Dares - Part 1
So, it's been a while and a lot has happened, but I never have time to write it down, so here's something which happened a while back.....
As you know from my previous posts I have a trans partner Millie, we're still together and very much in love. We spend our time between her parents house and my house, one week we are at hers. She has an en-suite bathroom, and after morning sex I'd gone for a shower as I usually do, not because I feel dirty after sex, but because she cums so much I need to wash or put a sanitary towel on!
She went downstairs to get us coffee and as I was drying myself there was a knock on the door, I figured it was Milly with her hands full.. I pulled open the door and I carried on toweling my hair, and only then did I realise it wasn't Millie it was her dad, standing in the doorway.
I only had a small towel to dry my hair and I was completely naked, I saw him and he was clearly staring at my tits which were in clear view..when he realised he was staring he said "oh, shit sorry, I.. I" and he was still looking at my boobs, he pulled the door shut and I figured ah well, he was bound to see me sometime!
Millie comes back with the coffee and knocks on the door, I open it a crack and make sure nothing can be seen
"Shy?" she says
"Kinda," I reply "your dad knocked earlier and I just opened it and he saw me naked"
She laughed and said "I bet he's going to have a wank about that!"
"OMG" I say and whip her with the towel
"hey!" she shouts and leaps at me.
Some time later we're sitting on the bed drinking the now cold coffee and Millie says "He'd fuck you, you know"
"Who?" I ask
"My dad" she says
"Oh fuck off would he" I reply
"I bet he would if you flirted a bit, he'd try it on" she says
"hahaha, not interested" I say
"Dare you" she says
Now, "Dare you" has baggage with us, if we dare and accept then it's serious, not just a jokey thing.
"Seriously?" I say turning to look at her.
"Yep, let's do a bet, dinner out at the place of the winners choice, loser pays, you try it on with him, and I'll try it on with yours - whoever gets a response first wins" she says
"You're crazy!" I say
"ok, so you lose" She says
"wait.. I didn't say no" I reply
"It's Monday, you have until Sunday, when we go to yours and it'll be my turn to try it." She says.
"Then?" I ask
"Then I have until the following Sunday"
"ok, but how far is ok to go?" I ask
"Well, it's got to be clear that it wasn't an accident, or just casual, like deffo it was a move. So bumping into your boob doesn't count, or brushing your bum, but a tit grope is, ok?"
"Ok, so basically flirt until he makes a move?" I say
"yep!" she says "you game?"
"sure, but what if it goes too far, and you can't get out of it?" I say
"What like he kisses you or something?" she says
"or gets his dick out?" I laugh.
"That's the dare, as long as it's a definite 'across the line' then it's ok, if summit happens then for the dare it's fine - so if you blow my dad then for the dare it's cool, do it again and we'll be an ex-couple" she means it I can tell.
"I'm not going to sleep with your fucking dad!" I say back
"I'm gonna win anyway, I see your dad look at me" she says smiling
"oh come on, I have this, I have 2 things you don't" and I squeeze my tits to make the point."It's not all about big tits" she replies "You dad likes looks and intelligence, not just fat tits"
At this I lean over grab her arms and roll onto her, pushing my breasts into her face "Come on, you know everyone loves them... ooooh" I go as she sucks one of my nipples, then I can feel her getting hard beneath me... yeah I needed a shower later.
So, later that day I made sure Millie was busy and pretended I had an issue with my laptop, he's in IT so easy to act dumb and ask him a question, I also put on a thinner than usualt T-Shirt without a bra, it's got a low neck too.
So I go into his office and I make sure he's not in a meeting and I say hi.
"Sorry about this morning" he says
"oh, haha, don't worry, it's fine" I reply.
"ok, thanks, what can I do for you?" he says
"My laptop is not working, I was wondering if you could take a look?" I bite my bottom lip, guys love that.
"Yeah sure" he says and holds out his hand, I pass over the laptop and watch for his reaction to my top, he takes the laptop and puts it on his desk, turning around and opening it, not even noticing me. Damn!
