The all night booking - first fuck

[GenderBender]

'Thursday? Are you serious, Sharon? You mean tomorrow, right? This coming Thursday, not Thursday next week?'

'Yes, Dean, that's right tomorrow. I wouldn't ask if I hadn't tried the other guys first, but the ones who aren't already booked refused. You know how it is.'

Dean knew how it was. The client wanted a booking for the whole night. Most of the guys on the books of the escort agency won't take that sort of booking, because they knew how demanding it could be. The fees were good, sure, but a guy need to take some time off to build up his reserves before hand and time to recover afterwards. Overall, he could be out of pocket. But Dean had a reputation for being up to the task. He would have welcomed the booking, had it not been for …

'What's the problem, darling?' Kelly had walked in, stripping off for a shower, and caught the expression on his face. Then she saw the phone. 'No, Dean, please, tell me they're not expecting you to work tomorrow. You promised. It's our anniversary, remember, and you promised me that this year we could spend it together.' She grabbed the phone out of his hand.

'What the fuck sort of game are you playing, Sharon?' she snapped. 'You know that tomorrow is special and that Dean blocked it out months ago.'

Sharon assumed her most apologetic tone.

'Honestly, Kelly, this isn't my fault. This is a valued client and none of the other guys who are suitable are available to take the booking. If we booked one of them, we'd need Dean to cover their bookings anyway. We're between a rock and a hard place. Sorry, honestly, I really am. I know how important tomorrow is for you, for both of you.'

Kelly threw the phone onto the bed and stalked off to the shower. There'd be no sex tonight or any time tomorrow or, on past experience, for the best part of Friday. Fuck. No, no fuck. Damn.

 

[GenderBender]

Kelly drove Dean to the appointment. Not right to the door, but just around the corner. This was the first time she had ever done that. She had never offered before and he had never asked because he liked to get her out of his mind on the journey. The last thing he wanted was to have her in his head when he was with a client. Mixing work and your personal life was a sure way to get you head in a bad way. He was determined not to fall into that trap and walked quickly away without looking back as she drove away.

The client was new to the agency. Otherwise, there would have been reports on her preferences and her dislikes and any problems to watch out for. He would have to watch carefully for clues, as he always did with a new client. She opened the door always as soon as he rang the bell. 'Dean right? Hi, I'm Pat. Come on in. Right on time. That's good, I like a man who's punctual.'

Her voice was crisp, military. She was tall even in her bare feet, wearing a large fluffy robe, and with short cropped fair hair.

'This way.' She led Dean up the stairs and along a corridor. 'We'll use the spare room. I don't mind cuckolding my husband, but doing it in his bed is going one step too far.'

The spare room was large and luxuriously furnished, but Dean didn't get a chance to admire his surrounding.

'Right,' Pat turned to him, 'let's have a look at what I'm paying for. Fold your clothes on that chair, I like a man who's tidy about the house.'

Dean obeyed.

'I've seen the photos on the site of course, but they could be anyone couldn't they.' She walked round him, then stood back, evidently satisfied that he was the man she had seen online.

'I want to get right on with it,' she announced. 'It's been over three months now. Thought I could handle it, but can't. Can't concentrate. Getting irritable. Disappointed with myself that I can't hold out. But there it is.'

She let her robe slide off her shoulders and laid it on a stool. Dean showed his appreciation as he studied her body – he was good at that, whatever he was faced with. This woman was pale – no tan, no tan lines, just pure white flesh. No body hair. Well toned but not muscular – fit. A thin slit at her crotch with a prominent clit that glistened. Early 40s maybe, but age was difficult to judge.

'So, Dean, do you need to do anything to get yourself ready or would you like me to do something to you?' She looked down at his cock. 'I assumed you would be ready.' Was she disappointed or just new to this experience? Was she nervous despite seeming to be in control? He moved towards her, stroking her shoulders and arms, but she immediately grabbed his cock and began rubbing it frantically.

'Just get hard,' it wasn't so much a command as a demand, 'we can play around later if you want, but right now I need to fuck.' She pushed him back onto the bed, still pulling at his cock. He was still only semi-hard when she was rubbing him against her pussy. 'Never thought I'd be in this position. Can't believe it. Thought I could cope without a cock.' His cock was inside her now, just the head. She slid down it, her mouth open. 'Damn good,' she gasped, 'damn good.' She drew in a few deep breaths before she began to ride his shaft, sighing with his penetration.

Steadily she increased her rhythm, breathing harder and faster. Soon she was snorting and blowing, shaking her head. Her orgasm broke suddenly with a massive shudder, and she stopped, gasped, and cursed. 'Damn.'

Only when she had recovered her breath did she speak again.

'That certainly took the edge of it for me. What about you? Did you cum? I wasn't paying attention. Do you need to cum or are you going to save it for later.'