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Click hereI've reached you on chat tonight. We're an ocean apart. It's late and you are getting ready for bed. You had a drink or two with your girlfriend, and she's asleep now in the other room. I've been waiting for a chance to talk more intimately with you... when you're not in a rush, and when you're not feeling shy. I think this is the chance. You are feeling relaxed and giggly, and you're alone. Since it's late, and you've had a couple of drinks, I know you're going to get sleepy. And the conversation continues...
Me: There IS one way to help keep you awake and alert
You: oh??
Me: but you have to be a little brave
You: oh no
Me: yes
You: I need to go to bed
Me: yes, it's fine I suppose, if you'd rather not hear what I have to ask
You: oh go on
Me: first you need to either be in your nightgown
Me: or you need to be undressed
You: give me 5 mins
Me: k
(about 5 minutes later)
You: what
Me: are you in your nightgown?
You: yep
Me: wearing anything else?
You: nopie
Me: good girl :)
You: not much too night gown either ;-)
Me: now, hike up your nightgown so your bare bottom is on the chair, and your nightgown is behind
You: what chair?
You: i'm in bed
Me: are you under covers?
You: a little
Me: pull the covers off of you, and pull up the night gown so your bare bottom is on the bed
You: and?
Me: just do it, and tell me when it's done
You: k
You: nightie on or off?
Me: take off your nightie
You: k
Me: this will help keep you awake, understand?
You: oh yes??
Me: are your legs stretched out? or cross legged? or what?
You: they're up.... to hold laptop
Me: sitting on your bare bottom, with your legs together and knees pulled up sort of?
You: yep
Me: ok, i can picture it
You: really???
Me: yes, i have a vivid imagination
You: (chuckle)
Me: now, i have a few questions for you... i've been waiting forever to ask
Me: ready?
You: maybe
Me: tell me if you're embarrassed.. that's fine.. i expect it... but i want you to answer anyway
You: k
Me: first question.... do you occasionally give yourself pleasure when you're alone... you know, by touching yourself?
You: very seldom
Me: seldom? because you don't have the need? or too inhibited?
You: both
Me: seldom? like once per year? or more often?
You: more often
You: (chuckle)
Me: more than once a month?
You: less
Me: how was that, embarrassing?
You: no
Me: good... you're doing great
You: cool
Me: you mentioned you're a little inhibited about it... does it make you feel guilty? or naughty? or what?
You: not sure
Me: but it feels good when you choose to touch yourself that way, right?
You: when i feel in the mood
Me: give me an example of what makes you feel in the mood?
Me: romantic movie?
You: dont know
You: it's been a while from last time
Me: ok, this is quite a bit more personal, and don't need a lot of detail, but just curious... you said you don't live with him, but do you have sex with your boyfriend?
You: yes...but not often
You: its good when we do
Me: that sounds nice when it happens
Me: last question about that... if you had your way, and it was only up to you... would you have sex more often with him? or is it just right as it is?
You: more
You: I have to initiiate
Me: sounds pretty typical of men and women our age
Me: i have one final request, and it's VERY personal... but hopefully it's a tiny treat
You: for whom?
Me: for both of us!
Me: i've teased you about giving you back rubs
You: yes
Me: but i'm not there to do it
Me: i want you to follow my instructions, take your hands off the keyboard, and do what i say for a little bit... a little bit of guided touching
Me: will you?
You: uh huh
Me: you can stop when you want
You: k
Me: not too x rated... just tender and personal
Me: if you want to type a little feedback from time to time... you can type "mmmm" if it feels nice, k?
You: k
Me: but you don't have to type very much
Me: and if you want to say something, just type "q" for question
You: k
Me: ready?
Me: hands off keyboard
You: I am in the mood anyway! ;-)
Me: good
Me: cross your arms over your chest, with your hands on your shoulders
Me: arms covering your breasts
Me: feel yourself hugging your self... nice skin on skin
Me: soft and warm
Me: rub your fingertips on your shoulders lightly... affectionately
Me: stroke your neck softly on both sides, enjoying the quiet embrace
Me: let your thumbs wander to your chin....
