From Boy to Man Pt.-20

Part of the plan of Annie and Emmy was that Harold should abstain from sex and masturbation from Thursday night so as to have his full male abilities available for Jennifer, Emmy's mother, on Saturday night.

So, this week there was to be no Friday night sex with 'the big girls', Annie and Emmy!

Therefore, it was with an extremely tense feeling between his legs that Harold presented himself at Annie's and Emmy's house on Saturday afternoon.

As requested by Emmy, she first took him to the bathroom where she shaved his balls with her lady shave.

He looked at them; they were suddenly so naked!

"That's a good boy," Emmy said, "mum can enjoy them now as she likes."

Emmy had invited Jennifer for six o'clock in the restaurant, so that by eight Jennifer and Harold could make their way to the hotel for a hot night.

As Jennifer was a modest woman, they had decided to have the dinner in a rather popular brasserie and Harold was to wear just jeans and t-shirt.

Annie had asked a friend to look after little Derek for the evening, so at 5 PM she brought the toddler to her friend's house.

She left a large bottle of fresh breast milk from herself and from Emmy to feed the child.

Together with Emmy and Harold she then drove to Jennifer's house to pick her up.

They congratulated her abundantly with her sixty-fifth birthday.

Jennifer was surprised to see Harold in the company of her daughter and Annie.

"Wow, youngster, I'm sixty-five now, if only I were forty years younger I knew what to do with you!"

"Mom!" Emmy laughed, "behave yourself, will you. You make him shy, can't you see!"

Jennifer laughed too. "Come on, he's not too shy to fff... ck you and Annie, no?"

The three women roared with laughter and Harold looked rather sheepish.

"Sorry, young man, did I upset you?" Jennifer asked and she pinched Harold's arm.

Harold laughed too. "No, you didn't, it is true no?"

In the restaurant Emmy had booked a table in a private side-room as she had said they were going to have a small birthday celebration.

After an aperitif, the wine was served for the main meal, and Emmy thought it a good opportunity to present their 'present' to Jennifer over a toast.

"Cheers mum, your good health, many happy returns!

Annia and I have a very special present for you. Very unusual, we hope you like it."

Jennifer looked at her daughter with eyes full of wonderment and expectations.

"Oh no, what have you thought up now girl?"

Jennifer handed her a folded birthday card. On the cover it read 'Happy Birthday Mum!'.

When she had opened the card Jennifer gasped and kept rereading what was written in it.

"What?!" she exclaimed, "are you kidding me or what?"

"No mum, we are dead serious, you shall have him for the night."

Annie just nodded yes.

Jennifer hesitated but then showed the inside of the card to Harold.

It read: 'Our present to you: a full night with Harold'.

She looked at Harold and said, "are you aware of this young man?"

Harold blushed and only briefly looked at her. "Yes Jennifer, I'm fully aware."

He at once added, "I'm a consenting adult now, you know!"

His joking remark took all tensions out of the air.

Jennifer laid her hand on his and she said with a hoarse voice," In that case I am a consenting adult too!"

From the moment that it was clear to all that Jennifer was to spend the night with Harold the atmosphere changed.

There was a definite erotic tension in the air.

The alcohol began to have an effect; Jennifer was clearly not used to drinking alcohol and started to talk more freely.

The three women exchanged more and more explicit comments and stories, for example about former lovers and sexual experiences.

Harold felt himself emboldened by the wine that Emmy kept ordering and listened with interest to the chatting of the three women. They laughed when they saw him blushing after another one of their spicy stories.

He more and more looked at Jennifer. She was clearly mature but surprisingly well preserved.

Her black skin had a beautiful shine, and her hair was still full and bouncy.

She had lovely eyes and full lips that were always moist.

What interested him in particular was her bosom. The large breasts seem to reach to her middle. They swayed under her skirt when he saw her walking.

She had broad hips and large prominent buttocks.

Harold loved her motherly features and Jennifer as a woman clearly aroused him. He had an uninterrupted erection during the meal.

At some point Jennifer said she needed to go out to smoke a cigarette.

She nodded to Emmy to follow her.

Once on the parking outside Jennifer asked, "Bloody hell, that was a surprise! Tell me, what's he like in bed our young stud? He fucks you and Annie, so you know.

Lucky I shaved my pussy this morning. Had I known I would have put on sexier underwear."

Both Emmy and her mum had been prostitutes so they reverted to the coarser, more explicit language of the trade.

