(This more like 'Sex in the Office' story, but it was a conversation!)
Hi.
My name is Melvyn and I was wandering if you could help me. I'm 24 yo and I've never been with an older woman. Now I want one. Problem is, I'm not sure how to go at her. She's 57 and has a boyfriend, but I'm pretty sure she's sex deprived. How should I get the ball rolling?
Hi Melvyn.
Is this lady aware of your interest? How close are the two of you? Do you discuss things - or is the lady just someone you fancy from afar?
Sarah.
Thanks Sarah.
I'm not sure if she's aware. I haven't said anything to her. We are pretty close - we discuss our family problems with each other. So where do I take it from here? Also. I've accidentally touched her before. Like on her lower back or her thigh and she didn't really say anything. But I think I heard her take a deep breath when I did this. Also I love your stories on Literotica. I'm sure you hear that a lot but I appreciate the detail you put in.
Melvyn.
Well Melvyn,
It looks as though you might be in with a chance. Next time you give her a quick kiss, hold on a bit longer and give her bottom a quick squeeze. Flatter her by telling her what a great body she has. If you can bring up the subject of sex, and turn the discussion round to suggesting that she reads some of my stories on Literotica to read how other people look for advice. Suggest she sends me a feedback. Then I can tell her that she has an admirer, and find out how she feels about letting you touch her.
If you can, let her feel your erection pressing against her during a hug, that usually starts things off. If she's game, she won't be able to resist putting her hand over it. Encouraging. But don't push it to hard. Let it be light-hearted. Tell me how you get on.
Sarah.
Sarah,
Thanks for getting back to me. I'm so nervous I feel like I'm in high school again. It won't be hard to press my erection into her because we work together and my cock is usually hard all day. I hope I can summon the courage. I'm sorry to keep bugging you but I have a couple questions. One. Do all older women really crave younger sex partners. And two, if they do, why is that. Again sorry to keep bugging you but like I said, I've never really considered older women till now.
Melvyn.
Hi Melvyn.
Well, not ALL women crave younger men, I suppose, but many do because they realise they're not young any more, and a younger guy makes them feel wanted again, and attractive, as they used to when they were in their youth! It's a great feeling to know that you are wanted sexually by a young man. Particularly where the sex at home is not especially good. Let her know how you feel - just hint and keep it light hearted. And how attractive she is, etc.
Sarah
Ok Sarah.
So, big news!! This morning she was bent over picking something up and my cock was immediately hard. So I decided to squeeze by her and pressed my hard cock into her ass between her cheeks. I paused for a moment, said excuse me and went on my way. So far nothing else has happened, but she seems to be very happy today. So is this a good thing? I really wanna just take her in the back and rip her clothes off.
Melvyn
Sounds ok to me Melvyn.
As long as you're not going to be accused of sexual harassment - you need to get into some sexy chat with her. Ask her about her sex life - if she's into erotica - tell her what a very attractive figure she has. Try to touch her bottom etc...
Sarah
Hi Sarah,
Don't think I have to worry about sexual harassment lol. But I have some more juicy details. She wore a skirt today. It's a long skirt but still sexy. Anyway I took your advice and told her how nice she looked in it and complimented her on hair. Anyway, then, when she was in the back, I went back to see if she needed help and she was on a step ladder. I walked up and touched her bare leg. She stepped down and my hand slid up to find her bare bottom!! No underwear!!! She let me feel her up for a minute and then we parted ways. My Dick is still hard and that was over two hours ago. Hopefully more to follow.
Melvyn
Well Melvyn,
You're there. You only have to find the opportunity and place and I guess you'll be welcome to fuck her. Having felt her wet hairy pussy, the next step is to have her feel your cock. Can you fix that?? Can't wait for the next instalment!
Sarah (What's her name, by the way?)
OMG Sarah,
My cock has been constantly hard since yesterday. I have masturbated like seven times. Anyway. Her name is Celia. She is about 5'8" and 160 lbs. Tan with the ass of someone 30 years her junior. Her pussy was sopping wet yesterday and running down her leg. She's not here at work today though. But cum Monday I should have more to tell you.
Melvyn.
Mmmm Melvyn,
So Celia is a dribbler?? Juices running down her thigh? Mmmm. Tasty! Very horny lady. And seven ejaculations from you! Wow! All that sperm going to waste!! Can't wait to hear what happens on Monday.
Sarah
Hi Sarah.
I will be on my way to work shortly. I hope to be fucking Celia before lunch time. I will let you know how it goes.
Melvyn.
(The next email was from Celia herself.)
Hi Sarah,
My name is Celia. Melvyn wanted me to email you and let you know a few things. First thank you for guiding him the last week or two. I wasn't so sure about this when it all started happening because he is the same age as my son, but I'm very happy that it did happen.
Anyway this morning I knew he would come into work early so I got here shortly after he did. He was in the back in his office so I went in to say good-morning. I started to walk out and he grabbed my hand. He apologized for acting the way he did last week, and I assured him that that wasn't necessary. He then stood up and hugged me and I felt his erection pushing into my stomach. It felt very large so I just grabbed it.
I kept thinking to myself, this guy is my sons age but that also kept turning me on and I became very wet. He started kissing my neck and my collar bone and I knew I needed his cock. He picked me up by my ass and set me on his desk and removed my dress. I was too busy undoing his belt and removing his slacks to even realize I was sitting there completely naked. When I finally got his cock in my hand, oh my goodness, it so magnificent. It was at least 9" long and I couldn't even get even get my fingers around it. I told him I didn't think it would fit but I would love to suck on it. I love sucking cock.
I started licking the underside up to his huge head. I finally started working it in and out of my mouth and working my hand in as well. It wasn't no time 'til he was saying he was gonna cum - I just kept sucking. The first spurt went right down my throat and I almost gagged but I finished him off. God he tasted so good. I'm fingering myself again right now just thinking about it.
After he came, he was a gentlemen and started returning the favor. He started licking my already wet pussy. He was working his tongue in and out of my pussy and twirling his tongue around my clit. He started licking my ass and drove me wild. I started cumming and my orgasm was earth shattering. I started begging him for his dick. He stood up and spread my legs apart. Melvyn is a bug guy with very strong arms. He came in between my legs and felt the head touch my lips. He started working the head in and when he entered me I came again.