He pokes about on the laptop for a bit, fixing what I broke..the wifi... and turns to be and says "there" smiling
It's worth mentioning at the point Millie does something in bed with me, which I'm not going to tell you, but if I even think about her doing it my nipples get hard as rocks and I get aroused, it works every time, I can just think about what she does and out they poke.
So, as he turns to me and says it's fixed, I go "OMG thank you" and I give him a hug and think about what Millie does, as I sit back he clearly sees my nipples are erect, I see his eyes flick to them.
Mission accomplished. I take my laptop by leaning forward and he gets a good look down my top, but doesn't see everything....
Tuesday morning I go to get coffee, I make sure he's in the kitchen having breakfast and I wear my PJ shorts and my sleeping t-shirt, it's a really old one that's far too big and so thin you can see my nipples through it.
I go into the kitchen and say hi to him and head for the fridge...If you're a woman, you know when a guy is eyeing you up, I make sure he gets a good look at my ass when I get the milk from the fridge, and do my usual thinking of what Millie does and get our coffee.
I turn around and ask if he wants coffee, he is already looking and I see he can see my nipples are erect, I look down and go "oh" and laugh, making sure they bounce, I make no attempt to cover them up, and he says he'd like a coffee too.
I make 3 coffee's and bring his over, and put it down, again making sure he sees down the front. I collect ours and head out the room, and I pause by the door out of sight. I head him let out a breath and whisper "fucking hell" - my plan is working!
I take my laptop to him again saying it's not working, but this time I'm dressed as Millie and I are going out, and I make sure I have my cleavage showing nicely, he gets a good look again, he's got to know by now I'm doing it on purpose!
That evening, I change into my PJ's as usual, and I catch him on the landing just before bed, I ask him about something he'd told me about and I had my phone with me, I get really close and I ask him what the site he told me about was, and I type it into my phone, but I'm very close to him making sure my boob brushes his elbow and I'm in his personal space. I show him the site and ask if that's the one and he says yes and puts his arm around me and rests his hand on my hip, now I would say that's a win for me, but obviously he could just be being friendly, I move closer to him and we talk for a few moments his hand on my hip and me pushing against him.
Eventually he pulls away and says goodnight, I smile and say goodnight.
Wednesday, I need to get a move on, I said to Millie he put his arm around me, but she agreed that's not making a move. She declares that she's going to win easily. I have to up my game.
That morning I wore my usual T-shirt, but I wore a thong instead of PJ shorts, he's in the kitchen as usual and I go for the same routine, but obviously when I bend to get the milk you can see waaay more.. However I'm not that obvious, so I just squatted, it was enough to raise up my t-shirt enough to see my butt cheeks.
I offer the coffee again, we chat for a few moments...
"Sleep well?" He asks
"Yes, you?" I reply
"Yeah, not bad, any plans for the day?" he asks
"No, not really, I need to sort some things out for uni" I reply
"ah yeah, you're off soon" he says
"yep! Gonna miss us?" I ask smiling
"Of course we will" he says
Time to increase it a bit I think
"I mean you" I say and laugh
"definitely" he says back, and I think of what millie does and out they come again"You're so sweet" I say and lean forward and give him a peck on the cheek, I twirl away and make sure he sees the thong before I leave.
I get back upstairs and give Millie her coffee, there's a message on my phone.
"You need to wear more around the house" it says - from him.... damn....
I reply "oh, I didn't think you minded?"
"I don't but Linsey might have something to say" he replies - Linsay is his wife, I decide to push it
"So just not in front of L? haha" I reply
"Not what I meant, she would go mad" he replies
"But you don't mind?" I ask
"Nope it's fine with me" he replies
"glad you enjoy! xxx" I reply
"xxx" is all I get back.
Millie and I are out that evening, so I don't do anything else that day.
Thursday - Times running out, we'd had a few drinks so I sleep in and realise it's 11am when I wake up but today is the day for me, all out for this because Millie and her mum have gone out for a few hours.
Now according to the rules, he has to make a clear move, so I can't start anything, he has to. I get dressed and put on a top and skirt I have, but that's all, no bra, no knickers.
