Training for Miss Melissa

Training for Miss Melissa

smooth-boi

Author's note

I'm trying to bring Miss Melissa to life to reflect what a real Domme is like over what we just fantasize about as undisciplined submissives. Fantasy is great, but it's a two way street in real life, and Miss Melissa is a real person. I seem to be able to write dialogue a lot better, so these stories have been talk heavy. I want to get to some action at some point. I'm shooting for each story to be a short vignette as a larger whole, rather than tons of pages of one work.

Come here and be as gay as you need to be. Figure some stuff out. And then go home

and be even gayer, if you want...

Miss Melissa was too high at the time to think much about details. Shortly after though, she pinged me to see if I was still thinking about it. I was. She was ecstatic (and not high). We decided on mid summer even though it would be hot because 'you're not going to be wearing clothes much anyway.' Miss Melissa was very firm to me that she was going to be a strict Domme and expected discipline from me. I suggested we needed a Domme/submissive contract, which she loved, and she wanted me to do some training on my own to get into a subspace (and queer) mentality. The D in the BDSM was always what worked for me best, and we both knew that strict rules would be most fulfilling to me and how I could prove that I would be a good submissive for her in person. I put together a contract to just get going, but we also wanted to talk about my at-home training before I visited. So we decided to talk over zoom because she wanted to be able to see my plug, dildo, all that, to get a feel for what would be comfortable for me to do. She instructed me to be nude for the call. I put on my chain, plug, and new cock ring also. She was on her phone, but was sitting in her bedroom. I was at my computer in my office, but I live alone, and I'm always nude just about all the time.

Miss Melissa told me full stop that she was going to be mentally intense and that my safe word would only apply to physical acts. Deep down, that's really what I wanted. Well, not so deep anymore because we were actually talking about making it happen.

MM -- Hi smoothboi! wow! We're actually seeing us!

boi -- I know! We only talked on the phone once.

MM -- When?

boi -- Dore alley.

MM -- Whoa. Lifetime. What a day for you though! I feel like that was the start that led you here.

boi -- Long time, but I think so too. I wrote about it on lit like you said.

MM -- oooh. Did anyone say anything?

boi -- I got some likes but no comments. It was short though. I used our chats.

MM -- You're going to be writing about coming out here. Hee. Coming out to come out. I want you to do that though.

boi -- I'm taking notes now.

MM -- Where should we start? Oh! Stand up and turn around. I haven't actually seen you. The pics on fet are older.

I stood up and struck a tah-dah pose, then turned slowly.

MM -- oof. You look even better now I think. No kidding.

boi -- Thanks. Treadmill, hiking, better food.

MM -- Stand still for a minute. I love that belly chain! That's a hot look. I like how the chain frames your ass. Your cock looks really good in the ring too. That's never going to be in a pussy again!

I kind of shivered a little at hearing it out loud.

MM -- Is it?

boi -- No, I don't think so. I don't intend to.

MM -- Say it. Be clear.

boi -- My cock isn't going into a pussy anymore.

I flushed as a deep humiliation washed through me. My cock twitched.

MM -- That seemed intense for you, but I'm proud you could say it out loud. It's going to be like that for you when you're here. You're going to be telling me how much you crave cock in your mouth and how much you want a man to fuck you.

boi -- I know.

MM -- Good boi. oooh, show me the plug!

I turned around to put my leg up and spread my ass.

MM -- It's big!

boi -- I've gotten used to it though. It's comfortable now. As long as I do it regularly, it's easy to get in.

MM -- And how often do you wear it?

boi -- Well, I think that's our subject for training to visit you.

MM -- You want to do that now? Or the contract?

boi -- No, let's do the training now, in case I have to actually do something for work. We could always go over the contract at another time.

MM -- Well, to start, as long as we're not interfering with work, I'm going to control what you're wearing and how and when you're jerking. I want you to be in a background of subspace. When you're sub, you're more queer, and that's what we're going for here. I completely love this 'uniform', and this is how you will be presenting yourself. Ha, I don't think we need to work on you being comfortable

with nudity!

boi -- Nudity isn't going to be an issue. Just have to be careful than before.

MM -- How much can you actually get away with though? I'm guessing walking the dog like you used to in San Francisco isn't an option.

boi -- No, that's not happening unfortunately. But I did get the deck built and the fence put in.

