Training Tim Ch. 02: Oral Exams

"Thanks for letting me know that dear. I don't want to confuse the young man about the nature of our relationship. As far as him not noticing you, he is slowly coming out of his shell. Give him another month or so. I'll clue him in then about your interest in him and you two can take it from there."

"Gee thanks Tonya. I'll be patient. I have a feeling it will be worth the wait."

It most certainly will, Tonya thought but didn't say.

"I better get back to work then. Thanks for talking with me Tonya."

******

That night when it was Tonya's turn to be serviced she borrowed the idea Rebecca had come up with about demonstrating on Timmy's fist how she best liked her oral sex. She had first told him on the ride home about her new policy of no more lunch time hand jobs and he seemed disappointed until she reminded him that he was soon to be enjoying after work blow jobs instead.

"Aunt Rebecca and I are going to blow you again tonight if you do a good job on my kitty."

"I will aunt Tonya. I will. I can't wait."

"Good boy."

Rebecca was naked and waiting for them when they arrived at the apartment and the two wasted no time in joining her in that state in the bedroom. Timmy was a quick study in noticing the different techniques Tonya would employ on his fist. She used her teeth to lightly scrape and nibble at his knuckle and her tongue pressure was much firmer than what Rebecca had liked. She also slid her index and middle fingers between his two fingers and applied a firm massage to the inside of his palm. She told him that was about where her g spot was inside her pussy. He knew this already from his manual stimulation practice on his aunties but Tonya reminded him that his perspective might change with his mouth attached to her clit.

Over the course of the next thirty minutes Tonya was treated to three intense orgasms. Rebecca then took her turn with their protege between her thighs and was able to come twice herself. Timmy was able to remember her likes and switched techniques effortlessly.

"You are so good at this Timmy. You make me proud. Your Mother would be proud too."

"I hope so auntie Becca." He said laying back and fondling his erection. He didn't ask or demand his satisfaction now that he had met their needs but his waving of that straining cock was invitation enough.

"I suppose you expect us to take care of that now." Tonya teased.

Timmy didn't answer but looked pleadingly at his aunties.

"Come on now Tonya, it's only fair." Rebecca said and then she kissed the tip and licked at the weeping precum.

"I suppose you are right. He has earned his blowjob."

And blow him they did. There was more sucking and less licking and teasing this time around. The two women took turns taking him into their mouths as well as licking and exploring his scrotum. Tonya even gave his anus a tentative rimming to see if he might enjoy that. He did. They did not realize that Doris had incorporated prostate massage and some anal play into her sessions with the boy some weeks before. Tonya marvelled at Rebecca's ability to take in as much of this youth's cock as she did. When it was her turn to wrap her lips around his girth Rebecca bobbed up and down and took more and more of him with each pass. Her throat would bulge with his entry further and further into her gullet. Tonya remembered that Rebecca had no gag reflex. One time at the swing club where she and Suzanne had first met Tonya, Rebecca had bested another member at a glory hole suck off contest in a special room set aside for that purpose. She and the other woman had squared off side by side while random men lined up to be serviced through the adjacent holes. They wouldn't know which woman was sucking them off and the first woman to ten satisfied boners would be the winner. Tonya had video recorded the whole thing. Maybe they would show Timmy some time just how expert his special auntie was. If Tonya remembered correctly the other woman was only working on number three when Rebecca was declared the winner with come dripping down her tits. What a memory.

Tonya knew she couldn't best her friend in the blowjob department but she had other abilities that Rebecca couldn't match. Everyone was good at something.

Timmy was getting closer to orgasm. Tonya could tell because the nutsack in her hand was tightening considerably. Rebecca now had almost all of his stalk swallowed with each pass and when she felt the head begin to swell she sank over the final two inches so that her nose was buried in his pubes.

"Ooh auntie Becca. Ooh! Yes!"

Timmy's buttocks clenched and his hips rose off the mattress. Rebecca swallowed the whole load without tasting a drop. Timmy lay back on the bed exhausted and satisfied and Rebecca walked Tonya to the front door so she could dress and head home.

"It is a school day after all." Tonya had said. "We have to go to work tomorrow."

"Yes it is. I better go and get that boy back to his bedroom. There can be no sleepovers. I don't want to lose my position of respect and authority even if I have his dick in my mouth regularly."

"Oh, before I forget." Tonya said at the door.

She then told Rebecca the details of her conversation with Madison and when she was finished Rebecca exclaimed.

"That bitch!"

