Chapter 4

Story Two

I love sex with older women; they're usually so much better at it than their younger counterparts; they don't go gossiping to their friends after you've fucked them and quite a few of them are very grateful, especially the less attractive ones; I don't care myself; as long as they're over forty and not too fat, then they are fair game. My first oldie was a teacher from school; Miss Shaw; she was fifty when I fucked her and still a miss. I was twenty-three. We met in a pub one night; she was with a party of women, I was waiting for my mates. We chatted while I waited for my friends, leaving shortly after they arrived; but not before getting her address and an invitation to visit the next day, which was Saturday; She'd put on a few pounds over the years since I'd left school, but she still looked hot. I spent all day Saturday fucking her; man she was good, even doing anal when here in the UK it was still illegal; we fucked for about three months until she left town to take up another appointment. I was sorry to see her go.

Since then I've only ever had older women; at first through contact ads; always a good choice; the women who advertise in these are, I've found out to my pleasure, on the desperate side and willing to do almost anything; some will do, literally anything.

The first ad I answered was from a forty-year-old called Zelma; her ad read, "Zelma, 40, good looking, good figure, no ties. I am looking for a male for sex. Will do ANYTHING ASKED. I can accommodate." Included in the ad was a photo; she was right, she was good-looking. There was an e-mail address on the photo, so I replied, describing myself. Thirty minutes later I had a reply; I couldn't believe my luck, she lived only an hour's drive from my home; two hours later she was answering her doorbell, dressed as I'd told her how I liked to see women dress; she had on a black basque with black stockings and a pair of heeled shoes. She was right; she was willing to do anything, even taking a large dildo up her arse as I fucked her pussy; not that her pussy was exactly tight; I was able to get my hand and lower arm in her cavernous cunt; the woman was a true slut. We fucked for a couple of hours; when I left to go home spunk covered her face and was leaking from her pussy and arse; I had her again a couple of times after that, once with two friends; we spent nearly a day fucking her with no respite, one after the other or all three of us together, with her begging for more. We left her as I usually had, covered in spunk.

My first nonad fuck was with, I am not ashamed to say my brother's girlfriend's mother; Gina, a decent looking fifty-five-year-old, with medium-sized tits, a good figure, and firm shapely legs. Her husband had left her a couple of years ago for another woman and she'd been on her own ever since.

It started after a BBQ held by my parents. It was mainly a family affair, but there were a few family friends present; Gina as always was invited. The weather was excellent, with clear blue skies and temperatures of over 70 degrees Fahrenheit. Most of the men were in shorts, the women in skirts or shorts. Gina arrived with Gary, my brother, and Sandra, his girlfriend, about ten minutes after we'd started; Gina looked good in a loose-fitting summer dress that was held up by two straps around her neck, tied at the back; it was obvious she was braless; she had on her feet heeled shoes, as always; very nice I kept thinking to myself, wondering what my chances would be of getting her out of that dress and into bed.

"What would you like to eat or drink"? I asked her when I saw her looking around as if lost.

"Hello, Phil. I don't know, a burger I suppose", she answered.

"And to drink"? I asked.

"A dry white wine if it's possible", she answered.

"Be straight back, don't move", I said as I left to get her order. "One burger and one dry white wine for madam", I said on my return. Well, you have to make them feel special if you want to fuck them, don't you, especially if she's a family friend. We chatted for a while about nothing important; as we did I was checking her out; I knew she had no bra on, but it showed; you could just see her nipples through the flimsy material; I wondered if she was wearing anything below. As I pondered I could feel my cock twitch so I made my excuses and left her to circulate. She had stood close to me while we chatted and her perfume, though not strong smelled expensive. I kept looking in her direction for most of the afternoon, wondering what it would be like to get her in bed. As the afternoon wore on people were becoming more intoxicated; excepted, I was the designated driver and as such was driving everyone home, so I was on soft drinks. I was at one point staring into space when someone touched my shoulder from behind, making me jump back to reality; it was Gina.

"Sorry about that", she said, smiling, "but I don't suppose you could get me a white wine, please".

"Certainly Gina, for you anything", I answered.

"And another burger"? She asked.

"If I have to cook it myself", I answered, laughing.

"You are an angel", she said when I returned with her wine and burger.

"My pleasure", I said. We chatted again, this time about Gary and Sandra and how they were doing together when she asked me why I hadn't got a girlfriend of my own.

"I prefer older women. Women of your age and upwards", I answered.

"Single ones I presume", she said.

"Not necessarily", I answered.

"You mean you go out with married women as well", she said, a shocked look on her face.

"Not so much go out with, more go with", I answered.

"You mean you just...."

"Go to bed with them, yes", I said, interrupting her.

"But why older women, why not women of your age group"? She asked.

"I prefer older ones, they're more mature, willing to experiment and they don't go around telling all their friends", I answered.

"I see", she said.

"I hope I haven't upset you", I said, my heart sinking. Had I blown my chance?

"No, don't be silly", she laughed. "Now I realize why you've been so attentive to me. Am I on your list of prospective conquests"?

"Only if you want to be", I answered.

"I'm intrigued and flattered", she said. "Let me tell you later". With that, she walked away.

"Gina", I called after her, "don't mention this to Mum and Dad will you".

"Don't be silly. I don't think they'd approve", she said, winking. Was I in, was she going to be mine? I hoped so.