MM -- Oh right, you sent me that weird angle pic. How big is the fence?

boi -- 8 feet.

MM -- Holy hell. You got gun turrets up there?! Have you been nude outside there?

boi -- A bunch of times. You can kind of see through, but you have to be right up on the fence.

MM -- That's really cool.

boi -- I invested a lot in it.

MM -- So you can just leave the door open now and don't have to bother if you have to go outside.

boi -- No. I've eaten lunch out there; sometimes coffee in the morning. I highly doubt anyone has seen me, but, like I said, at that point, you're right up on my property trying to look in.

MM -- How often are you actually nude?

boi -- Typically, not when I'm in a zoom meeting. When I'm working from home though, just about all the time.

MM -- That must be so freeing. I wonder if that's what's been helping you.

boi -- I don't know. I was probably just as nude in San Francisco if not more, and I could be outside.

MM -- Yeah, but the more you were nude and showing off the gayer you were feeling. Your girlfriend was getting kind of frustrated. I can't wait for all this in person. When would you have to put on clothes?

boi -- Well, for a meeting, like I said. Sometimes, if the meeting is over and I have stuff to do, then I'll just continue working and keep the clothes on.

MM -- So, number 1 on the training list is for you to be nude all the time at home as possible. For that situation with the meetings, I want to you nude as soon after the meeting as you can. We really want to reinforce your nudity as part of your submission to me and as part of who you are. You get way more queer when you're nude and I want you to be feeling that much more.

boi -- I'll do that. The only thing is that when I do actually go to work and come home for lunch, stripping down is kind of a pain for only a half hour or so.

MM -- No, that's fair. Are you writing this down? We should go over everything at the end.

boi -- Yeah on the other monitor.

MM -- What about when you get home?

boi -- After I walk the dog, when I get back I do. Now, it's even better because I would have to stay clothed to go out and cook on the grill in the yard and I don't have to do that anymore.

MM -- Yes, that's the mentality I want from you on this. How often do you do this sexy hot chain, plug, ring deal? This really needs to be your routine.

boi -- More often over the last year. I don't do it everyday. This ring is actually new because I wanted to get back into that, and I like how my cock looks.

MM -- Oh, your cock looks great. It's small, but I'd fuck you if you weren't submissive and queer. Just saying. I mean, I will be fucking you if you're a good sub for me when you get here, but you know what I mean.

boi -- I'm going to be very good for you.

MM -- You think you could still get it up? For a woman? I mean pussy, not a trans girl.

boi -- Honestly, I don't know. It was difficult toward the end with my girlfriend. Although there was drinking involved too.

MM -- How did you do it?

boi -- I just couldn't.

MM -- That must have been humiliating, but I guess your body is telling you who you were becoming.

boi -- It was, but I kind of didn't care either.

MM -- Yeah, from what we were talking about back then, you were mentally checked out. It's funny because you're not interested in hetero sex, but I'm finding you so much more attractive now.

boi -- Actually, I feel more attractive. Thanks. Anyway, I have been putting on the ring when I'm at home, but it's tighter than I would have liked for just having it on. So it bites down after a while and have to take it off. Especially after cumming.

MM -- How long have you had it on today?

boi -- A couple of hours. It's biting a little. The tightness feels good, and I have to kind of sit a little spread because it pushes my sack forward, but I like it because I'm kind of on display.

MM -- ooh I didn't think of that. I like that. Do you put it back on after cumming?

boi -- Usually no. I don't put it on if I'm going to work.

MM -- Ok, let's have you wear it as long as you can comfortably, then take it off for a while. But then I want you to put it back on. Same after jerking. When you come down, put it back on.

boi -- I've been actually trying. Sometimes I'll get sidetracked with work, but this will help me focus. And that's what I want. I'm just a little disappointed for thirty bucks that it isn't quite exactly what I wanted. It's hard ordering online. The one I got before Dore was better because I could try them on.

MM -- Yeah because you stripped off and got jerked in the middle of the store!

boi -- Oh yeah, but the guy was actually helpful telling me how it should fit.

MM -- Well, what happened to that one?

boi -- Just worn out with age.

MM -- Ah. Ok, so, we're going to have you wearing it more. Can you wear it for meetings? I mean, on zoom. Not at work.

boi -- I actually have before to see if it was a distraction, but I was fine.