"Well mum, what shall I say. He is young and greedy. He really breeds you like a stallion.

He has a huge cock and oh, keep a towel ready, he really fills you with his cum. Half a litre."

Both women laughed.

"Show him your tits and he's as meek as a lamb. Loves sucking tits. Annie and I we feed him our milk."

Jennifer listened with interest.

"But I have no milk!"

"Don't worry mum, just letting him suck your tits makes him horny as hell.

Oh, and he is very good at licking. Had good teacher you know, Lydia, Annie's friend.

Does not at once go for the clit, gives you time to prepare before you come.

Let him lick you if you can get him to do it, you won't regret."

After Emmy had given her mother a few other insider tips on how to handle Harold, both women went inside again to join Annie and Harold.

They decided to take a cab to the hotel. Emmy did not want to drive any more. She would pick up her car at the restaurant next morning.

Harold gallantly helped Jennifer in her coat.

The owner of hotel was Ethel, the former madam of the brothel where Emmy had worked.

She welcomed them at the reception and took Emmy aside to the bureau behind.

"Hi Em, how are you doing? Don't feel to come back, even part time? I still have guys asking for you. "She laughed.

"Tell me, is his young stud going to spend the night with your mum? I wouldn't mind a few rounds with him!"

She winked and Emmy laughed.

"Yep, mum will deal with him, don't you worry!"

"OK, I've given them a room at the end of the corridor, "Ethel said, "no problems if they make some noise."

"Much appreciated Ethel, thanks," Emmy replied, "Let's not let them waiting too long, I know they are eager."

Ethel said she would take Jennifer and Harold to their room, so Annie and Emmy prepared to leave.

They kissed Jennifer goodbye. "Have fun mum!" Emmy whispered, "give him hell!"

She then turned to Harold and said with a loud voice, "Good night Harold, "and she whispered," thanks love, fuck her hard, won't you."

The hotel manager took them to the room.

She carried Jennifer's little beauty case that Emmy had left with her, and she deposited it in the bathroom.

When she had left, Jennifer locked the door behind them at once and she turned around to face Harold.

"So, you want to fuck this sixty-five year old, do you?" she laughed, "has my daughter told you that old Jen loves a good fuck?".

Harold laughed rather sheepishly. He took her coat and hung it and his own jacket on the coat rack.

"OK, a deal, I show you my treats and you show me mine! See if we like them!"

She lifted the seam of her dress and pulled the dress over her head. Leaving her standing in large, old fashioned bra and slip.

"Sorry lad, "she said, "had I know about this, I would have put on sexier stuff for you. But I have to take them off anyway, so who cares. You want to see what's in it no?"

She clearly enjoyed Harold's confusion and obvious arousal.

With a routine gesture she unclipped the bra. Two long breasts sprang free. They reached to below her belly button.

The long and dark red nipples were erect and pointed sideways.

Jennifer shook her body to make her huge breasts sway.

"Like them? "She laughed, showing her immaculately white teeth to the young man, whom she felt was now at her mercy.

Harold gasped audibly and kept staring at the long black breasts tantalizingly dangling before his eyes.

Jennefer laughed even lauder.

"I keep my nickers on, I'm sopping wet, I'll take it off when we need my cunt.

Now... your turn! Show me your tool man. Show old Jen that you have enough to screw her!"

Jennifer did not wait and started unclasping his belt.

"Come on, take off your shirt, I will strip your pants, "she ordered.

Harold obeyed and felt her expertly opening his pants and pulling it down, so that he could step out of it.

"Let's see, what have we here," Jennifer said when she saw the huge bulge in Harold's slip.

"That slip is useless, can't hold such a cock,"

With some trouble she freed his penis from the slip that was stretched to the limits by his erection.

Harold gasped and moaned.

She firmly grasped the penis by the root and gently swayed it. She looked at it and nodded approvingly.

"Little monster! That's how I love my cocks, big and hard!"

With her other hand she squeezed his balls and Harold winced.

Jennifer looked him in the eyes and smiled, "chock full eh, high time for old Jen to do something about it no?"

She pulled him to the bed by his penis and sat on the edge.

Jennifer clearly enjoyed employing her skills as a former prostitute in preparing the youngster to fuck her.

Harold was happy to let the big mature woman take the initiative.

Jennifer looked at the huge penis in her hand and said, as if it were a person, "no I am not going to suck you now, I have somewhere else I want you to go first! I feel your boss needs it."

