First Encounter After Online Relationship Part 4

By cuckcuriousmatt

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Tags: mistress, femdom, chastity, humiliation, oral, worship, teasing, creampie

Added: 14 Oct 2011 Views: 4739 Avg Score: 4.67

The fantasy goes much further than expected with Mistress Nikki
(This is a continuation from an existing story, be sure toread the first parts to set the stage)

I have a very long afternoon and evening at the conference after seeing Nikki and meeting Laura for the first time. My mind races all day wondering if you were serious if Juan did call you and you’re having dinner with him right now or were just messing with me. The more I think about it, the more confused I get – I could see you doing it or I could see you saying it to torment me.

I try and focus on my conference and around 8 o’clock, I get an email from you and I open it and it’s a photo of Laura dancing with a black guy who is young, built and at least 6’5 and you wrote “Great choice on Laura’s outfit, Tyrone has been playing with her ass all night.”

My mind starts racing and then another email comes in and I open it. This time, it’s a picture of you sitting on Juan’s lap and I see his hand is in between your knees and you wrote “God this is a great restaurant. Juan keeps checking out my chest, he even asked what the key was for on my necklace. Maybe I will tell him after another drink or two. Be good Mattie.”

I can’t concentrate at all as the evening drags on and on. I finally get down with the dinner and banquet around 11 and head to the room. I lay down for a second and since I’m exhausted from last night of no sleeping, I fall asleep. Suddenly, I’m woken up by a text and it says “Where the hell are you?” I’m startled and confused and then I see you sent an earlier text that said, “Meet me in the hotel lobby in 15 minutes” and it was sent 25 minutes ago.

I hurry up and get my shoes on and come down as quickly as possible. I don’t see you at first but then see you and Laura sitting in a round booth in the corner. I come over and you don’t look happy. As I come over I say “I’m sorry Mi…Nikki” I correct myself before calling you Mistress Nikki in front of Laura.

You look at me and say “I’m disappointed Mattie, I thought you’d like to have a drink with two beautiful women” you scold me in front of Laura. “Well you were late and these two gentlemen offered to buy us ladies a drink” as you point at two guys coming back over to the table. As they get to the table, you say “Go sit at the bar by yourself Mattie, I will let you know when you’re needed.”

For the next hour, you sit and have several drinks with Laura and the two new guys. The music starts and you start dancing with them. You look over at me several times and you’re more touchy feely than you with Juan last night. Laura is having a good time and I can tell she is pretty drunk as she’s wobbly in her heels. You notice I keep watching you as you drink and dance more and the club starts to clear out. The guys give you a hug and I see you kiss the guy you were dancing with and then write something down on a piece of paper.

You look over at me and use your index finger to point at me and then curl it up, telling me to come over. As I walk over, you are sitting at an open booth. You look at me and say “Look what happens Mattie when you’re not focused on me. I was going to have drinks with you tonight but you were late.”

I hang my head as you scold me in front of Laura. I see you like the reaction and say “God, my feet are killing me from these heels and dancing all night” and then you point down to your feet. I think you are wanting me to kneel before you for a foot massage, but I’m scared stiff with Laura sitting there.

You look at me and say “MATTIE, I said my feet are sore” and you point again. I can tell you’re a little upset so I get down on my knees, unbuckle your heels and start to massage your feet. You look down and say “That’s better.”

You see Laura look at me as I do it and is a little shocked but you start to talk to her about the dinner you had with Juan and Tyrone. “God that was a great place, I haven’t had that much fun in a long time. “ You start to tease Laura “I thought I’d be going home alone for as long as your and Tyrone where missing in action.”

She giggles and says “Well, we found a dark corner for a while” and then adds “But you shouldn’t say anything to me, I saw what you and Juan were doing in the car” and I look up and you just smile and put your finger over your lips to hush her.

