The anus was expanding, the colon loose, her asshole now rimmed his finger loosely. Alan removed the index finger and pressed his thumb inside. Again she groaned. Again the muscle responded, growing loose. He squirmed two fingers deep into the clinging hole.
'Uhhh!' she grunted. But she didn't lose her jutting rhythm for a second.
Alan was frantic. His whole attitude was changing. He had to see how much she could handle. His fingers came out of the asshole and moved directly down to her hanging cunt lips. As they slid deep inside she squirmed but held the position while he arranged himself behind her.
With his free hand he guided the thick stem of his cock against the waiting hole of her ass. As soon as the warm glans touched the wet ring she came down and back on him. Teresa took the cock inside her ass with one plunging lurch.
'Oh… I love that,' she sighed.
So did Alan. The non-stop humping of her rump was driving his cock insane with the caressing friction and muscular squeeze of her anus. He slowly pulled back and felt her tighten the ring of her ass around him again and again. He had only butt-fucked once before in his life but it was nothing like this. The girl was afraid to move, petrified with the massive fill of cock grinding deep into her asshole.
But Teresa showed no hesitation, no pain, no resistance. Her pink asshole swallowed him quickly, expertly.
The sweat was dripping off his forehead as Alan woke from his reminiscence and realized his cock was straining upward in his swim trunks. The final memory of his pecker unloading viciously, poundingly inside her clipping asshole made him gulp. His reaction to her non-virginal behavior and apparent experience had angered him and he let it out on her warm torso. The terrible thing was she loved it.
It was early in the morning and few people were around. The pool area was empty. Alan climbed from his high chair and jumped into the cool water of the pool. As he emerged his mind was made up. Teresa had taken him for a fool, really played him along like a pro.
He felt stupid. Hotels, dinners, virgin bullshit, he fell for it all. And he knew why. He was playing out of his league, she must have seen right through his humbler-than-thou routine right from the start. It was a tough thing for him to admit, being taken in by a young girl, but he did it.
As far as Alan was concerned they were through. He didn't even want to tell her, just withdraw, not ask her out again, let her know she beat him. He toweled off and started up the side ladder to his chair when he heard the door open.
It was Grace Cunningham coming from the poolside membership office. She didn't smile or acknowledge his presence until standing below him on the chair. 'I'd like to see you in my office, Alan.'
She turned and guided her swinging body around the deck chairs back to her office. That's when Alan noticed how dressed up she was. High heels, nylons, a tight skirt around her jutting rump and business-like suit jacket. He came down from the chair and followed.
Her office was modest, a simple affair with carpeting, several palm plants and a large desk. She quietly motioned for him to sit in the chair across from the desk. Her whole attitude gave Alan the premonition that he was about to be looking for a different job.
She cleared her throat and stared directly into his eyes for several moments before speaking. 'Do you like working here, Alan?' she asked.
He knew it. That was the way someone began firing you, he was sure. 'Uh… Yes, Mrs. Cunningham.'
Her eyes flickered for a split-second and Alan was sure she took a quick peek at his crotch. 'Do you want to keep your job here?' she asked.
He swallowed. This was it. 'Yes, ma'am, I do.'
She didn't spare a punch. Her eyes cut into him as she said, 'Then stop taking out my daughter.'
The ice-cold threat of her words made Alan sit in stunned silence. There was nothing nice about the way she said it and he felt a touch of rage building. 'What does my taking out Teresa have to do with my job?' he asked.
'Nothing, except that I'm her mother and your boss. I have bigger plans for her than you fill and I believe she's taking you too seriously. Therefore I want it stopped.'
Alan started to boil inside. 'Bigger plans than I fill?' he asked with a shrill voice.
Grace smiled. 'Alan, you know what I mean. I want Teresa to go to college, a good college. I want her to have all the advantages I didn't have.'
Alan couldn't believe his ears. 'What advantages didn't you have?'
'That's not the subject. What I'm telling you right now is that I disapprove of Teresa running around with a lifeguard. And I want it stopped. You understand that, don't you?'
'Yes,' answered Alan.
'Good. Then it's settled, no more asking her out,' said Grace.
Alan looked into the pleased smugness of her eyes and said, 'I'm sorry you feel this way. I'll get another job.'
'That won't be necessary. Just stop showing interest in her and everything will pass.'
'No. I'm still going to ask her out, Mrs. Cunningham,' said Alan. 'I'm not going to let you dictate who I can and can't socialize with.'
The pleased pink of her cheeks became a vivid red. 'Why, of all the impudence! You're a very impolite young man!'
'I'm learning fast, Mrs. Cunningham.' He stood. 'If it costs me my job I don't care… '
'Wait, Alan.' Her manner changed. 'You're in love with her aren't you?'
He shot straight. 'No. No, I'm not in love with her. But maybe she's in love with me.'
She inhaled. Grace hadn't expected this turn of events. She was sure their relationship was still casual enough for a split-up to be no big thing, but Alan's stubborn defiance could make it into much more than it was.
'I'll see that you get a raise,' she offered.
'Money? Now you're trying to buy her out of it?' he asked. Suddenly Alan knew he wasn't interested in maintaining a relationship with Teresa, it was Mrs. Cunningham's self-assured manner that angered him. He wanted her to squirm.
'I'm trying to buy you out of it!' she snapped back.
'Sorry. I'll get a job elsewhere and just keep taking her out,' he quietly said.
'I won't allow it!'
'How can you stop it? If she wants to see me she'll find a way.'
Grace knew he was right. Teresa had ways of getting what she wanted, stubborn ways, just as stubborn as this young man's. 'What can I offer you to make you see it my way?' she finally asked.
Alan shrugged. 'Nothing, I guess.'
Grace was in a panic. The little bastard was putting himself above the offer of money, he didn't seem upset about losing his job, what was his price? She stood up and walked to the window of the office. Slowly she pulled the drawstring on the curtain until it closed.
When she turned Alan saw the dead seriousness in her face as she said, 'What if I offer you something better than my daughter?'
He knew exactly what she meant but asked anyway, 'What do you mean?'
'I mean me.' Her statement was level, serious.
'You?'
She removed, her suit jacket and undid five buttons one after the other down her white blouse. Without hesitation she opened the blouse to reveal the lusciousness of her bare, large-nippled breasts.
'Yes, me.'
Alan stared at the soft, meaty tits and felt his cock growing swiftly in his swimsuit. They were absolutely beautiful jugs with pure white triangles of untanned flesh framed by the gold of her chest and stomach. The nipples were a lush pink and appeared pulpier than Teresa's. The breasts tantalizingly swayed before him.
'You mean…?'
'Exactly,' she interrupted. 'Promise me you'll leave her alone and I'll show you a time you never imagined possible.'