I go down stairs and he's watching TV and I go sit down.
"What you watching?" I ask
"American Pickers, guys who find junk and sell it" he says
"oh cool, no work today?" I say and plonk myself down next to him.
"Yes, but I'd taken time off to take Millie out but I made an excuse Linsey went with her instead" he replies.
"Why make an excuse, didn't fancy it?" I ask
"I fancy something else '' he says - ooh shit he's gonna make his move!
"such as?" I ask innocently
He turns to me "You've been flirting with me all week and I think you know what I fancy" he finishes and puts his hand on my side by my boob, his hand moves upward slowly, now I am going to admit I have a weak-spot, someone touches me there I melt, and it's the side of my ribs by my breast, being stoked there send me insane, and his hand just brushes upwards and down gently and my nipples go hard, and I didn't even have to think of what Millie does...
His hand just gently strokes my side, looking straight at me and me looking back and after a few minutes I can't help it, my nipples are hard as rocks and my pussy is getting wet and I make a little grunting noise, and shift in my seat.
"you like that?" he says
"yes" I whisper
"want me to stop?" he asks quietly - I'm done what I needed, 11am thursday is the time to beat for Millie, but it feels so nice what he's doing and without even thinking I say "no"
Then after a downstroke his hand comes up and brushes over my breast and nipple, there's no mistake now, I've completed the dare, but I'm also in a room with my girlfriend's dad and his hand is clearly on my tit.
"if you want me to stop" he whispers "just say"
His hand is running over my breast now, I'm done with the challenge, but I don't want him to stop either, then his other hand comes over and under my top and his bare hand slides up my bare breast, he leans in kisses my neck, my hand was by my side but it reaches over to his lap and I can feel his cock, and fucking hell if it isn't bigger than my girlfriends!
I run my hand over his dick to the top of the joggers he's wearing and slide my hand in, he gives a soft moan and kisses me on the lips and I respond, my hand slides down his cock and I stroke him.
he pushed gently forward, I automatically lay down and he's pulling at his joggers and out his huge dick pops, sticky with precum, I lift one leg over the sofa and the other to the floor and he moves on top of me and he leans into me and kisses me properly, his hand squeezing my boob and I can feel his big cock against my stomach, we kiss for a time and I feel his sticky cock slide towards my wet pussy and then he stops.
"we shouldn't do..." he starts and I pull him close and whisper in his ear "just fuck me, now"
it's all the encouragement he needs, his big cock slips into me and feels amazing, he pushes himself inside stretching me in the most amazing way, wrap my legs around him and pull him into me, and we fuck hard and fast and before I know it he is cumming hard and fast inside me pumping his cum deep into me.
Guilt hits us almost seconds after he's cum, he pulls out of me and fusses with his jogger and I sit up and close my legs, pulling my top back over me. We sit there for a few seconds
"We shouldn't.." he starts
"no, we shouldn't" I say over him
"It's just.." he starts
"I know, I know, but we can't..." I say
"No, we can't" he says he stands up
"This never happened" he says
I stand up next to him "Nothing happened" I say
"I'd better.." he says
"yeah, me too.." I say
He leaves and goes up stairs, the TV is still on, I turn it off and I go upstairs to our room, I change and clean myself up, he's cum so much in me it almost ran down my legs going up the stairs.
I shower and change and stay in our room, at some point I fall asleep and I'm woken by Millie"I can't believe you fucked my dad" she says quietly
"How do you know? I'm sorry" I say
She burst out laughing "that's not my cum all over your skirt - she points to the skirt I'd dropped on the floor
"I knew he'd screw you if he could, I mean you're hot as hell who wouldn't" she says still laughing
"You're not mad?" I ask
"No" she says but suddenly gets serious "but that's it, nothing else or we will have serious words, the dare is over."
"I didn't cum" I said
"oooh I can fix that" she says....
I came 3 times before she orgasmed, he was a nice fuck as a quickie but my partner really knows how to drive me insane with desire...
Her dad and I have never mentioned what happened since, and I make sure he doesn't see anything considered flirty or wrong since.