Me: your throat
Me: your fingers caressing your collar bones, feeling your soft warm skin
Me: i imagine your skin is very sensitive and soft... enjoying the touch
Me: i imagine that you don't take time for this very often, very busy, very occupied with life's details
Me: letting yourself feel the pleasure of your own skin
Me: hands wandering on your shoulders...
Me: throat...
Me: neck...
Me: collar...
You: and down
Me: would you like to take your hands lower?
You: (nod)
Me: down your chest
Me: don't touch your breasts directly yet
Me: tease a little
Me: your arms should still be crossed
Me: stroke your fingers along your sides, and under your arms
Me: i imagine that your breasts are quite sensitive now, and would actually enjoy being touched
Me: you might particularly enjoy your fingers under your arms along the sides of your breasts... just the outsides
Me: just lightly
Me: tingling
Me: maybe even shivering a little....
Me: is it the chill?
Me: is it the pleasure?
You: not cold
Me: now uncross your arms
Me: stroke your hands on the front of your shoulders... right hand on right, left hand on left
Me: breasts uncovered and exposed
Me: with the backs of your fingers... tease the sides of your breasts... just the sides...
Me: just a light touch
Me: now slide a single finger underneath each breast...
Me: stroking the skin where your breast meets your abdomen
Me: taking time to enjoy each touch, each stroke
Me: and you can do this any time...
Me: it's your skin
Me: it's your sensation
Me: doing ok so far?
You: yep
Me: does it feel good?
You: nice
You: hows it for you?
Me: it's wonderful
Me: i love guiding you through this
You: :)
Me: do you want me to put my thoughts in there, so you can hear me too?
You: k
Me: it's more about your pleasure though, k?
You: k
Me: that's what i want right now
You: k
Me: i'm completely here with you
Me: i think your breasts need more attention
Me: touch the space between your breasts with your right hand
Me: tracing a finger in the valley between
Me: noticing how every touch changes...
Me: notice how it feels when you breathe out...
Me: or breathe in
Me: or hold it for a while
Me: take the index finger of each hand
Me: lick them
Me: and rub a gentle circle
Me: around each nipple
Me: feeling the wet caress
Me: lick them again... suck your finger in your mouth... each one...
Me: and rub lightly around the nipples
Me: now... you're going to touch your nipples in a moment
Me: and when you do... i want you to make an audible pleasure sound...
Me: an "mmmmmm" or " oooohhhhh" or a groan or something that feels natural... doesn't need to be loud
Me: rub your nipples ever so lightly
Me: stroking the sensitive tips of your lovely breasts
Me: imagine i'm watching
Me: or you can imagine i'm touching them
Me: or you can imagine being alone
Me: but i can picture you sitting there
Me: relaxed in a way
Me: and excited in a way
Me: use the palm of your hand... flat
Me: and rub sideways across... touching only palm to nipple
Me: now grab the whole breast with each hand... squeezing gently
Me: kneading...
Me: stroking..
Me: so sensitive
Me: whenever it feels natural... make an audible sound
Me: oohhhhhh
Me: mmmmmmm
Me: it's your pleasure
Me: express it to yourself
You: mmmmmmmmmmmmmmmmmm
Me: roll your nipples in your finger tips
Me: pinching ever so delicately
Me: if you like, pinch a little harder... you know what you like
Me: if it was me, i'd watch your face...
Me: and listen to your sounds...
Me: and i'd squeeze them lightly
Me: or firmly, depending on how you react
Me: now leave your left hand on your nipple
Me: and put your right hand on your thigh
You: laptops in the way
Me: move the laptop
Me: would it help to be in a kneeling position?
You: on my back is ok
Me: ok, good
Me: knees pulled up?
