A Letter to Kate (as Valerie)

Then you feel it, my tongue at the top of your valley, then dragged down across your anus. 'Push it inside, inside' you think but I don't. Just back and forth, licking quite hard. You want to feel it so you look back, "Oh darling, darling, push your tongue inside my arse, please!" I lift my head and smile. You know I will.

'Oh god, his tongue, oh dear, his tongue' you think in surprise as, without warning, my rolled tongue pushes past the tight muscle of your anus. You push your bottom back into my face forcing my tongue even deeper. I fuck harder, holding you tightly now, my tongue probing as deep as I can. You moan as your orgasm hits. It's always good like this, different from when I suck your clit.

(Valerie, just a little lube on your finger. It's my tongue. Trace it across your anus – gently now just like my tongue. Can you feel it, that gentle wetness. Back and forth, back and forth. Now Valerie, now your finger, my tongue, probes past the muscle, invades the star. In and out just a tiny bit, in and out. Will you, do you, cum Valerie? Please tell me what it feels like to have my tongue fucking your arsehole so I can dream about it).

Now I pull away – it is time. I adjust your position – "Kneel Valerie," I command softly and you slowly draw up your knees and your bottom rises. My hands move your knees apart opening you completely then I gently ease your head to the bedclothes. You feel completely open, vulnerable, tense: apprehension fills you. I could do anything to you now, anything I wanted but you're calm. You know I won't do 'anything'. You know I would never hurt you – only if taking your virginity hurts but then you understand that it might. You're ready for that. You relax completely, anticipating the feelings which are about to descend on your body.

You feel my tongue again, licking, coating the valley with saliva, then a finger. You recognise that with a smile. It often visits you there and you love it, especially when I'm fucking you 'doggy' and my cock is buried in your pussy.

Then you feel the coolness of liquid running down the valley. Oil, oil for lubrication. Excitement, anticipation, apprehension – a deep breath. What will it feel like? My finger probes your tightness, gently. You relax and enjoy the feeling – no hurt yet, you're used to this. Now I work my finger deeper, deeper than usual, easing the lube into you, making your anus and rectum slippery for my cock. I'm getting worried now because this is making me hard, so hard, harder than usual and just tiny bit bigger. You might not be able to, I think to myself. I won't hurt you!!

(Do you have a toy Valerie. My middle finger is ¾ of an inch wide – do you have a plug? If you have you can use it as my finger, use it with some oil. If you do can you tell me what it feels like as my finger breaches that tight little star. My finger is 3½ inches long. Can you put it in that deep? How does it feel. Oh Valerie, I long to know!)

Suddenly you feel something else probing your tightness. 'Oh', you think, "oh another finger' and you moan because it feels so nice. But then both fingers go deeper and the feeling of tightness increases and you feel a twinge of discomfort.

(Two fingers Valerie. 1½ inches wide, almost as wide as my cock. Could you do this, take this in your arsehole. Valerie, Valerie. Angel. You must tell me if you can't – I mean it. You know what I want you to do with your toy but I don't want you to hurt yourself – never! Never! If you can't do it tell me. Despite my passion for your arse I wouldn't want to do it if it hurt you. I probably couldn't! Valerie, with a woman like you there are so many other things to do and, as I know you love being fucked 'doggy', I can sometimes imagine I'm in your tight little arsehole can't I? You are far too precious to hurt just for my desire and pleasure – I won't do it!).

It doesn't really hurt, stings a little at your anus, but you're getting used to it now. I start to finger fuck your arse gently, slowly in and out, a little deeper each time. You can feel the lube easing the movement and the stinging goes away and it feels OK – quite nice really. Then the strangest feeling. I'm turning my fingers in your arse, opening your tender muscle and rectum ready for my cock. It doesn't hurt but you feel it just might. Pain and pleasure are so closely linked but you know I won't give you pain unless it leads to pleasure so you moan to show that you are enjoying my fingers there.

Then they are gone. You take a deep breath. You know it's time now. I lean forward and whisper, "Valerie, angel, are you ready?" Another deep breath. 'I mustn't let him know I'm frightened' you think, 'or he won't do it' and you want me to do it. You want to like it, to enjoy it, so that we can enjoy this extra pleasure together. "Oh Mike darling," you say breathlessly, "oh yes, yes. Please – I want you to fuck my arse."

'There! I've said it' you think, 'no going back now'. You feel me move on the bed, closing in on your virginity. Then my cock head, 'oh it feels so big', pressing against the muscle of your anus. You tense. You can't help it. You don't want to but you do. The pressure lessens, you know I won't hurt you more than necessary to explore this forbidden territory, and that calms you. You breathe deeply again and relax your whole body, opening your sphincter.

My cock presses again and enters. Oh god!!!! Pleasure, pain, pleasure pain. Pleasure because you've taken me – 3 inches I tell you afterwards – but pain; hurt because I'm big, bloody big!!

(Valerie, angel, I don't know whether you can do this so . . . You'll have to tell me when you get your toy. Will you be able to go on from here or will it be to much? Valerie, angel, I really want you to enjoy this for you and for me but if it does hurt – NO.)

