– Conference

A Day in My Life 2 - Conference

This follows "A Day in My Life." While reading that helps to understand the main character, some of the references and nuances, this story can hopefully be enjoyed on its own.

As I drove to the conference, my longing for being back with my Mistress changed as I got hornier and hornier. The fact that the chastity belt kept me from touching myself made it worse, and the car had a slight vibration that seemed to go straight to my cunt. I could feel the towel that I was sitting on getting wetter and wetter. I stopped for gas and while I was bent over changing the towel in my seat, I heard a wolf whistle behind me. I had forgotten that in my very short skirt, bending over put everything on display: my chastity belt, and my naked my ass.

I looked over my shoulder to see who I had flashed and immediately my entire body blushed, it was Harold, one of the senior attorneys I knew well, and that was surely heading for the same conference. My instinct was to jump in my car and flee, but that seemed pointless. I stood, smoothed my skirt and turned to see him walking over. Even as a lesbian serving a Mistress, some guys just have the look and the bearing that still gets to me. My cunt still remembers what a cock can feel like, especially when by Mistress's choice, I haven't had an orgasm in over a month.

We chatted for a bit, why Mistress wasn't coming to the conference, how my big trial went that week. He agreed with Mistress that some of the sessions could better be a short PowerPoint, and he shared my feeling about the unpredictability of a certain judge. I caught him more than once noticing what I knew were my very erect nipples. I'm pretty sure he caught me at least once checking out the bulge in his slacks. I excused myself to go use the restroom to relieve myself and to dry off my very wet thighs. I missed not being able to wipe myself after peeing with my fingers and edge to the brink of orgasm, damn belt.

He was already gone by the time I came back out. I finished changing the towel I was sitting on, keeping an eye out for anyone behind me. As I drove towards the conference all I could think about was what he saw and that very noticeable bulge in his pants. The result was my nipples became so rigid and erect they actually ached.

Reaching the conference hotel, I switched out of my driving shoes to my heels in the car. Walking through the lobby of the conference hotel, I was very self conscious of my rigid nipples trying to poke holes in my thin tight polo shirt. Naturally the lobby was packed, and it seemed that I knew half the people there, and they all wanted to say "Hi" and ask about Mistress. I managed to get checked in and escape, at least momentarily to my room. I unpacked my suitcase, hanging the suit and blouses up in the closet to let the wrinkles fall out. I also discovered two small boxes that Mistress had packed. One was a rather large metal butt plug, Mistress had marked, "for the sessions," and a slightly smaller remote control plug marked, "for the banquet." The chastity belt had a rather large opening to allow for bowel movements, and I had no doubt that either one of the plugs would fit in that opening. Mistress often has my ass plugged during the day, but due to the security scanners at the courthouse they are smaller silicone ones that don't set off the scanner.

A cold washcloth cleaned up my thighs and brought my nipples back under control. The only thing on the conference schedule that day was a social hour. Dinner was on your own. I knew that Mistress expected me to be at the social hour. This conference is aimed at our specialty and is a good place to meet firms outside our immediate area who might refer potential clients to us, and some of our local regional clients often need a firm elsewhere in the region. So, I ran a brush through my hair, touched up my red lipstick, grabbed a handful of business cards and headed for the hall where the social was being held.

As soon as I entered the room I ran into Harold and his two associates, the Jones, two twin brothers. I had gone to school with both. Both are gay, though Thomas is somewhat bi. He proved to one of my sorority sisters at a college mixer that he may be gay, but an ass is an ass, and a throat is a throat. Harold thanked me for my show which he stated, "it was the highlight of my day." He did ask about that silver thing between my butt cheeks but seemed to accept my claim that it was just underwear that had crept up into my crack.

I may have mixed feelings about Mistress's insistence that I dress and do make up on the slutty side, but it is quite useful in getting men to talk to me at events like this one. I traded business cards with gentlemen from six other similar firms in our region. I do think it would help them remember who the card is from if I wrote "tits" on the card.

