I first 'met' Jill when I read her ad on an online penpal site. She was in England and I was in the US. I liked what I read and responded. She liked what she read, and that was that. The funny part was that later we discovered she had never visited the site before she had posted, I had never visited the site before and hers was the one and only ad I responded to, AND it was the first one she received. Fate, or the universe playing games?
We swapped pics, and both liked what we saw. Both of us are on the short side, me beating her 5'0" by six inches, and we could both stand to lose some weight. For me, beauty is definitely on the inside, as external beauty cannot hide an ugly mind, but she, as most women are, was concerned that I would find her too heavy. (She was five feet tall, about thirty pounds overweight, 36C/D breasts and an ass to die for. I got the height/weight/bra size from the pic of her filling out a sweater deliciously; I found out about the yummy ass later.)
Our emails went back and forth, learning about each other in that emaily way. Soon the topic was romance, and we started skirting around the edges of what we liked, what we didn't like, all very innocent. For the moment.
Though we were both in our late 30s, this was reminiscent of adolescence, that indirect way of approaching each other, shyly, hesitantly; we had both been hurt before and were naturally cautious. One day I mentioned she was naughty and deserved a spanking, and that opened the way for more 'adult' conversation.
We discussed how she should be spanked (lightly, but with emphasis), how long she should be spanked (my decision entirely) and what she would be wearing (I voted for bare skin, she wanted jeans and we settled on panties) when her spanking was delivered.
The emails then slacked off in intensity, and I guessed Jill was getting nervous. I helped her through her nervousness, explaining we all got nervous, and we should discuss whatever she wanted for however long she wanted until she was satisfied. That helped a lot, and at the end of her last email, she asked simply, "do you have any fantasies?"
That interesting question really got the ball rolling. I learned that Jill fantasized about being tied up and blindfolded. Pretty standard fantasy, and she wouldn't give me any more detail, so I started to embellish her fantasy in my response: "So when you mean tied up, do you mean with scarves, handcuffs, rope? Do you see your hands bound in front of you, in back of you or above you as I lay you on the bed? Are you face up or face down? Do I put the blindfold on you early and then tie you up, or are you tied up and helpless, laying on the bed naked, and the last vision you see before your sight gets cut off is me leaning over you, my naked cock throbbing in anticipation of what comes next?"
Jill loved my embellishments, and our emails got more specific. It seemed her biggest fantasy was to be taken doggy-style, a little on the rough side, and while she is being ridden, she wanted her ass spanked and at the moment of orgasm her hair pulled roughly. No problem!
I mentioned a couple of my fantasies, nothing too out there, very mild actually, and led her down an innocent path for the next day or so of learning more about each other in a non-sexual way. When I told her I found English accents very sexy, Jill immediately volunteered a phone call. We made a date for it, and decided (as she was still nervous) she would call me, so I wouldn't have her number just yet. (I didn't have caller ID.)
The afternoon of our first call, I stretched out on my recliner and waited, picking up the phone on the second ring. "Hello, are you there?" Jill asked. Her voice was heavenly! Northern England accent, shy, very evocative and I couldn't answer quickly enough. We talked for nearly four hours, and at the start of the fourth hour, I commented her on having such a sexy voice. "Oh, I like yours, too" Jill answered, "it's so deep and soothing." "Well, Jill, I have to say yours isn't soothing at all. In fact, it is having quite the opposite effect." I waited to see which direction the call would take. Jill was very shy, but she quietly breathed out in that sexy accent, "You're horny too?" With a smile in my voice I asked her how she normally handled horniness, and it took a few minutes to get her to tell me she used a vibrator. I could tell by her voice she was getting very aroused, and my cock was throbbing so hard I thought I was going to lose it right there!
***
"Jill, I think we both need to relax a little. I know you're in bed right now (due to the time difference) so go ahead and take off your panties. You want to do it, and you know I want you to do it, just let me know when they're off."
Silence on the other end and I didn't say a word for about half a minute. Finally I could hear rustling over the phone and her voice, now very quiet, "Ok, they are off, now what?"
"That all depends, Jill. Are you wet right now, listening to my voice? Check for me, sweetie, just run a finger down your body, lightly touching your pussy lips for me. Are they wet...are you wet, Jill?"
