Try as I might, Ann ignored my attempts to let her know how uncomfortable she was making me.
Caitlyn called to her roommate, "Branna, come to the door, Ann wants to talk to us!"
"The lady who's dating our neighbor?"
"That's the one."
"What does she want to talk about?"
"Just come to the door."
She came to the door barefoot, wearing a t-shirt & daisy dukes. "Branna, this is Ann and our neighbor Frederick, you remember him don't you?"
"I certainly do!" She looked directly at me and said, "I'm still wondering about what Ann said the other evening."
I was embarrassed and it showed.
Ann spoke up, "Do you ladies have a couch or some chairs. Freddy only has one easy chair and I'm loaning him this rocker. If you have a place we can all sit down I'd like to explain and answer your questions and then there's a favor I'd like to ask."
"Sure," Branna said, "Caitlyn and I would love to hear more, I for one have been dying of curiosity."
"Me too!" Caitlyn agreed. "We've got a nice sectional and if you bring that rocker in we will all be comfortable."
"Come along, Freddy dear, bring the chair with you."
I couldn't find the courage to object so I did as Ann asked.
The girls apartment was a mirror image of my own. The door was in the middle with a small closet just inside on the right. Their kitchen was on the left. When you walk into the living room there is a sliding glass door on the far side that went out onto a patio that was enclosed by a wooden privacy fence. The apartments are all identical, the only difference being a left or right handed floor plan. "Freddy dear, put the chair by the door." The girls had a three piece sectional; Ann sat on the little "leg" of the sectional. Caitlyn sat on one of the two pieces facing the door. Branna asked, "Would you care for some lemonade, I just made it."
"That would be nice," Ann responded, "What about you, Freddy, would you like some lemonade?"
My mouth was dry, "Yes please," I nodded quietly.
While Branna poured the lemonade Ann quizzed Caitlyn, "Are you ladies students?"
"We are." Caitlyn beamed. "We're both scholarship students in the nursing school."
"That's wonderful!" Ann grinned, "First year?"
"Oh no, sophomores," Caitlyn explained. "Freshmen aren't allowed to live off campus."
"Very nice." Ann grinned, "Don't you agree, Freddy?"
I just mumbled looking down, "Yes, ma'am it is."
Branna returned with the lemonade and Ann continued, "How did you two meet?"
"We're on the volleyball team so we've spent lot's of time together both in class and after." Branna explained.
"That explains why you two are in such good shape." Ann complemented. "Don't you agree, Freddy?
"Yes," I answered sheepishly.
"Don't be so bashful, Freddy," Ann needled. "These girls know why boys like to look at their legs." She managed to embarrass all three of us!
"So, ladies! Where should I begin? How about this. Frederick got out of the Army a few weeks ago and he is my real estate agent. That's how we met. We have a rental property under contract right now."
"Not yet." I corrected her, "We just made an offer; it won't be under contract until it's accepted."
"Minor detail." She conceded, "Where was I, oh yes, anyway, Freddy was such a sweetheart about working with me that I invited him over for dinner with my two daughters."
"How old are your daughters?"
"Leanne is twelve and Joanne is ten." Ann explained proudly. "After dinner the four of us played "Sorry" and then after the girls were safely tucked in bed I seduced Freddy." She was almost emotionless as she recited the details of our first evening together.
"You did!" Branna exclaimed and I started getting red again.
"Ladies. I was horny as could be." Ann clarified, "Freddy was too much a gentleman so I didn't want to wait for him get a clue."
"But," Caitlyn wondered, "you're quite a bit older than Frederick!"
Ann turned to me, "Does that bother you, Freddy?"
"No, not at all!" I stammered.
"You see girls," Ann continued, "When you get to be my age and I'm almost twice as old as you it can be mutually advantageous for a woman to have a nice, handsome young man as a friend with benefits!"
"Friend with benefits?" Branna puzzled.
"Girls," Ann chuckled, "I've gone through half a dozen boy friends, two or three that got a little serious, and one husband. I know things. I know things that it will take you ages to learn by yourself! Freddy lacks experience but has stamina. It's beneficial for each of us. Don't you agree, Freddy?"
"Yes, ma'am." I confessed.
"That brings me to that thing the other night."
"You mean...?"
"Yes, Freddy and I have agreed to be faithful to each other, that means no sex with others. Kind of like going steady but not engaged."
"So, you're a couple?" Branna wondered.
"We're not dating in the usual sense. We don't go to movies or shows but we do have sex, lot's of sex! Right Freddy?"
I was embarrassed by her candidness but agreed.
"Tell these nice young ladies what rule number one is, Freddy." Ann smiled and coaxed.
I looked at Ann sadly, pleading for mercy.
"Go on Freddy, you can do this."
I closed my eyes and bit my lip, took a deep breath and blurted, "I am not allowed to masturbate by myself!"
The girls giggled and whispered to each other and then asked, "By himself, Ann?"
"Have you ever watched a guy jack off? It's fascinating!" "But let's be serious, ladies!" Ann admonished, "I expect Freddy to be faithful to me and that includes having sex by himself. That's reasonable; don't you think?"
They looked at each other. Finally Caitlyn agreed, "Very reasonable." I think they were amused and confounded all at the same time.
"I can see you are wondering why I would share such intimate details to basically complete strangers."
"Well, yes." Branna agreed. "Why on earth would you tell us this stuff and embarrass Fred."
"I need your help." This was news to me.
"Whatever for?"
"I belong to a small group of like minded women. We are all in our mid thirties or older. We are all successful professionally. We all have friends with benefits. Well, that's not true exactly. Two of us are in committed relationships. That's not accurate either, we're all committed but two of us are actually married and once a year we have a dance where we have a little contest just for fun."
"So...?"
"We have a cum shooting contest." Ann explained like it was a natural as taking a walk.
"A.. what..?" Branna gasped.
"I said, a cum shooting contest." Ann reiterated slowly.
"This is getting interesting!" Caitlyn blurted. "How would you need our help?"
"Well, like any athletic contest there is a certain amount of training involved."
"Oh, pa.. leeese! You've got to be kidding," Branna mocked. "Guys don't need to train to jack off!"
I was getting redder by the minute.
"Branna, sweetheart," Ann reminded her, "You wouldn't need to train to go on a jog but if you want to compete in a 5k race you would train wouldn't you?"
"Well... I guess I would," she reflected.
"And you know all the drills coach has us do?" Caitlyn reminded her, "That's all so we'll do better when game time comes, practice makes perfect, right."
"I suppose..."
"So the bottom line is: I need help training Freddy. Would you girls help me please?"
"I'm in!" Caitlyn chortled, "What would we have to do?"
"There are certain exercises that promote stronger ejaculatory response. I need an assistant coach to observe and verify that Freddy is doing the exercises correctly and in the proper amount. Would you be willing to help with that?"
"There is no sex involved, right?"
"Absolutely not!" Ann affirmed. "Strictly forbidden, while he's in training he's not allowed to jack off at all. You can tease him a little if you like. I think he's been admiring more than your legs. I only want you to observe his exercise sessions in the morning and evening when I'm busy and can't do it myself."
"What's in it for us?" Caitlyn wondered.
"What do you think, Freddy? Maybe you can do a little housework for them. Clean the kitchen or bathroom? Would that be fair?
I just looked down at the floor.
"I'm guessing that is a yes!" Ann proclaimed. "It will take some time so the least he can do is help you out a little."
"Sounds good to me! Caitlyn bubbled excitedly. "What do you say. Branna?"
"Why not?"