"Oh love," you say, "still for a moment. Please." Now I'm concerned. I won't do this Valerie. You feel me move slightly to pull away. "No, no, darling, no!! Still. Give me time to get used to it." I stay embedded inside your most private place, virginal. That you'd give that to me. It's almost too much for me emotionally and I feel the need to hold you tightly to me but I know I must remain still. Give you a chance to enjoy this.

It's feeling better now. A really strange feeling – nice really, quite nice. Full, very full and it seems to be affecting your pussy and your clit but you don't know how. 'My clit' you think, mmm, and you hand moves down to tease your own pleasure point. 'Aagghh, that feels better!' "Mike, more now. More."

You feel my hands holding your hips now and you have a sudden fear that there is no going back. I won't be able to stop now. Your muscles spasm with tension. You fear I'll fuck your arsehole whether you want it or not but you needn't worry. It's about trust isn't it Valerie. You trust me so you banish the fear and relax. You feel my cock sliding deeper inside you, opening you. It's the strangest of feelings (Oh Valerie, angel, I long to know how it feels for you – is it strange, good, or bad?).

It does hurt, but not too much, and you decide to go for it, take it all. You suddenly feel the need to posses me, my cock, deep inside you. Your finger works on your clit and that banishes any discomfort so you moan softly and say, "I want it all now darling, all in me. Please." You know I won't be able to resist that and you're right – I can't. I give you the rest and you feel my thighs pressing against your buttocks. Your anus feel stretched because my cock is bigger at the base and your rectum – well 'full' is the only word.

Hurt, yes it does but, strangely, not as much as you anticipated. You feel happy, proud (!), sexy, good. 'I've taken him' you think, 'all of him inside my arsehole and it's not half bad. Hurts but, oooooooooooohhhhhhhh', a sudden rush of pleasure. 'Heck, what was that?' you think and you move your arse on my cock. 'Oh god that feels, oh my god!!!' I start to move now. Looking down at my cock impaling you, sticking out between the cheeks of your arse I can't stop. I have to fuck you, fuck your arse but I love you so I mustn't hurt you. Desire tempered by love makes me move slowly, gently back and forth.

Oh hell, I won't last long. This is too much. I sense your orgasm. Is it anal or vaginal? Are you having your first real anal orgasm as I fuck your arsehole. I'm sliding back and forth now, sometimes with long deep strokes, sometimes short, sharp jabs. I can't wait any longer and I thrust into your arse hard. A feeling of intense pleasure ripples across your body. Physical pleasure, the feeling of my cock buried deep in your arse stroking along the lubricated walls of your rectum. Emotional pleasure that you've taken me there and you like it – want it again. Relief. It's intense and you cum, squeezing my cock with your anus and rectum.

'Oh my god' you think as you feel my cock pulsing, shooting wads of cum deep in your insides. 'I can feel it. Feel it hitting me there'. Your orgasm intensifies causing you to shudder and moan. It's too much and you fall to the bed realising, as you do, that you've lost my cock. For a few moments you are in another world savouring the feelings that are slowly dissipating.

You come back to the real world and you realise your anus is sore, tender where the base of my cock stretched you. I can see you now, lying there, virgin no longer and my heart reaches out for you, that you'd give me this. I can see your anus, red and stretched, leaking my cum. I lean forward and you feel a soft caress on your tender ring, distended now from the stretching. 'Oh my god' you think, 'he's licking me!!!' (I would Valerie – I mean it honestly. If you gave me that I would sooth your hurt with my tongue – would you like that?)

I lick your tender anus and you lay there for a while wallowing in the feelings that are bringing you close to another orgasm – 'how many is that' you think but you've lost count. 'Not unusual' you think with a smile to yourself, 'I often do'. But now you want to do something for me so you roll over and down. "I want to suck your cock," you say because you know how much it will mean to me.

"Oh Valerie," I say, "Valerie, angel, (you love the way I call you that. I sends shivers down your spine) you don't have to do that!"

"I want to," you say and push me back. I'm soft of course, completely soft after such a fantastic experience. But that's good because you can get all my cock in your mouth – you like that. You smile to yourself, 'it doesn't happen often!'. This is too much for me, I need to worship you so I move you round to a 69 and your legs straddle my head. My tongue fastens on your clit – 'how can it be so tender?' you think, and I lick and suck your pussy and your clit. Now it's too much for you and you lay your head on my groin and enjoy my worship. You can't take much of this and soon a massive orgasm rocks your body. So intense after all that has gone before.

It ends, you move level with me and I hold you close. You never want to leave my arms just then and, satiated, you drift off to sleep knowing, with certainty, that I will fuck you again in the morning and pleasure you in the shower.

Now I must say that Kate did write letters back to me – we kept this going for quite some time and enjoyed every minute. It was living another life, a fantasy, and it spiced up our sex life. We did, later when we'd written several more letters, finally 'fix up' this scene and it happened just like the letter. That was just one way that we increased the pleasure of sex between us. There were others that I'll write about later.

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Hope you enjoyed this – do please vote and comment. I may be somewhat 'robust' in my responses but I do value constructive comment.