Next Episode is coming soon. Millie's dare....
As you know from my previous posts I have a trans partner Millie, we're still together and very much in love. We spend our time between her parents house and my house, one week we are at hers. She has an en-suite bathroom, and after morning sex I'd gone for a shower as I usually do, not because I feel dirty after sex, but because she cums so much I need to wash or put a sanitary towel on!
She went downstairs to get us coffee and as I was drying myself there was a knock on the door, I figured it was Milly with her hands full.. I pulled open the door and I carried on toweling my hair, and only then did I realise it wasn't Millie it was her dad, standing in the doorway.
I only had a small towel to dry my hair and I was completely naked, I saw him and he was clearly staring at my tits which were in clear view..when he realised he was staring he said "oh, shit sorry, I.. I" and he was still looking at my boobs, he pulled the door shut and I figured ah well, he was bound to see me sometime!
Millie comes back with the coffee and knocks on the door, I open it a crack and make sure nothing can be seen
"Shy?" she says
"Kinda," I reply "your dad knocked earlier and I just opened it and he saw me naked"
She laughed and said "I bet he's going to have a wank about that!"
"OMG" I say and whip her with the towel
"hey!" she shouts and leaps at me.
Some time later we're sitting on the bed drinking the now cold coffee and Millie says "He'd fuck you, you know"
"Who?" I ask
"My dad" she says
"Oh fuck off would he" I reply
"I bet he would if you flirted a bit, he'd try it on" she says
"hahaha, not interested" I say
"Dare you" she says
Now, "Dare you" has baggage with us, if we dare and accept then it's serious, not just a jokey thing.
"Seriously?" I say turning to look at her.
"Yep, let's do a bet, dinner out at the place of the winners choice, loser pays, you try it on with him, and I'll try it on with yours - whoever gets a response first wins" she says
"You're crazy!" I say
"ok, so you lose" She says
"wait.. I didn't say no" I reply
"It's Monday, you have until Sunday, when we go to yours and it'll be my turn to try it." She says.
"Then?" I ask
"Then I have until the following Sunday"
"ok, but how far is ok to go?" I ask
"Well, it's got to be clear that it wasn't an accident, or just casual, like deffo it was a move. So bumping into your boob doesn't count, or brushing your bum, but a tit grope is, ok?"
"Ok, so basically flirt until he makes a move?" I say
"yep!" she says "you game?"
"sure, but what if it goes too far, and you can't get out of it?" I say
"What like he kisses you or something?" she says
"or gets his dick out?" I laugh.
"That's the dare, as long as it's a definite 'across the line' then it's ok, if summit happens then for the dare it's fine - so if you blow my dad then for the dare it's cool, do it again and we'll be an ex-couple" she means it I can tell.
"I'm not going to sleep with your fucking dad!" I say back
"I'm gonna win anyway, I see your dad look at me" she says smiling
"oh come on, I have this, I have 2 things you don't" and I squeeze my tits to make the point."It's not all about big tits" she replies "You dad likes looks and intelligence, not just fat tits"
At this I lean over grab her arms and roll onto her, pushing my breasts into her face "Come on, you know everyone loves them... ooooh" I go as she sucks one of my nipples, then I can feel her getting hard beneath me... yeah I needed a shower later.
So, later that day I made sure Millie was busy and pretended I had an issue with my laptop, he's in IT so easy to act dumb and ask him a question, I also put on a thinner than usualt T-Shirt without a bra, it's got a low neck too.
So I go into his office and I make sure he's not in a meeting and I say hi.
"Sorry about this morning" he says
"oh, haha, don't worry, it's fine" I reply.
"ok, thanks, what can I do for you?" he says
"My laptop is not working, I was wondering if you could take a look?" I bite my bottom lip, guys love that.
"Yeah sure" he says and holds out his hand, I pass over the laptop and watch for his reaction to my top, he takes the laptop and puts it on his desk, turning around and opening it, not even noticing me. Damn!