MM -- I really like hearing that from you. It tells me you're able to let yourself be the sub and queer you want to be and it's not taking away from anything in your life. This is really impressive.

boi -- Thanks.

MM -- With that in mind, let's challenge you. I'd like you to wear the ring to just one nonwork outing each week.

boi -- Oooh. Yeah ok. I'll do it when I do my groceries each week.

MM -- That's perfect. I was going to say not for anything too long. Oh! Can you wear it to the munch?

boi -- That's only once a month. I can do it the next one.

MM -- How long are they?

boi -- Not more than a couple of hours. The more I hold off on jerking the longer I can wear it.

MM -- Oh no problem then. Excellent. Now, that hot chain. How do you usually do this?

boi -- I've been trying to remember to put it on when I'm at home.

MM -- I can't believe how hot it is to me. If you're going to be nude, then just wear it. Does it get uncomfortable?

boi -- No, it makes a mark from sitting down. That's it. It's a little thicker than I'd like, but I'm going to start looking for another.

MM -- All right. Just do all that then. I never even thought of men in belly chains before. When I think of gay male fetish wear, not the sissy stuff, it's leather something like boots or the harnesses on their chest. You could make it a queerboi thing and start a trend! What made you think of it?

boi -- I actually don't remember. I know I've seen tons of nude women on beaches wearing them, so I probably wondered if men wore them.

MM -- This is kind of easy since you're so eager to submit to me and be your queerboi self. Let's talk about some plug training. How often do you wear it?

boi -- I try to keep it in when I know I'm at home for a while. Like working from home. After a while, it's just needs to come out. Usually after jerking.

MM -- How much is a while?

boi -- Like 4 hours a pop easy. If I remember to wear it a few times a week, then it's easier.

MM -- Oh wow. Good for you. I'm feeling I need more from you here though. You're going to get fucked over here, at least by me. I'm going to need you ready. When you're working at home, you need to wear it as much as you can. After you jerk, if you need to take it out, I'm going to want you to put it back in when you come down.

boi -- Ok.

MM -- Can you wear it for a meeting? If you're doing actual work with it in, that shouldn't be hard.

boi -- I'll give it a shot. I don't think it will be a problem.

MM -- Do you put it in when you get home from work?

boi -- Sometimes, but I'll make a point to do it now.

MM -- Yes, I want you to do that. Do you think you could wear it out like you used to?

boi -- I tried once, but I just can't wear it while driving. It's distracting and just uncomfortable.

MM -- What about walking around?

boi -- I haven't done it in a while, but I don't think it would be any different than San Francisco.

MM -- I'd like to you wear it out just once to try when you're walking the dog. Try again driving, like just to go get gas or something easy and quick.

boi -- I've been thinking about that anyway. I'll give it a shot.

MM -- Just the once to get yourself back into it and see how it goes. I'm not thinking of having you wear it hiking or anything like that.

boi -- I don't think I could do that.

MM -- No. What's it like though? Long term wear.

boi -- It's just a nice fullness in general and pressure when you're walking around.

MM -- So why do you have to take it out?

boi -- After an orgasm, it's like too much pressure.

MM -- Maybe your prostate gets overworked? I don't know.

boi -- That could be. I'm going to see how putting it back in will be.

MM -- Do you have to douche before you use it?

boi -- No. I usually go in the morning, and then put it in after I shower.

MM -- Oh. Do you have to go after?

boi -- I just take it out and put it back in. I did douche out for Folsom and Dore because it was such long days, but at home it isn't a big deal.

MM -- What about when you got pegged?

boi -- Yeah then too. I bought a kit with a bulb you just fill up.

MM -- Will you be bringing that here?

boi -- I was planning on it.

MM -- Honestly, that's kind of hot. Preparing yourself to be fucked. That's what good gaybois do.

boi -- It does get me into a good space even if I don't end up actually getting fucked.

MM -- I noticed you said a few times with the ring and plug that after your jerk you have to stop. How often are you jerking?

boi -- When I'm working at home, a couple of times a day. Sometimes not, when I'm going into work because after I clean up after dinner, I'm kind of just tired.

MM -- I want control over your jerking habits. I don't want you to not jerk because when you cum I want you to cum queer and really take in that feeling, but I also want you on edge so you'll be more pliable for my coercion to help you be a gayboi. How about once a day, but it has to be every day?

boi -- At least or could I do more?

