Thank you, Cloudy Imperfections, for editing this for me.
*
It all started when I woke up one morning horny as hell. I needed a woman to fuck.
The wife was away at her mum's since she wasn't doing well. I had dropped her at the airport about 4 days earlier, and she wasn't due back for another 4 or 5 days. I had heard about a site called Craigslist where people advertise for sex. I thought it might be crap, but decided to have a look anyway. I found the web site and had a look at some of the ads. Some seemed a little far-fetched. I thought for a laugh what have I got to lose so I created a profile without a picture. I told no lies: Elderly gent looking for no strings attached.
I started reading some of the ads for my local area, and only one stood out. It read: "40+ female looking for a Gent for daytime fun." On all the other female ads, they were asking you to register with a website, this ad didn't so I sent a reply. I went to make a cup of tea, I heard my computer ping. I had an email, I went and looked. It was a reply to my message, it read: "Hi. Your profile looks interesting. Do you want to chat?" I told her I would love to chat and sent her my email address. A few minutes later I heard another ping, but this one wasn't from Craigslist. I opened the email to see that it was from her. She called herself Tara.
We chatted back and forth asking each other questions, "Why was I looking for sex?" I told her the wife is away, and I have a high sex drive. She told me she was looking because her husband didn't always satisfy her. I explained that I am nearly 60, I asked her if that was too old for her. She told me she wanted an older person for discretion, so nearly 60 was fine with her. We talked about our likes and dislikes in the bedroom. I love oral sex, giving and receiving. She was ok with that, she liked to try different positions. I am more than ok with that. I like to do it around the house. She was willing to try that. She wanted to try things a bit more daring. I asked her what she meant by that. She told me her husband would only have sex in the bedroom, she wanted to try it elsewhere. Maybe somewhere in public to add excitement, and I told her I was up for that.
I told her I love a woman dressed in white underwear, I don't know why but I find it sexy. The next email was titled "Something like this?" I opened the email, there was a picture of her tits in a white bra. God, they looked good. I told her how great they looked. I complimented her on her bra choice. It was thin material with frills around the top of the cups. You could just make out her nipples. She asked for a picture of my body, I warned her I was no Adonis and sent it. She told me I was ok not bad for my age. I thanked her and asked her what else she wanted a picture of. How about below the waist she asked. I was a bit nervous at this point. It wasn't because of the size of my manhood, its 7" long and thick enough. I just don't think I look good naked. Trying to delay a bit, I asked her if she wanted me in my boxers or without. She sent back both. I took the 2 pictures, I sent the first one of me wearing my boxers. I thought if she sends me one back, then I would send the one of me without my boxers. I had only sent a pic that covered from mid-thigh up to my stomach, my computer pinged. My heart skipped a beat in anticipation of what was coming. I opened the email.
My eyes nearly fell out of my head, fuck she looked beautiful. Her picture was of her full body, she had removed her bra. Her tits were perfect. A lovely size: firm and topped with what looked like very suckable nipples. She had a pair of panties on that matched the bra she had on earlier. Considering she had 2 children, her body was a lovely hour glass figure. I was so busy staring at the body in front of me, I had forgotten to mail her back. She sent another email, "Am I that bad?" I replied with "Fuck no! Sorry, you are absolutely beautiful. I was too busy staring at your super sexy body."
"Do you really think I'm sexy?" She asked
"I find it so hard to believe you would be interested in an old fart like me."
"Why do you say that?"
"With a body like yours, you could have any man you want."
"What would you like to do to me then?"
"I would start by exploring every inch of you with my lips and tongue. Soft and sensual all over but paying a lot of attention to those lovely titties. I bet your nipples get really hard when you're turned on."
"Yeah, they do get hard, and when they are sucked on, it turns me on even more."
"Well I would love to have some fun with your body." I told her.
"Where is my pic without boxers then?"
"Ok. Just to be clear, if I don't hear from you again, I will fully understand." I told her.
"Why?"
"I look terrible naked."
I sent the picture of me showing shoulders to knees naked. My cock was semi hard. I waited to see if I got a reply, but I didn't think I would. My computer pinged. Was this the rejection I anticipated? I opened the email, there before my eyes was the naked body of a very sexy 40-ish year old woman. Her pussy was shaved. Fuck she was lovely. My cock was rock hard. I just sent an email that read "Fucking wow."
"I take it you like what you see?" She asked.
"I would be blind and stupid not to."
"Your cock is bigger than my husband's, I would love that in my pussy. Show me your hard cock."
I took a picture of my cock. I sent it with a message asking, "Is your pussy wet?"
She sent back a picture of her glistening pussy with her legs open, her fingers parting her lips. I emailed back, "I would love to lick your pussy and taste your nectar."
"I wish you were here now to do it." She replied
I told her I would love to suck and lick her pussy, suck and tease her clit. To run my tongue down to her arse and tease her arse with the tip of my tongue.
"Mmm. no one has ever licked my arse before." She replied.
"Have you ever had a cock in your arse?" I asked her
"No. Never." She replied.
"We need to get together so I can broaden your horizons." I told her.
"We need to get together so you can satisfy me with your lovely cock." She replied.
"Yeah, that too." I said
"Ok, so its face pic time." She told me. "You have a lovely cock. You seem genuine enough, so maybe we can meet in town tomorrow morning then you can come back here, explore my body and fuck me stupid to satisfy my needs."
"How many holes will you let me cum in?"
"Two for starters, my mouth and pussy, leave my arse for another day."
"Mmm so you're going to give me a blow job then?"
"Oh, fuck yeah, I have to taste you."