It was 6:30 on a Sunday morning and I'd woken up horny as hell. Mornings are my favorite time for sex, have been for as long as I can remember. This particular morning I was alone though, didn't 'get lucky' the night before. Had an eight o'clock breakfast date with an old friend which still gave me plenty of time for a good jack off session and a shower before she arrived.
Put on my robe, got a cup of coffee, grabbed a t-shirt from the hamper in the bathroom and the lube from the medicine cabinet. Sat down at the computer jumped back and forth between stories and pics sipping coffee, it's the stories that really get me going, voyeur and exhibitionism especially, 'watching & being watched' while having sex. Threesomes too, FFM & MMF, done the former a number of times and look forward to the latter sometime with the right people.
Read for a while and then found a 30 second video clip with sound showing a lady who reminded me very much of a former lover being fucked doggie style. The guy looked like he was enjoying it very much, as did she. Not like so many where they both look like they're posing for the camera and contorting themselves into ridiculous positions to better expose their genitalia. They looked to be doing it because they wanted to.
Checked the clock, it was almost 7:00, and decided I'd better get on with it before time ran out so I filled my hand with lube and started slowly stroking. My cock went from that half hard stage to rock solid with about 10 up and down motions. My office is situated off the deck near the driveway and parking area, and my desk is in a corner so my back is to the slider opening onto the deck. Well I was really getting into it remembering previous sexual encounters with the lady portrayed on the screen.
I was getting close and stood up holding the t-shirt in my hand to catch the cum when I noticed Rachel standing at the slider laughing quietly. I quickly held the t-shirt in front of me and tried to hide what I was doing as she walked in still smiling, shaking her head from side to side and doing that 'tisk, tisk, tisk' thing with her tongue. She looked me in the eyes and said, 'I felt the urge this morning too, had three very enjoyable orgasms in the shower before coming over here. Those hand held shower massagers are marvellous.'
'Sorry 'bout this Rachel I wasn't expecting you for an hour you know.'
'Charlie, day light savings time starts today, you forgot I guess, huh.'
'Shit, I did, what a dip shit I am'. Then standing up I said, 'Give me 10 minutes to shower and I'll be ready to go.'
'You're going to finish what you've started in the shower aren't you?'
'Yeah, probably. Got to get rid of this boner somehow.'
'Charlie, finish here while I watch. It'll give me something to think about next time I play with myself.'
'You sure about this, Rachel?'
Looking at me intently she said. 'I've never watched a guy jack off before, had guys pull out of me at the last minute and cum on my belly or boobs, or on my ass, but never a start to finish jack off session. So yes, I'm sure!'
Well that's all the encouragement it took. I re-lubed my hand and started massaging my cock again while she sat on the edge of the bed watching me. God damn, what a rush. We'd never gone further than talking about sex, and our past sexual experiences, with one an other. Both of us worried about sex interfering with a friendship I guess. But here I was jerking off not three feet away from her.
How often do you do it?', she asked, eyes darting back and forth between my face and my hand moving back and forth on my cock.
'A couple of times a week usually. Haven't done it since Tuesday, so I'm overdue.'
Looked her in the eye and said softly, 'Show me your boobs, Rachel', as I rubbed the swollen head of my cock unsure of how she would respond. Smiling she pulled her sweater and t-shirt over her head together in one fell swoop revealing much larger breasts than I'd imagined with probably the largest nipples I'd ever seen in real life. She cupped them in her hands and teased the nipples with her thumbs making them stand out even more erect.
'Wanna come on my titties, Charlie', she asked in a sexy voice, I moved in closer to stand directly in front of her, my cock just inches from her face. She licked her lips sexily and I thought for a moment she was going to take me in her mouth. She then laughed softly, moved her head back and cupping her tits held them up just under my dick staring me intently in the eyes. I rubbed one nipple with the head of my cock, then the other to which she responded with a laugh and a shudder saying, 'That tickles.'
I felt my orgasm start I moaned, 'Oh shit, here it comes', and slowed the movement of my hand pointing my cock down at her boobs. Her eyes dropped immediately directed at the end of my dick as she pushed her boobs together. As my orgasm continue to build I stroked slowly all the way out over the glans and back down the shaft and finally, griping the shaft tightly I spurted three or four times into the valley between her boobs before resuming slowly stroking once again, milking out the last few drops. I stood there rubbing my softening cock in the goo between her breasts spreading it across them from nipple to nipple.
She looked at me and simply said, 'Thanks. Here I am 35 years old and I've never seen that before except in porn movies. The look on your face as you started to cum was intense, almost painful.'
'No Rachel, thank you', I replied, 'fifteen minutes ago I was sitting down to a solo jack off session, but instead.... what a treat!' I stepped back, bent down and kissed her lightly on the lips and said, 'You owe me one now, you know.' She laughed and said, 'Yes, I guess I do.'
'You going to shower now, Charlie', she asked? I said yes and she stood and began removing the rest of her clothes saying, 'Mind if I join you. I think I need another one too.', as she played with the sticky wetness on her breasts with her fingers.
The following Sunday morning, as I made coffee a bit before 7:00, the phone rang. It was Rachel who immediately asked, 'Have you done it yet?' I told her no and she then asked if I was going to, and I told her, 'probably'. She said, 'Neither have I, I'll be right over, wait for me.', and hung up the phone.
Our get-togethers began with just masturbating, while watching each other. She'd bring her vibrator she'd bought at 16. She could cum in just two or three minutes using it. She'd cum, and then cum again, and again, often half a dozen times before I'd finally shoot my load.
Over time this progressed to kissing and touching each other while we masturbated, then to masturbating each other. We never had traditional penis/pussy sex, nor oral sex though.
This became a sort of Sunday morning ritual for a few weeks until she became involved with a guy who provided her with a relationship beyond what I could offer, along with Sunday morning sex.