You take the one foot and move it and put the other one in front of me and I unbuckle it and start to massage it. You keep chatting with Laura “Shhh, I can’t believe I was in a strange man’s car for so long, god that was dangerous” you giggle more.

You stop for a minute and say “God, what kind of a host am I? Matt offer to rub Laura’s feet, she’s my guest.”

She looks shocked and I’m stunned silent. You look at me and say “Mattie?”

I look at Laura and say “Would you like me to massage your feet Laura?”

She looks stunned and says “No….no, that’s okay.”

You look at her and say “It’s okay Laura, Mattie is a pleaser.”

She still looks stunned but slips off the heel and I move over and start to massage it. She looks down and says “That feels good” and then asks what you mean that I’m a pleaser.

You look down at me and smile and then spend the next 20 minutes telling her an abridged story of how we met online and where we are today. She is completely shocked as you tell her everything and isn’t sure if she believes you or not.

You look around and see the club is empty and you tell me to stand and you reach to pull down my zipper. My hands come in like I’m gonna stop you but you give me a nasty look and swat them away. You undo my belt and pants button and pull them down just enough to show her the chastity belt I’m wearing.

She turns beet red and giggles and I lower my head in my chest as I’m completely humiliated. You say “See, that’s what this key is for” as you show her the key on the necklace as you instruct me to buckle back up. As I finish, you point to the ground and say “Other foot Mattie” as I take off Laura’s heel and start to rub her other foot. You two watch and giggle more.

She looks at her watch and says she better be going. You look at me and say “Thank her for letting you rub her feet Mattie.”

I bend down and kiss each foot as I put the heels back on and say “Thank you for allowing me to massage your feet Ms. Laura.” She is a little stunned still but says “It felt nice, anytime.” We all stand up as we head out.

As we leave, you tease me more saying it’s cute Laura is taller than me. As we leave, she stops and turns around and says “I know I shouldn’t ask, but does it hurt Matt?” as she looks down at my crotch.

I hang my head a little and say, “It really depends. It’s not the most comfortable thing in the world but doesn’t really hurt unless I start to get aroused and it wants to get erect. Then it hurts because the body wants it one way but the belt won’t let it happen. It’s not excruciating, but it’s not easy either.”

She smiles and says, “Well did it hurt when you were rubbing my feet and trying to look up my skirt?” she teases.

You look and say “Were you trying to look up her skirt Mattie?”

I turn a million shades of red as she nods and I say, “I was just massaging her feet, you made me kneel, her skirt was short, I may have looked up.”

You giggle and say “That’s okay Mattie, she’s a hot woman. Tyrone was doing the same thing all night.” And then you said, “Do you think a woman like Laura would want to fuck a man like you? I mean I had to get the small size chastity belt for you.”

I hang my head and turn beet red. I’m surprised when Laura gives me a hug and then pats my crotch, feeling the chastity belt “Don’t worry, Mattie, you’re cute and good at foot massages.”

She gives you a hug and says “Oh, by the way, what time are we meeting Tyrone and his friend for the city tour tomorrow.”

You smile and say, “I think Mattie starts at 10, so let’s say 10.” She leaves and we head to the elevator. You see I’m embarrassed.

As we get back to the room, I look at you and ask “Why did you have to tell her? Was it because I was late?”

You sit on the bed and point for me to kneel before you. “No Mattie, I didn’t tell her because you were late. I did let the other men buy us a drink and dance with them and flirt with them in front of you because you were late though.” You lift your foot for me to massage and I do as you continue. “I told Laura because I think that is what is best for you. You are a good boy, a pleaser, wanting to serve women. She asked questions about you all night and it was hard to avoid them. So instead of lying or being uncomfortable, I thought it was best to tell her the truth. So now when you see her the rest of the week, you can be yourself.”

You see my mind is racing and then ask, “Are you going out with Juan again tomorrow?”

