go home, rest, and be back tomorrow at noon. I'll text additional instructions in the morning."

Saturday

Saturday morning I woke to a text message on my phone. It said "There is a package on your front door. Open it and do as it says." I grabbed the package and opened the envelope on top. The instructions were very clear:

You are to be at the house by noon today, no sooner, no later. I expect you clean (inside and out), shaved from the waist down, and to be wearing everything in this box. When you walk in, strip off any outside clothes you have on, fold them neatly by the door, and follow the instructions on the table. There is a key to the front door in the box.

I opened the box, and along with the key saw an assortment of lingerie, a cock ring, and butt plug along with leather wrist and ankle restraints. It was 10:00, so I jumped in the shower and got started. After cleaning up the last bit of hair on my legs, I grabbed the lingerie and looked at the clock. Only 30 minutes before I had to leave. I pulled on the thong and open crotch pantyhose and then put on the ankle and wrist restraints (and locked them on). I pulled out the plug and cock ring (both by Lovense), turned them on, and slipped them on and in, before throwing on some jeans and a long sleeve shirt and heading down to the car.

A few minutes later, I was at the door -- safely 5 minutes early. I unlocked it and went inside, stripped off the clothes and folded them as instructed, and walked up to the instructions on the table. Walking to the table, I noticed a bondage bench in the middle of the living room. Ironically, the same time I noticed it, the plug kicked into action and almost immediately was full strength. I almost slipped with the surprise, but grabbed the instructions and read them:

Put on this gag, blindfold, and mini-skirt, and lock and strap yourself to the bench.

The cock ring began to vibrate as well, and I could tell the girls were having fun disrupting me trying to get in position. I stepped up on the bench and got on my knees. The bench was designed to spread my legs apart, so I first strapped my legs down at the knees, then reached back and locked the ankles to the D-Rings in the bench. I put the gag in and locked it in place, then leaned forward over the bench. After locating the D-rings for my wrists, I pulled the blindfold down and locked myself in. With no idea when they would be back, I waited for my tormentors as they played with the toys for a little while, and then placed them on a program that kept the vibration low except for occasional spurts.

As I was waiting, I assessed how helpless I was in my position on the bench: Bent over away from the door, my legs and ankles locked spread apart giving anyone walking in a perfect view of my vulnerability. My chest was pulled down onto a pad that was short enough for anyone to have access to my dick or head if they desired, with a pad forming a small chair in front of me. The locking positions for my wrists were such that it pulled me down onto the pad. Fortunately, my knees, elbows, and body were on comfortable pads, so I could be in this position for a while.

And I was. I could tell that they enjoyed playing with the remotes from time to time as one or both of the toys would kick in for a while before being turned over to a program again. At times the cock ring would go hard for long enough I would expect to cum, but then it would settle down again and return to a program.

It felt like more than an hour before I heard some noise behind me at the door. As I heard it swing open, it was accompanied by giggling from several women as I heard Kim say "I told you girls -- he'll be here waiting just like we asked." I heard the footsteps of several women come through the door and wondered how many were here as I listened to the cross chatter.

I became focused again as both vibrators kicked into high gear together and were followed by several smacks on my ass with a paddle as they lifted the skirt up and pulled the thong down as far as they could. Someone, probably Kim or Judy, tightened each restraint to make sure I wasn't going anywhere, and I felt my ankles and knees go a bit wider as she adjusted the bench. Someone sat on the chair in front of my face, pushed my gag down, and pulled me into their shaved pussy.

It seemed everyone took their turns with the paddle or their hands until my cheeks were red hot and sensitive. The plug was pulled out of me, and I felt a wash cloth wipe me down. As the cock ring went on a slow vibrate, I felt someone begin to tongue my hole as two others began to lick my balls and dick. I got hard instantly and was reminded of my duties in front of me as I lost focus momentarily. The women behind me continued teasing with their tongues, bringing me to the edge several times before stopping as I, too, was using my tongue to satisfy the pussy in front of me. It appeared that someone else was playing with the woman at my head as a wand was brought close to my face as she began to writhe with pleasure.

As she climbed off, I wondered what was to come next as I heard whispering, some Velcro and snaps, but otherwise silence. I could hear the seat in front of me get adjusted, and then an ass was pushed in my face with a simple instruction "Lick it, bitch!" As I began to tongue her, I could hear and feel vibration as she was clearly wanding herself too. For the first time, I heard a voice I recognized, Kim, as she said "Ok girls, let me demonstrate for you." I felt her behind me spreading my cheeks, followed by a strapon penetrating me.

Kim slowly drove the dildo into me until I could feel her legs against my cheeks and the vibration in the strapon harness. As I continued worshiping the ass in front of me, Kim began to pick up the pace in my own ass. I could tell the vibration and motion were getting to her too, and she drove the strapon in deep as she came in the harness. As she was pulling out, the woman in front of me came as well.

There was a momentary silence as these two finished, and I wondered what would come next. I didn't have to wonder long, as one of the ladies joked "Let's spit roast him!" I heard straps coming together, and my head was pulled up as a dildo was stuffed in my mouth and ass at the same time. The woman behind me laughed as she spanked me and fucked me, but started to pay a bit more attention as the vibrations from her harness started to do their job. As I did my best not to gag on the strapon in my mouth, the woman behind me came and soon I was left alone again.

I remained there feeling used, but still excited. Not sure what would come next. At this point I've heard six different voices, but I was still not sure how many women were there. I heard some furniture moving around, then felt hands unlock my restraints and, holding me tightly, they pushed me down on the carpet and had me lie down on my back. My hands were locked back behind my head back to the bench behind me, and my legs were spread and tied wide, I assume to other furniture.

I felt someone climb on top of me, and they lowered themselves on top of my face. Tired as I was, I began tonguing them again as they rubbed their pussy and ass on my face from this more dominant position. Two, maybe three mouths began to lick my balls and shaft and I was hard almost immediately. After playing with me for a few minutes, the woman climbed off my face and onto my dick -- riding me until we both came.

As we finished, I heard the other women talking and gathering their stuff -- thanking Kim for a good time and laughing about the day. After they all left, Kim unlocked me and said "We're even, but you better come quick if we need you again." She left me in the living room as she headed off to take a shower.