MM -- At least, but if you have the urge for more go ahead. But for the second time and on, you have to look at gay porn only. No trans girls, no gay encouragement captions. Strictly gay male. Or gay stories.

boi -- It way more intense to edge with the ring on. Just wearing it is almost edging because I'm constantly aware.

MM -- Does your cock feel better with it?

boi -- For sure. That's why it's worth waiting to finally jerk. I'm interested how it's going to be jerking everyday.

MM -- Jerking everyday will reinforce that you're going to be my gayboi sub and you're coming all the way out here to me to let yourself be gay. Plus, you'll be wearing the ring more anyway, so I bet it will be easier. I'm excited to be a part of all this and really dominating you.

boi -- This is really what I've been needing. Do you want me to tell you when I jerk?

MM -- No, I don't think we need that. When you're here, it's going to be more structured. You know what, let's add that I'll check in for you to send a pic to show you're maintaining your regimen.

boi -- That would be fun, but if you're high, I don't think it's fair to be asking me for like 57 pictures.

MM -- Ha. Seriously. I totally see that happening. Here's what we do then. I can only ask once a day for one picture. I mean, I might just ask you how you're doing, but only the one picture. You have to reply within a couple of minutes or so, unless you're in a meeting. Or if you're actually at work. I probably wouldn't ask during the day anyway.

boi -- I can just text you to tell you I'm at work or in a meeting.

MM -- Let's talk about your hot, big black dildo that I made you buy.

boi -- Yes! I haven't busted it out in a while.

MM -- Go get it and show me.

I went and retrieved the dildo from the closet, and showed it to her. It's an 8 inch black, suction cup dildo, average thickness. It's silicone.

MM -- When did you use it last?

boi -- Oh, I don't know, it's been a while.

MM -- Suck it. Just a little. Show me you want me to watch you suck cock.

I planted the dildo on the desk in front of the camera and slowly started taking it in my mouth.

MM -- Lick up and down the shaft. And show me your hands! No jerking. Just think of cock in your mouth.

I licked the shaft a few times and then took the head into my mouth and sucked on it. I got it to the back of my throat and then just worked the shaft into and out of my mouth a few times. I hadn't done that before with the dildo, and it felt really good to feel the thickness in my mouth. My cock actually swelled. I didn't get quite semi hard, but I could feel it in my cock.

MM -- Ok! That's hot. Wow you looked good being a cocksucker. Are you hard?

boi -- No, but I was feeling it.

I stood up to show my semi hard cock.

MM -- Ha ha ha. You're so queer and hot. I love this and I love you. OH!

She put her hands over her mouth and her eyebrows went up in sheer surprise, and she turned red.

MM -- Well. That happened.

boi -- Don't worry. I love you too.

MM -- I don't know where that came from. No, I do. Since you've really admitted what you are we decided you were coming out here to submit to me, I was thinking of our history, and I'm just so into what you could be as a sub.

boi -- What about your sissy?

MM -- He'll be fine. I've told him about you and he wants you to be a gayboi too. My sister knows too. And our fet group.

I was a little embarrassed, but it's not like she's not going to talk to him about me. That wouldn't be fair. I was coming out there. Miss Melissa noticed me reddening too.

MM -- Hey, that's how it's going to be out here. You're queer now. There's no reason for you to hide it from yourself. I'm going to protect you and help you figure out what being queer means to you and how you can live your life queer.

boi -- No, that's what I want. It's humiliating and thrilling and daunting.

MM -- Like I said, we're not going to do anything you don't want to do. Your submission to me is as much mental as it is telling you what to wear or to vacuum the house. Which you're doing. I hate vacuuming.

boi -- I'll be happy to clean your house.

MM -- That's probably the most thrilling part of your visit for me. I'm actually kind of hot that you told me you loved me so easily.

boi -- I told my girlfriend I loved her, but it's not the same. I probably was telling you I loved you when I told her.

MM -- From what you told me, I don't think she would have been comfortable in a relationship with a queerboi.

boi -- I think she knew she couldn't compete when it came to cock. Trans or men. I was also imprinting you on her like I said, and that's not who she was anyway.

MM -- Girls usually don't like having boyfriends as much into cock as they are. Or even into cock at all. But you're not my boyfriend. You're going to be my sub, and you're allowed to love cock and men as much as you can! I won't push, but seriously, if all you did was just suck one cock.