Her answering groan, tinged with that English accent, brought one from me, and she heard it. "That's not fair, here I am without panties, you take your shorts off right now!" Her order made her sound like a sexy English nurse, and this was one order I was happy to follow. I told her when they were off, and she surprised me by softly giggling and asking what she would see if she were there right now!
"Well, Jill, I'm lying in my recliner, I've a t-shirt on and that is it, and oh, yes, my cock is very hard, throbbing gently from the sound of your voice, and I wish you were here to take matters into your own hands!"
Jill laughed gently, "Sorry, it will have to be your hands for the moment."
I quickly responded, "Ladies first, my dear. Get your vibrator and tell me when you have it."
Jill was back on the phone in a flash, "I've got it, oh, I can't believe I'm doing this!" she answered, sounding both worried and very aroused at the same time.
"Neither can I, Jill, but do you really want to stop now?" I asked her, hoping very hard she wouldn't stop.
"No, I'm so horny right now, God I am so wet, it's been so long..." I could hear the need in her voice, the pleading...I could feel myself grow harder as her voice washed over me.
"Do what I say, Jill, and rub your pussy for me, using just your hands for right now; go ahead, do it, Sweetheart." I ordered her, figuring she wanted to abdicate responsibility to me for her actions.
I could hear Jill rubbing her pussy, actually hearing how wet she had become during our little phone call; that has to be one of the sexiest sounds there is, a woman playing with herself and wanting you to hear it.
"Oh, God....oh, yes....oh...oh..." Jill whispered, her voice catching as she masturbated herself.
"Turn your vibrator on, Jill, but don't use it on yourself. Do it now." I ordered her, my breath becoming ragged as her pleasure got me harder and harder. Hearing the buzz of her vibrator, I was about to continue when she gasped and spoke.
"What about you, what about you?" Jill plaintively cried.
"This is what I want, Jill, I want you to come for me." She gasped again so I continued, "Put a finger in your mouth and wet it, honey, then put it in your wet pussy; do it for me, now, do it!" I could hear her moan, whisper, "oh, god" and knew this woman who I had never seen in real life now had her finger in her pussy because of me.
"Finger yourself, sweetheart, finger yourself slowly..." Jill's moaning got louder and slower.
"Now, with your other hand, pick up the vibrator.." I waited until she had, "now, press it against your clit and hold it there!" The buzzing grew stronger as she held it on her clit and she started to whimper, quietly at first but getting louder each second.
"Ahhh..ohhh, I've got to stop..." Her voice broke "NO!" I answered, "Hold it there, do not move it, keep that finger moving in and out of your pussy for me, don't stop, do not stop..." I kept repeating this mantra, as Jill was so very shy of having an orgasm in front of me, but she did as I ordered.
"Now Jill, take your finger out of your pussy and take the vibrator off of your clit...do it!"
"No no no nonono, don't make me!" Jill moaned, and I could tell she was so close to cumming, but I had one order after this.
"Jill, take that vibrator off of your clit right now, it is up to me when you cum; take it off!" I was really enjoying giving her orders (that I know she wanted) and figured she would play along, and she did.
"Ok, damn you, what's next...tell me...tell me!"
"Turn the vibrator's speed up...is the vibrator going faster?"
"Yes!" she moaned.
"Are you sure?" I asked wickedly, knowing we both enjoyed a good tease.
"YES!" Jill yelled into the phone. "Please, what's next?" and the whimpering tone in her voice, that need, told me it was time.
"Rub your vibrator on your clit and pinch your nipples!" I could hear the shock in the silence between us. "Do it, NOW!"
I could hear the vibrator rubbing against her poor clit and heard her scream with pleasure as she pinched her nipples, the moans in her voice, and I could see a mental picture of this beautiful woman, writhing on her bed, her legs spread, her vibrator on her tortured clit, her hand desperately pinching her nipples, and I could see her head moving back and forth, lust in her voice as she brought herself over the edge.
"oh god oh mmmyy oh yes yes yes yes YES YES YES!" Jill huskily moaned into my ear as her body finally received the orgasm it had craved for so long.
As she was calming down, I looked at the clock. Thirty minutes had passed? I had teased her for thirty minutes while she played with herself according to my orders? Hopefully she wouldn't try to tease me for that long; wait, what am I thinking? Of course I want her to tease me that long!