I met Sylvia, an attorney from an adjacent town, a former lifestyle partner of Mistress. I have assumed that part of the breakup was because Sylvia was not only bi but seemed to prefer men. The six foot tall well built hunk obviously with her kind of reinforced that image. I deal with her regularly, she tends to represent the other party in a fair number of cases, but our relationship has always been cordial, if not friendly. She was chatting with a group of young male conference attendees. As soon as she saw me she excused herself from the group and grabbed my arm. "We need to talk, let's do dinner," was her greeting. She led me out of the hall, her hunk companion, Frank, trailing behind.

There was a very nice upscale restaurant about a block from the hotel that she led us to. We chatted along the way, she wanted to know how Mistress was doing. She also congratulated me on the way I presented my case that week. I was a bit surprised when she asked the hostess for a more private booth and was a bit shocked when she sat her companion and I together on one side of the booth.

We ordered drinks, double bourbons for her and I, an iced tea for her companion. We were chatting about the conference when she suddenly asked me, "Does Sheryl still put you in chastity when you are out of town without her?"

I was shocked, I blushed and gave a side look at her companion sitting next to me who didn't seem to react to the question at all. I managed to answer, "Yes, she still does" without stammering.

She seemed very pleased with that answer and replied, "I do the same now with my boy toys." That did cause her companion to shift noticeably in the seat. The drinks came and we ordered appetizers. Sylvia excused herself that she needed to take a call. That left the two of us in the booth having an awkward, get acquainted conversation, both wondering if the other one really was in chastity.

My phone vibrated in my purse. I managed to answer it before it went to voice mail, it was Mistress. She asked how my trip was and how the conference looked then said, "I just talked to Sylvia, help her out, do whatever she tells you to do, whatever that requires of you, you have my permission. Have fun." Then the line went dead, Mistress had delivered my instructions and hung up. I had no idea what Mistress had volunteered me for, but knew it probably somehow involved the man sitting next to me.

Sylvia came back to the table grinning from ear to ear. As she sat down she asked, "Did you hear from your Mistress?" I nodded my head yes and she smiled broadly and replied, "Good, we will talk about it later." I did not miss the wink to her companion.

There was certainly an undercurrent of tension throughout the rest of the meal. The conversation was mostly between Sylvia and I; I don't remember him saying 20 words. We talked about the conference, and she told some tales about Mistress that I had never heard before. I know that I ate, and it was delicious, but I have no recollection of what I had. I do remember Sylvia ordering me another double bourbon, "To help me relax and enjoy myself."

Once back at the hotel, we stopped by the front desk, Sylvia told me to get another room key, which she immediately took. I opened my hotel room door and all three of us went in. Sylvia turned to me and said, "As I suspect your Mistress told you, I have a problem, and she has told you to assist me. Mark here is my submissive, my boytoy. He is quite submissive, very well behaved, and endowed, and serves me very well. What your Mistress may not have ever told you, I am a slut, I love cock. I especially love variety, new cock if you will. I brought Frank along to keep him out of trouble this weekend, and because he has a beautiful cock." She paused and looked up at me, almost as if expecting an answer, perhaps a statement about understanding her problem, but I had no clue where this was going.

Not getting a response she sighed and continued. "As you probably didn't notice this conference is full of hot young studs. Studs that haven't ridden me yet. Studs I want to ride. But that is awkward with Frank in my room, and the hotel is full. So where can Frank sleep while I am sampling the available delicious smorgasbord? My lightbulb went on, realizing where she was going, and what my Mistress had volunteered me for. My jaw dropped open, and I turned to stare at Fred, who seeing my reaction had his eureka moment also.

Before I could even form an objection Sylvia reminded me, "I know firsthand how cruel your Mistresses discipline is when you are disobedient. Your Mistress approved what I am telling you, just relax and enjoy what I am going to tell you to do. Don't make me call her."

I could only respond, "Yes Ma'am."

She nodded her head, turned to Fred, "I also expect your usual obedience, as you also know the consequences of disobedience."

Fred also had a very weak and timid, "Yes Mistress."

Sylvia again nodded her head, "Now first things first, both of you naked by the time I count to twenty, slut, you may keep your heels for now. One, two, three,,,,," With only the skirt and polo I was naked by twelve. Frank took a little longer but was naked close enough to satisfy his Mistress. As I watched him finish striping, I noticed, tall, muscular but not overly so, flat abs, nice legs, stainless cock cage. I also noticed that he was definitely checking me out and had the appearance of a slight smile.