She bared her teeth in a disarming laugh that made Harold laugh too.

Jennifer went to the bathroom to fetch a towel.

When she came back she reclined further backwards on the bed.

Laying on her back she pulled and kicked off her slip and spread her heavy thighs, exposing a large black vulva.

Her long breasts hung sidewards on each side of her body.

"Come, fuck old Jen, we two, we need it!"

Harold had by now got used to Jennifer's sincere directness and he actually liked it.

It contributed greatly to the arousal he felt.

"Yes, oh yes please Jen, "he gasped, and positioned himself between her thighs, offering her his large member that dangled between his legs.

Calling her 'Jen' suddenly seemed permitted as she herself had used this name and given the sudden intimacy between them.

With one hand Jennifer spread the labia of her vulva, exposing delicately shaped pink inner labia. With the other she grasped Harold's penis and pulled the glans into the soft flesh of her vulva.

Harold felt almost no resistance and completely entered her at once.

She wriggled.

"Come a bit deeper still, I want to better feel your balls," Jennifer ordered.

The next moment Harold felt Jennifer's arms around his neck and her legs folding over his bottom. Her huge thighs surrounding him in a tight embrace.

"Now fuck me, fuck me hard," she hissed in his ear. He felt her heavy breathing in his neck and hair.

He buried his face in her curly hair and savoured its sweet scent.

Harold suddenly felt extremely male and masculine.

He felt the lust of the squirming mature female under him; in the firm grasp on his penis by her vulva and by the embrace with her amazingly strong arms and legs.

He felt his entire body heating up; his balls felt like bursting.

She was craving to be fucked by him!

Or rather... to fuck him!

Her embrace left him little room to thrust, but that was not necessary. Jennifer started to move her lower body up and down and at the same time squeeze his body between her thighs.

At the same time, he felt her vagina contract in sync with her heaving movements.

She panted and gasped heavily by the exertion.

Harold felt a strong rhythmic suction on his penis; her vagina was milking his cock!

He abandoned all resistance and helplessly felt his orgasm approaching.

"I'm coming Jen," he still could warn her, oh I'm coming, you're making me come!"

As in answer Jennifer increased her pumping.

She closely watched the reactions of her young lover.

Suddenly Harold felt the muscles between his legs contract severely, lifting his balls.

"Is it coming?" Jennifer breathed in his ear.

"Yes," he hissed.

"Come on, give it to me, give it to Jen, do it!" she yelled, "pump your seed in my belly!"

Harold just moaned... a long protracted moan in reply.

The hot lead started to make its way, from his balls, all the way through his penis, to the exit, into the waiting female.

In spasms, first painful but more and more blissful and relieving.

After the first jet of semen, Jennifer kept encouraging him.

"Yes, there it is... and another one... another... oh yes, another! Pump! Fill me! Give it to Jen, all of it.

Goowd what a load, it keeps coming! You are going to make me pregnant!

She kept moving and make her vagina suck the throbbing penis.

He gave her his biggest load ever. His ejaculation seemed interminable.

When his orgasm hit him, Harold had lifted his head to let out the moan

But towards the end of his ejaculation Jennifer pulled it down to make it rest next to hers.

His heavy panting and breathing rushing through her hair.

"Go on, empty your balls, give it to Jen, all of it," she hissed in his ear. She was panting herself from her exertions.

When Jennifer felt that he had finished she stopped moving her body.

They stayed still for a considerable time, enjoying the feeling of Harold's slowly deflating penis, still lodged deeply in Jennifer's vagina. With occasional spasms and stirrings.

The penis floated in the excess semen that started to find its way out of the vagina.

She stroked his hair reassuringly. "Relax baby, it's OK."

When Harold rose up and she released his flaccid penis from her vagina, Jennifer looked him in the eyes.

"Thanks man, that was great. That's how I like it. I feel good and you?"

"I feel superman, Jennifer, thank you, my best fuck ever. I mean it!"

Harold was proud that she, this experienced sexy woman, who could have been his grandmother, had called him 'man'.

"Thanks, sweety, I feel twenty years younger. Come and fuck me more often please!"

She laughed heartily and put the towel she had taken between her legs to stop the leakage of semen.

"But now I want to have a hot bath with you so that we can become horny again.

Go and open the tap, I need to flush my cunt first, I'm coming to the bathroom."

She slapped him on his bottom.

Harold took the flask of bath oil from his jacket and opened the tap.

(to be continued)