"Now now Rebecca my dear. Remember we are training Timmy to be a good lover for womankind at large. It wouldn't do for us to hog him to ourselves."

"I know. I'm just enjoying him so much I hope he can find time for his old aunties once that young stuff gets ahold of him."

"No worries hon. We have forgotten more sexual tricks than those young girls are likely to ever know."

With that said Rebecca kissed Tonya good night and went back to roust Timmy back to his own bedroom.

******

Now doing Doris was another story. She had many long standing inhibitions against oral sex which stood in her way of enjoying it fully. She and her late husband Frank had engaged in an active and fulfilling sex life. They weren't very experienced in the sack when they had married but had learned some together as the years went on. The couple had watched porn together and used toys at times, especially after their sons had grown and moved out. She would suck on him to get him hard but had never brought him to orgasm orally. Perhaps if he had talked her through what he liked and had given her some pointers. She had been able to bring him off manually since she had been adept and practiced at that skill going back to her teenage years.

Frank had been willing to go down on her but that had usually amounted to little more than a lick and a promise. It was a preliminary to fucking as far as he was concerned and he was very good at it. He was a large man with a large cock and he drove her crazy with it. The first time she had squirted from one of his hammerings it was a surprise to them both.

The first time she saw and then touched Timmy's cock it brought back a flood of memories as well as a flood of moisture to her pussy. The three women had agreed that they would hold off on fucking the boy until he had mastered the arts of oral sex with all three. Doris felt frustrated. She wanted that thick slab of beef inside her in the worst way but she had to relax enough to come from his mouth first. Faking it was not an option because her orgasms for years had been accompanied by a flood of squirt.

Timmy had been going next door to her apartment every other night for two weeks and they were getting no closer. Timmy was getting frustrated too and asking her to fake it so they could move on had crossed his mind but he knew that wouldn't work. For one thing auntie Becca would want to watch an orgasm to verify. She suspected Doris of wanting to jump the gun on getting the fucking lessons started, perhaps because the older woman had dropped numerous hints.

One Tuesday night after Becca had throated his cock to an explosive climax Timmy begged her again.

"Auntie Becca will you please let me put it in soon? This is making me crazy."

"Patience, patience young man." Rebecca said. "Didn't auntie Doris demonstrate on your fist how she would like to be licked?"

"No she didn't. She said it was a silly idea but she asked me not to tell you she said that. I don't think she knows what she likes."

"Maybe she doesn't." Rebecca conceded. "I wish she would let me or Tonya warm her up and discover her hot spots so we could give you pointers but she has no interest in a woman's touch. Shame."

"She asks me all the time if I couldn't just put the tip in and stretch her a bit. If I could get behind her and put it in with the lights down. I wish I could auntie Becca. Just the tip? Could we?"

"No you can't young man, but what you just said gives me an idea. A woman's brain needs to be made love to as much or more than her pussy does. I think you need to compliment her a lot. She is probably quite self conscious about being almost forty years older than you and the way she must look to you. That may be why she wants the lights dim and to be taken from behind. When you go down on her she know you are looking at her up close with all her flaws, real and imagined."

"She looks fine to me"

"Good. Tell her. Tell her what about her turns you on. How you want to taste her and kiss her and lick her all over. Can you do that when you go to her tomorrow night?"

"I can try."

"As Yoda might say, don't try, do."

"Yoda?"

"Never mind. It was a movie reference. One of the star wars movies. I keep forgetting how sheltered and isolated an existence you had out there in Idaho for all those years. I'll download it and you can see it one night. Now young man, before we turn in, do you think you can lick my kitty to a nice good night come?"

"I can try."

Rebecca said. "Don't try, do." And she pulled his head between her thighs.

******

That next night Timmy and Doris warmed up with some kissing and petting as per their usual. For Doris it always felt strange having someone young enough to be her grandson making love to her. She enjoyed his technique and enthusiasm and Rebecca and Tonya had taught him so well, but it was frustratingly torturous for her. She just couldn't relax and let go and release. They experimented with doing it in different rooms. The bedroom that her son's shared growing up was attempted but felt too weird for her to relax. She felt as though her sons were there and watching their mother spread her legs for a horny teenager which of course was what she was doing. Most times Doris had him come to the master bedroom and this was where they were when Timmy began his seduction.

"I want to thank you auntie Doris for all that you've done for me."

"Don't be silly young man. You've done plenty for me too, plenty for us all in fact."

"But you have been especially nice with me. Gentle. You never made me feel weird about me not knowing how to masturbate the right way and all."

