Elaine

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Guy in his 20s meets an older woman.
1.3k words
48.1k
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His name was 'SteveUK" and his message in the chatroom was: "Do any guys near Taunton want to get a blow job from my girlfriend?"

The only reason it caught my eye, was that it was within driving distance from my house. I private-messaged him saying I was close. When it got round to me asking him to prove that it was really his gf I was meeting and not just some weird guy, he asked me for my mobile number.

It was only seconds before the phone rang.

Elaine: "Is that Chris?"

Chris. "Yes, Elaine right?"

Elaine: "Hi, so, Steve asked me to call. So do you think you can come over?"

Chris: "Sure."

When she called, my jeans were unzipped, my cock already hard. Porn clips running silently on the monitor in front of me. I'd been playing with myself again since I'd first picked up the phone.

Elaine: "But its just oral sex ok. I only want to give you a blow job ok?"

Chris "Whatever you want."

Elaine: "You can cum on my face if you like."

There was an awkward bit when I had to find a pen and paper to take down her address. But minutes later I was in a hot bath, my heart beating rapidly while I washed my cock. In the car I chain-smoked the whole way, window down on the motorway, music playing loudly. Once off the motorway I found her directions to be very efficient. I was fairly excited by the time I found her street. I got out the car and smoked one last cigarette, trying to calm down so I could pretend to be cool. I had no idea what she looked like. Not like I cared much.

*****

I ring the bell. Elaine answers the door. Her smile is genuine but slightly nervous. She looks like she's going to giggle or cry. We say our hellos. It's all strangely normal. Before we've left the hallway she's offered me a coffee. She takes me through to the lounge-diner. There's her PC desk and on screen MSN Messenger is running. The guy on cam, I rightly assume is SteveUK. The mic is working too. We chat.

Elaine brings instant coffee, she looks a little less nervous now, I'm sat on her desk chair looking at her. She is wearing a short, but not too tight, black skirt. A plain blouse with a black bra showing underneath. She isn't wearing any shoes but she is wearing a pair of ragged-looking hold up stockings. She must be almost 50 but still attractive and slim. Her hair is blonde and thin and cut in a neat bob. Probably works in an office -- maybe part time.

Elaine and Steve go over the rules again.

Elaine: "Do you want to be naked or just unzipped?"

Me: "Naked."

Elaine: "OK, well get undressed and take a seat on the sofa."

I take off everything but my socks, then I put my black boots back on. I sit on her sofa. She positions her webcam so it is facing me. Steve has gone silent now. She seems very relaxed. She opens my legs and drops a cushion down on the floor between them. She kneels on it. She's smiling up at me. Grinning.

Elaine: "I can't believe I'm doing this."

Me: "I know."

She licks the base of my cock and slowly drags her tongue to the tip. Then she gently grips my cock in her hand and puts her warm wet mouth over the tip. She's really good. Her tongue works slowly and deliberately. She sucks me in deep then licks her way down my shaft and then onto my balls. She nibbles and licks them, while keeping my cock going in her hand. I play with her hair. Her mouth makes me moan. Then she stops, takes off her blouse and shirt. I touch the warm skin of her shoulders. Then she shocks me a little by deep-throating me. She slowly but surely takes the whole length and calmly keeps her mouth clamped around the base.

Me: "How the hell do you do that?"

Elaine slowly pulls off, she grins: "Practice."

She carries on. I try to make it last as long as I can. But she knows she's got me. She grins when I have to pull her hand away from my cock to stop me from cumming. She stands and takes me by the hand. She gets me to stand in front of the desk. She points the webcam at my cock. She brings her cushion over and gets back on her knees. She sucks me again. But she's now looking into the cam and talking to Steve. He is silent at the other end. His cam now switched off. I start swearing and panting. She knows how close I am. She's jerking me faster, gripping it tight. Her gaze goes back and forth from my face to the cam.

Elaine: "Come on. Cum on my face."

Me: "Oh fuck."

She closes her eyes and tilts her head back.

Elaine: "Do it."

I had already jerked off twice that day but when I came there was still enough to make Elaine giggle and make a little surprised squeal as I let it go all over her face. I just looked down at her panting. She looked good. She opened her eyes grinning. Then looked into the cam.

Elaine: "Did you like that baby?"

Steve: "Yeah babe. That was really fucking hot."

Steve: "Did you enjoy that Chris?"

Me: "Hmmmm, fuck yea."

Steve: "She's the best cock sucker I've ever met."

Elaine was still kneeling there, smiling almost like she was embarrassed, my cum still glistening on her face and neck.

Me: "She is good."

Steve: "Suck him again."

Elaine smiled at me. I was now sat in the desk chair still naked. Elaine leant down and took the whole of my soft cock in her mouth. Even though it felt amazing my dick wasn't ready to get hard again. Elaine persevered for a couple of minutes but then she stopped, took my own hand and placed it on my dick.

Elaine: "Play with it. That's it. Keep doing that. So, what else do you like doing Chris?"

Me: "Oh, um, well I'll try anything really. What's your fantasy?"

Elaine: "To have sex with three men, one in my pussy, one in my mouth and one in my ass. Do you like anal sex Chris?"

Me: "Yes but only done it once."

Elaine: "I really like it."

She watches me play with my dick, smiling because it's gotten hard.

Elaine: "Would you meet with me and Steve?"

Me: "Definitely"

Elaine: "You can do more when he's with us. I want to you to fuck my ass while Steve is in my pussy. Would you do that?"

Me: "I'd love to."

She takes over from me. She gives me an incredible blow job. Her head bobs up and down and she moans on my cock, putting on a real show for Steve. She lets me fuck her mouth, I hold her by the back of the head. I'm not rough but I let her know that I want her to take it deep.

Me: "Fuck I'm gonna cum again"

She doesn't stop, her head moving more rapidly up and down. I cum in her mouth and she makes a happy moaning noise. She swallows. Afterwards she has a beaming grin on her flushed face.

They seem to want to get me dressed and out of there pretty quick. I want to stay and watch them talk. I know she's going to start playing with herself when I leave. But I respect their rules. She shows me to the door. Steve can't see so I give her a lingering kiss on her cheek.

Elaine: "I hope you enjoyed that. We will call you soon about meeting up. Bye"

I sat in my car and lit up a cigarette, then started the engine.

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cheesy80scheesy80sabout 16 years ago
Kinda speechless...

Wow. That was something.

I'm assuming this was true. You will continue further, right? I'd really love to know their motivations.

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