You giggle and say “No, I’m not, he’s working tomorrow and couldn’t get off. But Laura’s date Tyrone said he would show us around the city while you’re at the conference and he had a friend he knew would love to be my escort.”

You stand up and slide down your panties and sit on the bed and say “Worship my pussy Mattie” as you guide my head in. I’m a little slow and you say “I bet you wondered all night if Juan fucked me, fucked this pussy and left you a present” as you pull my head in a little more. “Worship it Mattie, but don’t worry, he didn’t fuck it, we just played around in his car.” Your pussy is soaked as I keep licking it as you rub my head. You look down and say “It was so sexy to see you embarrassed by Laura, on your knees rubbing her feet. I love that you listened like a good boy.”

You cum for a second time and then look at the clock and say “God, it’s almost 4 am. We better get some beauty sleep.” You add, “I should probably punish you for being late to the bar, but you were exhausted and feel asleep so you get a pass – but just this time. I’m not going to clamp your nipples either, you need some sleep tonight. Go get naked.”

I come back to the bed naked and you’re wearing a sexy pj set and say “Night Mattie, you can spoon and caress me but no monkey business.”

Before long, the alarm sounds and you get up and head to the shower. I wait for you and then I get in the shower to get ready. As I get out, you’re sitting at the vanity, doing your hair and make up. You look back and smile “Mattie, I’m running a little late, pick an outfit for me for today, we’re sightseeing and lunch.”

I look at you at ask, “What do you want to wear? How do you want to look?”

You smile as you put on your lipstick, “Pick an outfit you’d want to see me in if you were my date” and continue with the make up.

You finish and come over and take off your robe as you look at what I picked out. You smile and say “Dress me Mattie.”

I’m a little in shock at you saying that but then hold out your arms like a Barbie doll. I get the bra and put it over your arms and then put your breasts inside the cups and fasten it. You smile as you watch me fasten it and say “Mattie, kiss the key and thank me.”

The key to my chastity belt is right in your cleavage and I lean in and kiss it and say “Thank you Mistress Nikki for holding the key to my chastity belt, you know what is best for me.” You lean down and kiss my head as I do.

I get the dark top and put it over your head and help you get it over your arms. It looked great on the hanger but it is much tighter and lower cut than I expected with your curves. I help smooth it out. I get the panties from the bed and kneel and have you lift each foot and slowly pull them up. As they get over your thighs, I see your bare pussy is getting wet, enjoying me help you get ready. I pull them up and you turn around and I fix them over your ass.

You look at me in the mirror and say “Does my ass look good in these?” and then giggle “You may kiss my ass Mattie.”

I moan and say “You look great” as I lean in and gently kiss your ass through the panties. I get the skirt and help you get it on, and zip it up. It’s snug and about mid-thigh. You smile and say “Did you forget the shoes?”

I go the closet and get a pair of strappy sandals and buckle your feet into them. As I do the last buckle, I kiss each foot. You smile as you look down at me and say “Do you think Tyrone’s friend will like me in this?”

I say “Yes Mistress Nikki, any man would love you in this outfit.”

You tell me to get dressed as you finish your hair and perfume and say “We’ll walk down together.” As we get in the elevator, you whisper “You did a good job Mattie.”

We get to the lobby and Laura is there waiting. She looks really good, more casual than last night but still looks good. She comes up and says “Holy shit Nikki, it looks like your tits are gonna pop out any second.”

You giggle and adjust a little and say “Well, Mattie picked the outfit for me and dressed me, he said he thought Tyrone’s friend would like me like this.”

She laughs and says “Yeah, he will, unless he hates hot women with great breasts.”

You give me a hug and say “Have a good day Mattie, I know we will.”

Laura gives me a hug too and says “Good choice on outfit. And after a long day of walking and sightseeing, it’s good to know I know someone who gives good massages.” You both giggle as she torments me.