You: mmmm
Me: i'll take that as a yes
You: yep
Me: left hand on your breast
Me: right hand on your thigh
Me: your left hand is stroking lightly, playing with your breast
Me: your nipple
Me: your mouth
Me: feeling the skin
Me: the warmth
Me: the pleasure
Me: you're doing great
Me: it should feel nice
Me: and make you feel beautiful
Me: and your right hand strokes your thigh
Me: and your hip
Me: lightly caressing your hip and thigh
(at this point, I got interrupted for a few excruciating moments, but fortunately not too long)
You: dont stop there
Me: (sorry)
Me: and there is a connection between the two...
Me: i don't know if you can feel it
Me: maybe it's strong
Me: maybe it's gentle
Me: it's like electricity,,, running from your left hand
Me: through your breast...
Me: through your nipple
Me: and down your stromach to your other hand
Me: wherever your right hand wanders... the connection is there
Me: you feel both places...
Me: connected... pleasured
Me: touches
Me: tingles
Me: shivers
Me: you're doing so well
Me: so responsive
Me: as much pleasure as you want
Me: let a sigh escape
Me: let your breath exhale audibly...
Me: as much as is natural
Me: you're breathing your pleasure into the room...
Me: it circles around you
Me: fills your head
Me: and enters your lungs again
Me: your right hand on your stomach
Me: around your belly
Me: down a little lower
Me: back to your thigh
Me: now touch your inner thigh... mid way from your knee
Me: to your middle
Me: the skin is so delicate there
Me: it might even tickle a little
Me: but feels so good
Me: the electricity flows from your breast to your thigh
Me: tingling everything between
Me: your stomach flutters
Me: your lungs shudder each time you exhale
Me: you may even feel it in your sex
Me: draw your right hand up your thigh a little
Me: teasing higher
Me: let your fingers form a "V"
Me: and touch both the left thigh and right thigh
Me: teasing
Me: stroking
Me: the electricity current runs stronger now
Me: joined in two places
Me: going directly through your sex
Me: would you like to touch there?
You: asha
Me: yes?
You: yes
Me: first, below your belly... slowly move your hand
Me: to the mound above your sex
Me: rub the fingertips gently on the pubic bone
Me: not too hard
Me: let the electricity flow from breasts and neck to your mound
Me: warmth flowing through it all...
Me: tingling
Me: stroking
Me: teasing
Me: now reach down again with the V
Me: touch both inner thighs
Me: just below your sex
Me: getting higher
Me: sliding dry fingers on tender dry skin... so soft, so warm
Me: higher
Me: now... run your V of your two fingers
Me: along the outside
Me: of your outer lips of your sex
Me: not the moist inside
Me: but the sensitive dry outside
Me: if the current has been strong.. the lips might be puffy
Me: might be swollen
Me: might be aching a little
Me: longing for touch
Me: but you're only touching the outside
Me: slowly
Me: teasing
Me: letting the feelings build
Me: letting your sighs escape with any sound you like
Me: now, put two hands on your outer lips
Me: stroking the upper
Me: inner
Me: thigh
Me: and your puffy, dry outer labia of your aching sex
Me: feeling the warmth of your skin on skin
Me: your tingling pleasure
Me: now slip one finger...
Me: gently in the middle
Me: of your inner lips
Me: it might be a little moist
Me: slide it in the moisture
Me: spread it around a little
Me: feel the lips and how sensitive they are
Me: move your left hand to your mound above your sex
Me: rub the mound above your sex
Me: and slipping a wet finger up and down the middle,.... but not inside
Me: your sighs are probably stronger now
Me: your breathing a little more rapid
Me: continue?? say "k"
You: k
Me: you're feeling the pleasure, i can tell
Me: you're doing great, so sexy!
Me: move your left hand down from your mound
Me: to your clit
Me: touch it lightly
Me: there might be sparks
Me: depending on how sensitive you are
You: very
Me: continuing to touch your inner slit, but not inside
Me: if you need to avoid direct contact with your clit... you'll know
Me: you can tease around it
Me: in a circle
Me: or touch it very lightly
Me: as it feels good
Me: maybe roll it between thumb and finger
Me: you know
Me: you feel it
Me: your pleasure
Me: your speed
Me: your right hand is ready to explore inside a bit
Me: your right finger...