"You just didn't know how. It wasn't your fault."

"But you knew how to make it better."

"Why thank you Timmy. Now let me go freshen up."

Doris was partway to the bathroom when she heard Timmy say. "Stop. Auntie Doris could you stop there. No, don't turn around. I want to look at your bottom."

Timmy had turned the lights in the bedroom off with the exception of one bedside lamp. The dimmer lighting was very flattering to Doris and she could see her reflection in the full length mirror attached to the bedroom closet door. He had also opened this door so that it was angled for her to see herself if she stopped at this spot. What she could also see in the mirror was Timmy on the bed behind her staring lovingly at the aforementioned bottom and stroking himself.

'Oh my God that boy has the most humongous and beautiful cock.' Doris thought to herself but what she said aloud was. "Why would you want to look at an old lady's bottom? There are so many others that aren't as big or out of tone including your other aunties ones."

"You aren't old auntie Doris. You're beautiful."

Timmy had stood and crossed the distance between them until he was able to wrap his arms around her from behind, first circling her waist and then reaching up to grasp her DD breasts in his hands.

"These are beautiful too." He whispered into her ear.

"They're too saggy." Doris said.

"No they're not. They are beautiful and warm and just perfect to put my dick between."

Doris loved the suggestion and she was feeling his arousal against her backside. If this kept up much longer she might start dripping on the carpet.

"Get into bed honey and I'll be right there." Doris said now very excited by the prospect of a good titty fuck. Why she hadn't used her breasts to please the boy up to this point was beyond her. They were full and voluptuous back in the day and were still her best feature even slightly saggy.

He seemed genuinely excited by this development and after her brief freshen up she assumed the position on her back in the bed and asked him to saddle up.

Timmy straddled her torso and slapped his erection down between her two milky pillows. She squeezed them together to envelop his hard on and he began a rocking and fucking motion. Three or four inches popped out just beneath her chin with each slow pump. Doris craned her neck and flicked out her tongue, inviting him to enter her mouth with each pass. He took the invitation and enjoyed the first combination titty fuck and blowjob of his young life. He replaced her hands on the side of her breasts with his so that he could thumb and stimulate her nipples. This freed up her hands to touch herself which she did. Her juices were flowing freely into the crack of her ass as he continued to speak endearments to her.

"You have the most beautiful tits auntie Doris. They are so warm and soft around me. I love the way this feels. I love what you're doing to me. I love it all."

Doris kept hearing love and love and she was loving this as well. Being adored for what her body could do to satisfy this strapping young stud made her feel young and desirable again. She was getting herself closer and closer to orgasm by touching herself. Her self consciousness was fading as self confidence in her sexual abilities rose.

"Oh my God auntie Doris. You're going to make me come. Can I come auntie Doris? Is it ok?"

Doris had already flipped the script by blowing the boy before he had performed on her. Their rule had been ladies first but she hadn't been able to relax enough to come from his eating her. She wanted him to come. She needed him to come, to come from her tits, on her tits, on her face, wherever he needed to unload. She needed it so she said.

"Go ahead Timmy. Come for me. Come for auntie Doris and all over auntie Doris. On my face or tits or wherever."

That final word was barely out of her mouth when the first blast hit her square in the forehead. He kept pumping between her tits and several other streams decorated her face and hair with the last few weaker jets dribbling into her cleavage. He pulled back and off her abdomen which confused her momentarily until he scooted down between her legs and fastened his mouth to her vulva.

In less than ten seconds she came almost violently. She had been on the edge for so long. She has no time to be embarrassed by the amount of squirt which exploded from her spasming pussy and soaked the boys face. She almost had to laugh at the symmetry of watching his face drip with her juices even as hers dripped with his. He looked up from between her legs and they smiled at each other. Timmy slid back up her body and they kissed and licked some of their own come off the others face. Timmy's still semi hard cock had slid between her legs and the head seemed to be zeroing in on the entrance to her sopping slit when Doris noticed and said.

"No no no young man, not just yet. That will be for another day. We have to report our success at this phase first."

"Ok auntie Doris. I'll wait. When we do fuck can I come in your pussy?"

"You can come anywhere you want and anytime you want."

"Thanks auntie Doris."

"How about being a good boy now and getting me a towel so I can wipe this jizz off my face."

"Can I take a picture first?"

"Aren't you the dirty boy?"

"Well I do have the best teachers." Timmy said while Doris posed for her come faced portrait.