It is a long day at the conference, wondering and guessing what you’re doing. I struggle to concentrate and I get a text from you asking what time I will be finished with the conference today and I reply at 6. It’s a long day, my mind is going like wild and as I get back to the hotel, I get a text that says “Meet me in the bar now and bring the nipple clamps in the drawer too.”

I get the clamps out and put them in my pocket and come down to the bar. As I get there, you and Laura are waiting in the lobby. You give me a little hug and I can tell you’ve had a few drinks. You take my hand and lead me to an isolated hallway in the hotel and start to unbutton my shirt and ask for the clamp. Laura is there as you start to lick and kiss and suck my nipple until it gets hard and then say “Give me the clamp Mattie.”

I hand a clamp to you and you put it on and hear me squeal a little and wince. Laura looks at it and says “What is that?”

You smile and say “It’s a nipple clamp sweetie. Mattie said he has sensitive nipples and he loves the attention.” You turn and say “Hey, do you want to put the other one?”

Laura looks stunned and you say “Mattie, ask Ms. Laura to put it on for you, I bet you’d love her to play with your nipple a little.”

I’m embarrassed as I look at Laura and say “Ms. Laura, will you please put the nipple clamp on me?”

She looks and ask “Why, doesn’t it hurt? It looks painful.”

I nod and say “It is painful, but it’s a reminder of my place to serve you and so I will remember it always.”

She is still a little surprises but comes over and starts playing with my nipple with her fingers and pinching it slightly. As it gets hard you instruct me to give her the clamp. She looks at it a while and then puts it on. I let out a little squeal as she does and she says “Oh god, I’m sorry.”

You start laughing and say, “Don’t apologize Laura, he needs it. Don’t you Mattie?” you ask. You tell me to button up my shirt and we head back to the lobby. As we get to the bar, your eyes get big as you scurry over and give a man a big hug. As you pull away, I see a young black man, younger than you and built. You come up and say “Jerome, this is an old friend Matt, Matt this is Jerome.” He reaches out to shake my hand and we do.

“Mattie dear, why don’t you get the three of us a drink and bring it to the table. You know what Laura and I want, and I think Jerome likes draft beer right?” you torment me. You ask when Tyrone will be coming and Jerome says he got called into work but should be here shortly.

You send me off to get the drinks and I come back with them and by the time I get there, you’re on the dance floor with Jerome. I sit with Laura as she watches me watch you on the floor. I ask “What did you guys do today?”

She says, “We did a tour of the city for about an hour and then it got too hot, so we went back to Jerome’s place” and then she stops like she said something she shouldn’t. After a few minutes you come over with Jerome.

You smile and say “Mattie, Jerome complemented you on your choice of outfits” you add as you tease me saying I have an eye for fashion in a condescending tone. Then out of the blue you say, “Mattie, give me your room key. Jerome only has about 20-30 minutes before he has to leave and it’s too far to go back to his place.”

You see me looked stunned as you give me a look and hold out your hand. I am humiliated as I reach in my pocket and hand over the key. Jerome smiles and says “Thanks dude, you’re one in a million.”

You giggle and say “Yes he is, you don’t know the half of it” as you reach over and playfully swat my chest, making the nipple clamps ache.

You take the key and take Jerome’s hand and head towards the elevator. As she leaves, Laura leans in and says “Oh my god, do you think she’s gonna fuck him?”

I hang my head after of thinking what could be coming. But after a minute Laura says “We talked about you all day. It’s funny how things turned out for you.”

I ask “What do you mean?”

She said “Well Nikki told me that you played a lot on phone and online and that you played both the submissive and the dom at different times. She said she really enjoyed both but she knew she couldn’t have both this weekend, it had to be one or the other.” Laura adds “She said she decided that she was going to see if you would let her lock the chastity belt on you since it was a fantasy. But in reality, she was conflicted because she wasn’t sure she wanted you to be sub or dom. She said she thought about you bending her over the bed and fucking her so hard all week before you go here.”