Jill came back on the line, all breathy and with that wonderfully satisfied tone women get after having a good orgasm. "Ok, baby, what can we do for you? Are you ready for me?"
I had never had phone sex before, and was feeling very nervous. Here I was, naked for but a t-shirt (which I quickly removed), and I'm on the phone with a woman I just 'made' orgasm. My cock was throbbing to the beat of my heart, and I felt a trill of fear and sexual desire run down my spine.
"Yes, Jill, I'm ready for you. What did you have in mind?" I wondered if she would take the lead or not.
Jill answered quickly, "Are you okay, Sweetie, you sound a bit...different."
"Well, I do have a problem...talking to you has me so turned on...my cock is throbbing so hard because of you and your voice, and I want you badly right now." I figured honesty was the best policy, and from her reaction, a good choice.
"Oh, baby, I didn't realize...what can I do to make it better? Would it help if I kissed it better for you?"
The image of her taking my cock in her hand, lowering her head, and kissing it gently almost doubled my heart rate. I couldn't help myself, I took my cock in hand, and, feeling the heat it was giving off, started to stroke it, slowly and firmly.
"Yes, honey, that would be wonderful...I want to feel your lips on me, kissing me, tasting me."
"What else, baby, would you like me to suck on it for you, maybe that would help? I'd like to taste your cock, it sounds so yummy." Jill was getting into it, teasing a bit, "Or maybe you want to cum on me? See your hot cum landing all over me, would that be better?"
My groans told her that was exactly what I wanted, what I needed. I wanted to cum on her, and she was happy to oblige my fantasy.
"C'mon, honey, that's it, tell me, tell me how you would do it...where would you stand, baby? Would you stand next to me, stroking your cock right next to my face, letting me see it pump in and out of your fist? Or would you straddle my chest...is that it, you want to cum all over my breasts? Talk to me honey, what do you want?"
Her talk was making me hornier than I had ever felt. Precum was leaking from the tip of my cock, and I used it to help lubricate my stroking. It helped a little, the slickness backing off my need to cum just a bit, but enough for me to answer her. My voice was not as steady as I would have liked.
"Jill, baby, I want to straddle you as you lay back against your pillows. I want you to watch me, to see what you do to me, see how hard you make me...push your breasts together, do it, I want you to watch me..."
I squeezed the base of my cock firmly to slow down, it felt so good, but I didn't want to lose it, not yet. My cock felt full and thick in my hand, and I was feeling as if I was about to lose control. The thought of cumming on her was intoxicating, I wanted it for real, but this would have to do for now.
"Are you ready?" Jill asked, teasingly, "I am..."
"Ready for what, Jill, what do you want?" I was breathing faster now, I wanted to hold out until she said it, that she wanted me to cum on her, for some reason I needed to hear her say it.
Jill continued, now with a sultry tone I had never heard before in her voice, "You're close, aren't you honey? I want it, I want it all, cum for me, cum on me, honey, let me feel your hot cum land on my breasts" she lowered her voice to a whisper, "or all over my face..."
That vision, that image of me cumming on her face drove me up to the edge. I stroked myself faster, and faster, feeling that tingling, that liquid clenching feeling meaning I was going to cum. I managed to whisper back, "I'm going to cum on you now, Jill, all over your breasts, and your beautiful face..." and I came, so very, very hard. One small spurt, then a pause, then a fountain of cum erupted from my cock as I envisioned myself standing over this woman; this woman who wanted me to cum on her, to shower her with my hot, sticky cum. I came, and came, and came. Finally I started to breathe again, and heard Jill on the phone, "Hello, are you okay? Talk to me sweetie" she implored.
I had to smile, "Sorry, Jill, you made me cum so hard, honey, I couldn't think of anything except how wonderful you made me feel. Thank you, that was incredible." Jill hesitated for a moment, then blurted out, "I came too, when I heard you, I could hear you cumming and it just...happened." She sounded pleased and a little shocked.
"That's wonderful, baby, I'm glad it happened to you too...did you like it when it happened like that?"
Jill's answer told me everything I needed to know, and I could hear the smile in her voice. "How long until the plane trip?"
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Chapter 2?
Please write more.......
It was perfect, Just how I'd want something like that to go. Wish I was Jill xx
Very erotic
Excellent for a first submission. I am looking forward to more.
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