He pokes about on the laptop for a bit, fixing what I broke..the wifi... and turns to be and says "there" smiling
It's worth mentioning at the point Millie does something in bed with me, which I'm not going to tell you, but if I even think about her doing it my nipples get hard as rocks and I get aroused, it works every time, I can just think about what she does and out they poke.
So, as he turns to me and says it's fixed, I go "OMG thank you" and I give him a hug and think about what Millie does, as I sit back he clearly sees my nipples are erect, I see his eyes flick to them.
Mission accomplished. I take my laptop by leaning forward and he gets a good look down my top, but doesn't see everything....
Tuesday morning I go to get coffee, I make sure he's in the kitchen having breakfast and I wear my PJ shorts and my sleeping t-shirt, it's a really old one that's far too big and so thin you can see my nipples through it.
I go into the kitchen and say hi to him and head for the fridge...If you're a woman, you know when a guy is eyeing you up, I make sure he gets a good look at my ass when I get the milk from the fridge, and do my usual thinking of what Millie does and get our coffee.
I turn around and ask if he wants coffee, he is already looking and I see he can see my nipples are erect, I look down and go "oh" and laugh, making sure they bounce, I make no attempt to cover them up, and he says he'd like a coffee too.
I make 3 coffee's and bring his over, and put it down, again making sure he sees down the front. I collect ours and head out the room, and I pause by the door out of sight. I head him let out a breath and whisper "fucking hell" - my plan is working!
I take my laptop to him again saying it's not working, but this time I'm dressed as Millie and I are going out, and I make sure I have my cleavage showing nicely, he gets a good look again, he's got to know by now I'm doing it on purpose!
That evening, I change into my PJ's as usual, and I catch him on the landing just before bed, I ask him about something he'd told me about and I had my phone with me, I get really close and I ask him what the site he told me about was, and I type it into my phone, but I'm very close to him making sure my boob brushes his elbow and I'm in his personal space. I show him the site and ask if that's the one and he says yes and puts his arm around me and rests his hand on my hip, now I would say that's a win for me, but obviously he could just be being friendly, I move closer to him and we talk for a few moments his hand on my hip and me pushing against him.
Eventually he pulls away and says goodnight, I smile and say goodnight.
Wednesday, I need to get a move on, I said to Millie he put his arm around me, but she agreed that's not making a move. She declares that she's going to win easily. I have to up my game.
That morning I wore my usual T-shirt, but I wore a thong instead of PJ shorts, he's in the kitchen as usual and I go for the same routine, but obviously when I bend to get the milk you can see waaay more.. However I'm not that obvious, so I just squatted, it was enough to raise up my t-shirt enough to see my butt cheeks.
I offer the coffee again, we chat for a few moments...
"Sleep well?" He asks
"Yes, you?" I reply
"Yeah, not bad, any plans for the day?" he asks
"No, not really, I need to sort some things out for uni" I reply
"ah yeah, you're off soon" he says
"yep! Gonna miss us?" I ask smiling
"Of course we will" he says
Time to increase it a bit I think
"I mean you" I say and laugh
"definitely" he says back, and I think of what millie does and out they come again"You're so sweet" I say and lean forward and give him a peck on the cheek, I twirl away and make sure he sees the thong before I leave.
I get back upstairs and give Millie her coffee, there's a message on my phone.
"You need to wear more around the house" it says - from him.... damn....
I reply "oh, I didn't think you minded?"
"I don't but Linsey might have something to say" he replies - Linsay is his wife, I decide to push it
"So just not in front of L? haha" I reply
"Not what I meant, she would go mad" he replies
"But you don't mind?" I ask
"Nope it's fine with me" he replies
"glad you enjoy! xxx" I reply
"xxx" is all I get back.
Millie and I are out that evening, so I don't do anything else that day.
Thursday - Times running out, we'd had a few drinks so I sleep in and realise it's 11am when I wake up but today is the day for me, all out for this because Millie and her mum have gone out for a few hours.
Now according to the rules, he has to make a clear move, so I can't start anything, he has to. I get dressed and put on a top and skirt I have, but that's all, no bra, no knickers.
I go down stairs and he's watching TV and I go sit down.