My eyes start to light up a little but Laura adds, “But once you closed the lock and gave her the key, that gave away the chance you had to fuck her this week. Once you did that, she knew you were truly submissive and wanted to please her and she is going to make all of those fantasies come true.”

Laura reaches down and rubs my cock and it’s chastity belt and says “wow, you had a chance to ravage her all week and use her for your pleasure, but you decided to serve her instead, that must have been a tough choice.”

She leans over and kisses my cheek and says “I think it’s sweet what you’re doing, you are a good pleaser.” Then Tyrone walks in and Laura jumps up and goes and meets him. On her way back to the bar, she leans down and says “Nikki told me to make you wait here, she’ll text you when she’s done” and pauses. Then she comes back and says “Just to warn you, after watching Nikki with Jerome, I have a feeling they may be getting busy right now” as she stands and leaves with Tyrone.

I sit there shell shocked, wondering what could have been, how it could have been if I just said no to the chastity belt but then I get a text that says “Come to your room now.” I get up and head out to the elevator. Laura waves at me and I go up to the room. As I exit, Jerome is standing there, waiting for the elevator and shakes my hand and says “Thanks man.”

I go to the door and the key is in the slot and I open it. As I walk in, I see you on the edge of the bed and you say “Come in and kneel before me Mattie.”

I come in the room and kneel before you and you smile and say “Now you don’t want to disappoint me, do you Mattie?”

I say “Of course not.”

You smile and say “Good, Jerome just fucked me and I want you to worship my used pussy right now” as you lift your legs up, your thighs together as you expose your pussy above the bed. “Kiss it Mattie” you say.

I lean in and kiss your pussy like that and you purr and say “Good boy, now lick it.” I start to lick your pussy as you keep your legs together. You purr more and then you look at me and say “Mattie he came in me.”

I am horrified as you say that as you take a finger and insert it into your pussy and pull it out. As you move it towards my face, I see the white come on the tip of your finger as you move it to my mouth. “Clean my finger Mattie.”

I try to push back a little and you smile and say “Be a good boy, don’t disappoint me, you want to.” I look a little scared but you push it towards my mouth and insert it. “Good boy, suck it clean.”

As I get the finger clean, your hands pull my head back to your pussy, “Kiss it Mattie” you command and I do. You look at me and say “Juan is meeting me here tonight and he’d never want to know he was second tonight and I can’t have a messy pussy” as your foot pushes my chest, telling me to lay back.

As I go on my back, you get up and straddle my face and smile as you look down. “I think this will be a better way to clean my pussy, gravity will help” as you start to contract your pussy a little, I see a glob of come seeping out as you smile and say “Take it Mattie, eat the creampie.”

It falls to my lips as you smile as I accept it and you spread your pussy wider and lower it to my mouth and have me worship and lick your pussy. “That’s it Mattie, lick deep, clean the come out of me like a good boy.” You start grinding my face hard as you love the sensation of my tongue and the feeling of me licking you clean. As you climax, your phone rings and you struggle to get it. Trying to catch your breath, I hear “Hello”…”Oh hi Juan, yes come by now”…”great, see you in 5 minutes.”

You get up and say “Oh god, I have to freshen up” as you head to the bathroom. I follow you in and start to get a towel and my toothbrush. You look and smile and say “No Mattie, no cleaning up for you, You’re going downstairs like that.” You giggle and say “Your face looks like you had a battle with a glazed donut and lost.” You fix your hair and make up and put on a fresh pair of panties and head to the elevator. As we get to the bar, Juan walks in and you give him a huge hug.

As he takes you to the dance floor, you whisper, “You know your chair Mattie, be a good boy and wait.” I go sit down and watch you dance with Juan. Laura surprises me and comes up from behind and then rubs her hands over my face, touching wear the wetness was and says “Holy shit, she really did do it” and then it hits me she told you everything she had planned. My head drops and realize the evening just started.