I turned 60 and wanted to treat myself. Don't get me wrong, I'm not an unhappily married man, but after a quarter of a century of marriage, a guy gets restless. My wife had planned on being away on business for a week, so I decided to take advantage of this little window of opportunity and indulge myself for one special night.
I started by looking into escort agencies and found myself browsing online ads for "elite companions" and women who offered "the girlfriend experience." I wasn't a complete stranger to the world of prostitutes. I had partaken of their services while on the road for work, had received a few hand jobs in massage parlors and even got head from a stripper once, but I wanted this time to be different. I wanted someone unlike anyone I'd ever been with before.
I had a decent savings account and made some excuse to withdraw a relatively large sum. I wanted this to be right and I didn't mind paying. After hours and hours of searching lots of undesirable looking tramps and over-the-hill social rejects, I found this one lady who appeared perfect. No tattoos, no ugly piercings, no apparent drug use. She was young, pretty, with a kind smile and a twinkle in her eye, though naturally her face was largely obscured in the pictures.
Although she had quicker, cheaper options, her deluxe package consisted of an evening date, "companionship", a sleepover and then a repeat performance in the morning. All this would cost me a large chunk of change. It was more than I had initially wanted to pay, but after reading several detailed reviews from satisfied customers, I decided this was my girl.
I bought a disposable phone so that the calls wouldn't be traced to me or seen by my wife. I called this girl and when she answered, was very sweet and well-spoken. I told her I wanted to book a night with a stay over and we set up a date, a long way in advance. We agreed that I would call a week ahead to confirm, and then on the day.
On the appointed day, I would call again and we would agree on a location. I still wasn't completely sure if I wanted to rent a room somewhere or host at my house, but I figured I could finalize details later. I knew there might be risks if she came to my place, but I also liked that idea a lot. I wanted an intimate experience, not the usual anonymous transaction I had had while paying for sex and I felt bringing her back to my home might be the answer.
So, as arranged, I called this young lady a week prior to our date. She went by the name "Sierra," a classic prostitute name if ever there was one. In fact, I think that may have been the name of the stripper who sucked my dick that time. I couldn't quite recall. Anyway, Sierra was very sweet, possessing a delightfully youthful, girlish voice and won me over by calling me "baby" and "honey."
This only made me more excited to meet her. The next week was pure torture. I had butterflies in my stomach the entire time, and couldn't stop going online to view her ads, glimpse her pictures and read her reviews.
Three days before, my wife left town as planned, and I kissed her goodbye at the airport. Time dragged on, but eventually the day came. I called Sierra in the morning, but frustratingly I got her answering machine and left a message. Three painful hours went by. Finally, my phone rang and I quickly answered, knowing it had to be her. I loved hearing her voice on the other end.
"Hi baby. Are you ready for our date tonight?" she purred.
Oh yes, I was. I wanted to take her out to dinner first and I gave her the address of a place that I had picked out. I had driven around the last few days looking for the perfect place; intimate, out of the way, secluded.
Somewhere where we wouldn't be spotted and where I could reserve a romantic booth with low lighting. We set up the time for 7 o'clock and she sounded excited to meet me. Of course I arrived far too early.
I told her I would be seated at the bar and I just sat there, my stomach in knots, watching the door. I didn't order a drink yet. I had told my wife that I would be at a movie that evening and then would get an early night, so would be out of touch. I didn't turn my phone off, but just prayed she didn't call with some kind of emergency. The minutes slowly ticked by and I started to feel sick with nerves. It was 7:05 and she wasn't there. The door would open, my heart would leap but it would be someone else.
At 7:15, she walked in. She looked incredible. She was everything I could ever have dreamed of and more, physically anyway. She was in a long black dress with enough leg and chest revealed to be perfectly alluring without being slutty. She looked over at me and I gave her a nod and a tiny wave. She walked over and said "Dave?" softly. She was exquisite. I couldn't really speak and just nodded, feeling totally self-conscious.
I felt myself go bright red, imagining that I looked like an old, pathetic fool. But I wasn't bad looking, I was dressed nicely, I still had my hair and a decent body, so didn't think she would be disgusted by me. She leaned over and gave me a kiss on the cheek and then whispered in my ear "Hi Dave."
My heart skipped a beat. I looked at her. She had long black hair and pale, gorgeous skin. She had flashing eyes and petite features. Her hair was up and I marveled at her long, slender neck.
"Do you have a table for us, honey?"