Me: dip it into your cunt just a little
Me: up to one knuckle
Me: feeling the pleasure... the connection...
Me: the tingle
Me: laying there
Me: breathing
Me: sighing
Me: moaning when you feel it
Me: or more if you like
Me: slide your finger in further
Me: deeper inside your canal
Me: your left hand on your clit
Me: or use your thumb of your right hand on your clit
Me: and your left on your nipples
Me: if it was me... i would be alternating... teasing
Me: building
Me: kissing your mouth
Me: nibbling your neck and breast
Me: and touching my hand tenderly on your sex
Me: vary it when it suits you
Me: your finger deeper inside
Me: curled up high inside you
Me: maybe there's a very sensitive spot high up on the inner wall of your vagina
Me: if you hook your finger in and up
Me: stroking in and out with an upward pressure
Me: now two fingers
Me: teasing your clit
Me: stroking in and out of your warm cunt
Me: it might be clenching
Me: you might feel your strong sexy pelvic muscles working
Me: squeezing
Me: grasping with your pleasure
Me: taking your fingers in and out
Me: maybe two fingers
Me: maybe three
Me: upward pressure
Me: building pleasure
Me: breathing more
Me: touching your clit
Me: your nipples
Me: your cunt
Me: pleasure
Me: building
Me: let it build
Me: more
Me: as much as you can
Me: moaning dear
Me: stroking
Me: enjoying the skin
Me: the sensations
Me: your feminine beauty
Me: in the room
Me: on your bed
Me: touching yourself
Me: let it wash over
Me: and over
Me: waves of pleasure
Me: stronger
Me: touching yourself
Me: for me
Me: for you
Me: enjoying it as much as you can
Me: so much joy
Me: so much warmth
Me: so much pleasure
Me: ohyes dear
Me: stroking quickly
Me: it might build again
Me: it can build over and over
Me: your body has more pleasure
Me: in higher waves
Me: don't stop
Me: don't stop
Me: touching
Me: moaning
Me: sighing
Me: spasming
Me: your nipples are so sensitive
Me: your clit is throbbing and swollen
Me: your cunt is moist and dripping
Me: you might even squirt some fluid
Me: it's fine
Me: it's normal
Me: it's your pleasure
Me: your skin
Me: your cunt
Me: your breasts
Me: your feminine beauty
Me: taking your time
Me: feeling your hands
Me: everywhere
Me: your focus in your spine
Me: in your head
Me: in your stomach
Me: in your cunt
Me: open to yourself
Me: open to me
Me: wave after wave
Me: washing over
Me: like a tidal wave
Me: rolling you in pleasure
Me: soaring in the sky like flying
Me: floating
Me: higher
Me: warm
Me: light
Me: colors
Me: so much pleasure
Me: overwhelming you
Me: losing your breath
Me: catching it again
Me: exhaling your pleasure
Me: inhaling it again
Me: filled up
Me: empty
Me: all your muscles and limbs
Me: flexing
Me: feeling
Me: alive
Me: tensing
Me: releasing
Me: spasming
Me: clenching
Me: yes dear
Me: slowing down a little
Me: when you're ready
Me: continuing if you need more
Me: catching your breath if you need a break
Me: give me a k if you're still with me
You: k
Me: continue?
Me: or need a break?
You: need sleep
Me: :)
You: got to get up in 5 hrs
Me: ok
You: youve done this b4
Me: it's been a while
Me: did you get some pleasure?
You: yep
Me: you liked?
You: uh huh
You: mmmmm
You: not bad ;-)
Me: i need just a little feedback, since i wasn't there
Me: anything you particularly appreciated?
You: all
You: build up
Me: tell me..
Me: did you orgasm?
You: :)
Me: good
Me: i enjoyed that.. thanks for letting me guide you that way
Me: thank me and then go to bed, k?
You: fank u (sleepy smilie)
Me: good night dear... sleep well
Me: (sleepy smilie)
You: (wave)
Me: (wave)
Nicely written. I've had a few of these chats, but found them much better on the phone rather than typed.