Sylvia continued, "Ok slut, I know this is awkward, but as an ice breaker walk over give Frank a tight tits in his chest hug and a nice long tongue filled kiss." I just stared at her, stunned at the request. Then I heard, "One, two, three.: On three I was already to him. As directed, I pressed my tits against his chest, put my arms around him, felt his around me and I kissed him. I kissed him like I hadn't kissed a male in over two years. His lips were soft, his tongue playing with mine, exciting. The kiss lasted much longer and was much more than I intended.

I'm not sure which of us broke the kiss. I immediately released him and took a step back. I saw Sylvia smiling broadly. Once again, she gave directions. "You two will share the bed, under the covers, I do have a room key and will check sometime tonight. I will be by at 7 in the morning, you will both will be: showered, naked, and embraced on the bed. slut will dress and come to breakfast with me, Frank can either stay here or come to breakfast. Frank, when in this room you will be naked, I suggest leaving a "do not disturb" sign unless you wish to meet the maids. Good night, have fun." With that she was out the door.

Frank looked totally confused, not sure at all what my reaction was, and what I expected or would allow him to do. My mind flashed to my Mistress's instructions, "Have fun." That was all my elevated libido and extreme horniness needed. I stepped back to Frank took his left hand and placed it on my right tit, wrapped my arms around his neck and kissed him again. He only hesitated a moment before starting to return he kiss and fondle my tit, and wrap his other arm around me with a firm grip on my ass.

I broke the kiss. I leaned back and looked him in the eye and told him, "I may not be the slut that your Mistress is, but my Mistress told me to have fun. I haven't been with a male in over two years, I have Mistress's permission to have fun, and My Mistress keeps me perpetually horny. You have my blessing to enjoy me as you wish, do I have your permission to enjoy you?"

I got another long deep kiss in response, God his lips were soft and sensuous. The kiss finally broke, I said, "I will take that as a yes with no limits." He smiled in response. I told him, "We aren't going to get anywhere banging these chastity devices together. Let me explore you and then you can do the same with me." He didn't look too sure, but when I took his hand and led him over to the bed he followed and when I pushed him down on the bed he seemed to go willingly perhaps even eagerly.

I had him scoot up completely onto the bed and laid down between his legs. I had never seen a male chastity device before. Rigid heavy wires enclosed his entire cock using a minimum of wires to do the job, the cage was bent into a slight downward curve, I guess to be less obvious in pants. There was what appeared to be a solid ring behind his balls, but I discovered that the balls were hanging completely free. I fondled and kissed them, which got an immediate moan from Frank, and his cock expanded into the cage. I could feel the skin of his cock pressing between the wires. I licked it which got another moan. Fondling his balls while licking the cage seemed to provoke a solid moan from him. I noticed some clear liquid leaking from the front of the cage, that I licked up. If I remembered correctly precum.

He suddenly begged me to stop. I looked up, confused. He explained, "There are little pins inside the cage that stick my cock when if gets too rigid. It felt great, worth the pain, but I need, or rather my cock needs a break."

I moved up kissing his taut abdomen. He told me latter that my bare tits lying on his cock cage was almost as bad as my licking it. His nipples were quite sensitive, obviously they didn't stand up quite like mine did, but they did get noticeably harder and I noticed he winced again from the pins in his cage. I bit his shoulder and kissed his neck. I was now lying completely on top of him, my belt laying right on top of his cage. So close and yet so impossibly far.

We kissed and he said, "that was incredible, I'm sorry that I had to make you stop, but it became unbearable. Now it is my turn to study your incredible beauty."

He rolled me off him onto my back on the bed. He went down to the end of the bed and started by removing my heels. They had been on since I got to the hotel and parked. Getting them off was a great relief, but the foot massage he gave me next was heaven sent. He was obviously well practiced. The lips and tongue on my toes as he worked the tendons in my foot felt incredible. I did it daily for Mistress, but had no idea how wondnerful it must have felt for her. He moved up to my calves, flexing my foot as he massaged the calves, the tightness just disappeared. He spread my legs wide as he moved up, kissing, licking and nipping the tender inside of my thighs. He raised his head with a big smile and commented. "You have been wet, I can taste you all the way down to your knees." From there up there I felt his tongue a lot more as he cleaned up what had run down my legs.