I composed myself and told her it was waiting for us. I signaled the waiter and he showed us to our booth, nicely out of the way and intimate.
"This is charming Dave, thank you."
After we ordered drinks, I put an envelope of cash on the seat next to her, as she had instructed me to. She put it in her purse without looking at it. She sat for a minute and engaged me in delightful conversation; light, fun with wonderful eye contact and sweet, unforced laughter. She was a gifted conversationalist and I immediately felt at ease.
After a few minutes, she told me she needed to powder her nose and excused herself. I suspected she was going to count the cash. After a few minutes, she came back to the booth, only this time sat next to me.
"Is that too close, darling?" she whispered, curling a finger in my hair. "If it's too much, I can sit opposite again, sugar." She was an extraordinary seductress, but never tawdry or cheap. I told her it would be nice if she sat by me. Her thighs brushed up against mine and she giggled.
"You're a sweet man, Dave."
She was great at making me feel as if she truly liked me and that I was handsome, in fact she made me believe it. I felt wonderful and the knot in my stomach loosened up. The waiter returned. He was young and good looking, but Sierra ordered her food without paying him any attention. Her focus was on me completely, her client.
After he was gone, she turned towards me and kissed me, softly and lovingly. She put her hand on my chest and then asked me if that was OK. I nodded. She kissed me again and her hand wondered down to find the lump in my pants. Her lips lingered close to mine and our hot breath mixed.
"Oh, David. You're a big boy." We both giggled. "I can't wait for you to take me" she whispered in my ear. I couldn't believe it. No girlfriend of mine had ever treated me like this way, in all my years. We kissed a little more and talked softly.
"You can touch me a little if you like, honey. Just be discreet please, lover."
My hands gently wandered over her body as she gazed in my eyes. I didn't want to grope her, but respectfully explored between her legs a little and caressed her breast. She closed her eyes and let out a soft moan as I did.
"Oh, Dave. I love your hands on me. This is going to be a wonderful night."
She made it sound so believable, I actually wondered if she wasn't acting. She was great at her job, but she made me believe that she was enjoying our time together. We had a wonderful meal, full of lively conversation, flirting, giggling and secretive touching and this was turning out to be the intimate experience I had hoped it would be.
As the meal went on, Sierra would feed me the odd mouthful of food and I did the same for her. During desert, I fed her a strawberry and she said "Dave baby, I need that to be your cock. Can we go soon?" I nodded and asked for the bill. I paid cash as I didn't need annoying questions from my wife, who was now completely out of my mind.
Sierra stood up, and she took my hand as I escorted her to my car. She allowed me to open the car door for her and I enjoyed treating her like a lady. When we sat down in the car, she leaned over and kissed me again, more passionately but just as tenderly as before. She let her tongue explore my lips in a way no woman had had done before and it was exhilarating
"Touch me," she said and I did, getting a real handful of her tits for the first time. She was perfectly petite. I looked at her as she smiled at me and I wondered how old she was. Early 20s, I guessed, and certainly about a third of my advancing age.
My heart was beating fast and I realized that this was a girl I could fall in love with, but who I would simply get to fuck a few times. I wasn't complaining, but did feel a stab of nostalgia for my romantic past. I drove her to my home and pulled straight in to the garage and closed the door before we got out. She didn't say anything, I knew she understood that I didn't need prying eyes on us.
We went inside and I opened a bottle of wine that I had bought specifically for the occasion, though I wouldn't be drinking much for obvious reasons. We continued talking, and she had a wonderful way of asking me questions without getting too personal or making me feel uncomfortable. I asked her a little about her background, but not enough to make me sound as if I was judging her profession. She asked if I minded her looking around my place a little, and watched her as she inspected my book and record collection.
"Good stuff, Dave. Do you want to put a record on? I love jazz." I agreed and went through the collection for the perfect item. "While you do that, why don't I change, honey?" I nodded excitedly and went back to picking out an LP that would enhance the mood.
She came back into the room in a little piece of lingerie that took my breath away. It was sexy but still stylish, revealing her tummy in the most gorgeous way. She was so beautiful and so sexy, I thought to myself that she was lovelier than any of the actual girlfriends from my past. When the music came on, she sat on the couch and patted the space next to her. I joined her and we made out with perfect body touches, caresses and explorations. As I nibbled on her earlobe and caressed her pert breasts, she would whisper little nothings for me to feast on.
"Would you like to go to bed now, baby, or stay here for a while?"