"What you watching?" I ask
"American Pickers, guys who find junk and sell it" he says
"oh cool, no work today?" I say and plonk myself down next to him.
"Yes, but I'd taken time off to take Millie out but I made an excuse Linsey went with her instead" he replies.
"Why make an excuse, didn't fancy it?" I ask
"I fancy something else '' he says - ooh shit he's gonna make his move!
"such as?" I ask innocently
He turns to me "You've been flirting with me all week and I think you know what I fancy" he finishes and puts his hand on my side by my boob, his hand moves upward slowly, now I am going to admit I have a weak-spot, someone touches me there I melt, and it's the side of my ribs by my breast, being stoked there send me insane, and his hand just brushes upwards and down gently and my nipples go hard, and I didn't even have to think of what Millie does...
His hand just gently strokes my side, looking straight at me and me looking back and after a few minutes I can't help it, my nipples are hard as rocks and my pussy is getting wet and I make a little grunting noise, and shift in my seat.
"you like that?" he says
"yes" I whisper
"want me to stop?" he asks quietly - I'm done what I needed, 11am thursday is the time to beat for Millie, but it feels so nice what he's doing and without even thinking I say "no"
Then after a downstroke his hand comes up and brushes over my breast and nipple, there's no mistake now, I've completed the dare, but I'm also in a room with my girlfriend's dad and his hand is clearly on my tit.
"if you want me to stop" he whispers "just say"
His hand is running over my breast now, I'm done with the challenge, but I don't want him to stop either, then his other hand comes over and under my top and his bare hand slides up my bare breast, he leans in kisses my neck, my hand was by my side but it reaches over to his lap and I can feel his cock, and fucking hell if it isn't bigger than my girlfriends!
I run my hand over his dick to the top of the joggers he's wearing and slide my hand in, he gives a soft moan and kisses me on the lips and I respond, my hand slides down his cock and I stroke him.
he pushed gently forward, I automatically lay down and he's pulling at his joggers and out his huge dick pops, sticky with precum, I lift one leg over the sofa and the other to the floor and he moves on top of me and he leans into me and kisses me properly, his hand squeezing my boob and I can feel his big cock against my stomach, we kiss for a time and I feel his sticky cock slide towards my wet pussy and then he stops.
"we shouldn't do..." he starts and I pull him close and whisper in his ear "just fuck me, now"
it's all the encouragement he needs, his big cock slips into me and feels amazing, he pushes himself inside stretching me in the most amazing way, wrap my legs around him and pull him into me, and we fuck hard and fast and before I know it he is cumming hard and fast inside me pumping his cum deep into me.
Guilt hits us almost seconds after he's cum, he pulls out of me and fusses with his jogger and I sit up and close my legs, pulling my top back over me. We sit there for a few seconds
"We shouldn't.." he starts
"no, we shouldn't" I say over him
"It's just.." he starts
"I know, I know, but we can't..." I say
"No, we can't" he says he stands up
"This never happened" he says
I stand up next to him "Nothing happened" I say
"I'd better.." he says
"yeah, me too.." I say
He leaves and goes up stairs, the TV is still on, I turn it off and I go upstairs to our room, I change and clean myself up, he's cum so much in me it almost ran down my legs going up the stairs.
I shower and change and stay in our room, at some point I fall asleep and I'm woken by Millie"I can't believe you fucked my dad" she says quietly
"How do you know? I'm sorry" I say
She burst out laughing "that's not my cum all over your skirt - she points to the skirt I'd dropped on the floor
"I knew he'd screw you if he could, I mean you're hot as hell who wouldn't" she says still laughing
"You're not mad?" I ask
"No" she says but suddenly gets serious "but that's it, nothing else or we will have serious words, the dare is over."
"I didn't cum" I said
"oooh I can fix that" she says....
I came 3 times before she orgasmed, he was a nice fuck as a quickie but my partner really knows how to drive me insane with desire...
Her dad and I have never mentioned what happened since, and I make sure he doesn't see anything considered flirty or wrong since.
Next Episode is coming soon. Millie's dare....
4年前
