I remember when I was twenty-seven and sleeping with a thirty-eight year old she seemed such an older woman. My friends were impressed and a bit curious. She really did seem, not old, but older than me, different. I was curious about her body and enjoyed fucking her. She, it seemed, enjoyed her ’toy boy’. Now, years later, I find the tables turned and a woman of twenty-seven hardening my forty-two year old cock. Again my friends are impressed and curious and I’m very interested in her hard little body.
The first time I saw her I’d been out for an unsatisfactory encounter with a bored suburban housewife who‘d flirted with me when I defended her in court for shoplifting. She had experienced a form of shock when she was confronted with my cock and realised that touching it made her an adulteress.
I’d left her house and headed into town to buy myself a consolation lunch. I saw Bibi at the small bar of the restaurant and with a drink inside me sent her one with a note asking if she would care to brighten my day. If I’d not had a glass of wine and been pissed off at Irene I’d never have been so forward. Anyway she smiled over at me and shook her head as she spoke to the waitress. A perfect score for the morning two out of two!
I decided to eat outdoors and made my way to a table in the sun. The waitress took my order and soothed my wounded pride saying that the woman had a date and sent her regrets. Well the regrets were mutual. The sun was nice the waitress was pretty with nipples that poked through her tight shirt and her panties were nicely outlined as she walked away in her even tighter trousers.
I was lost in thoughts of fucking her sweet teenage mouth when I looked up to see the small, elegant, young woman who had disappointed me approach.
“Thank you for your invitation. I appear to have been stood up. If you’re not offended may I accept belatedly.”
I stood and asked her to join me. My meal hadn’t arrived and so we asked for it to be held while her order was taken.
This gave us time to talk. Two strangers starting with the basics. Annabelle - (Bibi was the nickname she preferred) and Sean, what we did, why we were here, In my case somewhat censored. Bibi and I had moved to this town about a year ago from different parts of the country. Soon lunch was over and we had spent about three hours sipping wine and talking. We had an ease about us. She didn’t say who had stood her up, just as I didn’t elaborate upon my carnal disappointment.
Again wine and Bibi’s considerable charm and ease made me bolder than usual.
I asked her to dinner. She accepted. We agreed on the same restaurant as we had both had too much to drink to drive ourselves home. We decided to take a taxi and meet up later. I had it drop me at my office and Bibi headed on home - I assumed.
I should describe her. 15 years my junior of course. Small slender and with a dark olive complexion, dark hair and eyes. She has a lovely smile and was dressed simply in black the day I met her.
That evening as we met she had changed into a tan skirt that fell below the knee and still hugged her little figure. In low heels she stood at least a foot shorter than me. I kissed her hand as we met. I had been raised in the European tradition. She seemed to light up as I did this.
Dinner went well and we chatted happily and in an increasingly more intimate manner. She had been stood up by the man she lived with, we have never got to her exact marital status. I confessed my secret of the morning.
She giggled.
“I wondered why you were here on a quiet morning in jeans and a shirt yet you were dropped back at your chambers.”
I’m a barrister, she, it turned out, is a furniture dealer, not antiques, but modern, art furniture.
We looked at each other for a moment.
“If you live with someone aren’t you expected home this evening?”
“It’s only 9:15. Are you making a pass at me Sean?”
Before I could say anything to dig my foot out of my mouth she gave her big smile and
“If you are then I‘m flattered. If you‘re not, may I make one at you?”
Another pause. Court work leaves one rarely lost for words. All I could do was grin stupidly.
“If he found out we’d be finished but that wouldn’t be a tragedy. Am I putting you in an awkward position by being so forward? Is there someone you should be at home with?”
I could honestly answer “No”.
“We can’t use your place. Would you like to come to my place or shall we stroll across the road to that hotel?” I beckoned out the window.
“That will be just fine. Just one thing, if you want to be inside me we’ll need condoms. Unless you’ve had a vasectomy like …” Her voice trailed off.
“I’ll organise them. Is there anything you want to know about me.”
She blushed, the first time I’d seen her do so.
“No. Not yet.”
She lowered her head and looked at the table.
“I like big men, It’s not a ‘Daddy’ thing even though it’s obvious you’re older than me. You’re big and strong looking and I like that. I‘m with a man of 25 but he’s not big….I like to feel….I’m not sure. I want you to know I’m really looking forward to this.”
I really didn’t have an answer, was there an innuendo in there? I rose and held out my hand. I’d left cash on the table so we just wandered out and across the road hand in hand. The height discrepancy made ‘arm in arm’ a little awkward. It was a warm night and the hotel lights shone out onto it’s concourse. We strolled up to the desk and asked for a room. To her credit the young woman behind the desk didn’t bat an eyelid.
One handbag, one wallet. No other luggage and the keys to our cars, could they be brought over from the restaurant across the road?
“Certainly, Sir, Madam.” Was the courteous reply.
We took our key and went to the lift to go to our room. It was a Friday so I quietly hoped we could leave the departure date open if things went well.