When he got to my chastity belt I could feel him trying to move it or lift it from my crotch. Mistress had retightened it twice after she strapped it on, and he couldn't budge it. He kissed and licked all around it. He licked the perforated area of the shield over my cunt and commented, "an interesting mix of your wetness and your piss. I think I like it."

The look on his face when I replied, "I taste the concoction often and I do like it."

He kissed across my abdomen, it tickled. I wasn't surprised at all how much time he spent at my tits; pinching, pulling, and twisting my nipples, caressing and molding my breasts, seeing how much of each one he could suck into his mouth. I almost told him that the area he cleaned around my belt was wet again. He eventually moved up kissed my neck, caressed my face, stroked my hair and kissed me deep and much harder than before. He was now laying fully streatched out on top of me, feeling like a warm security blanket.

He smiled down at me, "You are incredible, please thank your Mistress for sharing you with me.

I told him that I would express his gratitude. He then slid off of me and told me to roll over. I rolled over onto my front. He grabbed my ankles and spread my legs apart. Once again he started massaging my feet, with all the work he had already done it didn't take long before he was working on my calves and then my hamstrings, they were bowstring tight and it hurt as he worked the knots out. I felt his lips on my butt and heard him ask, "Is spanking allowed?"

I told him, "Twenty each butt cheek and they need to fade away by morning. He alternated butt cheeks, and by twelve both were on fire, it had been a long time since a hand spanking, Mistress only spanks for punishment and it is with an oak paddle, and it hurts to sit for a week.

By the time he finished with twenty, I was sure there was a puddle under my cunt. It hurt when he grabbed both butt cheeks and pulled them further apart. Then I felt something soft and wet around my ass. The feeling got firmer and wetter, then I felt the wetness pushing against my sphincter ring. It took me a bit to realize that he was rimming my ass through the hole in the belt. Amazing as it may seem, I rim Mistress regularly, a couple times a week, but had never had my ass rimmed. Guys I dated all wanted to fuck my ass, but none ever seemed interested in rimming it. Girls all wanted to eat, but rimming never came up. The deeper the wet tongue went up my ass the better it felt, then he stated fucking my ass with his tongue. Not deep, but most of the nerves are in the ring and he was certainly deep into that. If there wasn't a puddle under me before there was now.

Far too soon he moved higher, running his tongue up my backbone, sending a shiver through my entire body. Then he was laying on top of me, His cage nestled in the now wet cleft of my butt. For a brief moment I wondered if he could work that whole cage up my ass. I told him as we laid there together, "That was incredible, you are the first one to do that to me."

"You are kidding?" Was his incredulous response.

"No, I do it for others, but no one has ever done it to me before. Now I know what I am giving Mistress when I do it for her."

He rolled off my back and held me as he gently kissed me. It felt so good to be held, with occasional light kisses, his hands roaming over my body, still exploring, letting me enjoy his touch.

I woke up during the night, still being held. His warm body tight against mine, It is a rare occasion that I spend the night with Mistress, I had almost forgotten how comforting it can be. A quick trip to the bathroom and back into a still warm bed. I woke up again when the alarm went off. I could feel his cock cage nestled in the cleft of my ass, a hand was gently holding my tit. I felt his lips gently kiss the back of my neck as the hand on my tit pinched and twisted my nipple causing my ass to squirm against his cage. That got a soft moan from him.

I looked at the clock and told him we need to get moving to be ready for your mistress. I headed for the bathroom and had finished my morning movement and was finishing filling my enema bag when he walked in. He saw what I was doing, took the bag from me, "Let me do that for you."

I found myself draped across his lap as he sat on the lid to the toilet. He had hung the bag. He lubed the nozzle and while I was reacting to a sharp slap on butt he slid the nozzle up my ass. I moaned so he worked it in and out a couple of times before pushing it in deep and opening the valve. He repeated the spanking from the previous night, twenty on each cheek. I didn't even notice when the flow meter stopped clicking as the fire in my butt went straight to my cunt. If we weren't both in chastity, I would have fucked him on the bathroom floor.