From Boy to Man Pt.-21

Harold watched Jennifer walking into the bathroom, her long breasts swaying with every movement.

Jennifer noticed his keen interest.

"My daughter told me that you are a breast man. Like my tits? Here, feel free! I know my tits make guys horny."

She offered him her breasts with her hands.

He sat on the edge of the bath, took them in his hands and gently massaged the amazingly long breasts.

They were less firm than those of Annie and Jennifer, but they were not drooping.

Their deep black skin was shining and silky soft.

Jennifer was well preserved, with only a few wrinkles around her eyes.

He could not help but take a nipple in his mouth. It was long and firm, like Emmy's.

Jennifer sighed of pleasure.

"No milk today!" she laughed, "I hear that Annie and Emmy let you suck them."

Harold moaned.

"Sorry love, no milk from me, the old cow, but I hope just sucking my tits makes you horny.

Oh, it does, look! "She grinned and took his growing penis in her hand.

When you've finished with my titties we go in the water, OK? I will deal with him later.

Like Annie and Emmy, she now playfully referred to his penis as if it were a person, a 'he'.

They had a delightful time together in the bath. It was exciting to feel each other's genitals and massage them under the layer of foam. Harold's erection became so fierce that the glans of his penis rose above the water, to the delight of Jennifer.

"Goowd, you're becoming hard again! Good boy! Promises good fun!" she laughed.

Suddenly she looked him in the eye and said, "you know what I really want now? I want you to eat my peach. To lick my pussy, you know.

Emmy says you're very good, you learned from, what's her name again?"

"Lydia?" Harold asked.

"Yes, Lydia, that's it, I knew it was a posh name! Still, she loves a good munch then, this Lydia?"

Harold recognized the terms from his pornographic magazines.

He smiled and nodded.

"Lydia, so beautiful, so sweet. She was my first woman you know. She will for always be my first."

He told Jennifer about his relationship with Lydia and Glen and how she initiated him. Not only in straight intercourse but also in various sexual techniques. And, yes indeed also in cunnilingus.

She listened with interest whilst she massaged his penis, and let his hands roam freely over her body.

Her long, dark red nipples were a continuous source of arousal for him. As with Emmy's nipples they reminded him of animal teats. He loved to lift her breasts out of the water and take the nipples between his fingers.

When he had told her everything, Jennifer said, "You were lucky to have an older woman for your very first fuck.

Emmy and Annie think you are better in bed because you had your first sex with a mother; a married woman who still nursed I believe.

I've been a whore myself, you know that no? Sex is not the same with a customer as with a guy you really want to fuck, I can tell you that."

Harold suddenly felt affection for the older woman in his arms, and he kissed her gently.

"You sweety," she said, and she squeezed his penis.

"It's your birthday Jennifer and I am yours for the night, remember. You chose what we do," he whispered.

"Thanks, sweety, I know what I want. A looong and slow licking of my cunt. Lick me till I come. That's what I want, will you do that for me?"

She looked at him to see his reaction.

"Yes Jennifer, I will," Harold smiled, "as long as you want, as much as you need for you to come.

Lydia taught me how to do it."

They helped drying each other. Jennifer let him dry her breasts and smiled when she saw his genuine youthful arousal.

His penis stood upright in a fierce erection. "He'll have to wait now. I will help him later, don't worry," Jennifer laughed.

She lay down on her back on the bed and spread her thighs. This time, the head of a pink clitoris was already showing between the labia of her large black vulva.

"I want to see you, I want to see you doing it," she said and drew a cushion under her head.

Harold was proud that he could show her that he knew what to do.

Jennifer's vulva was much larger and looked less firm than that of the three other women he knew.

The labia were swollen but looser and showing part of their pink insides.

Even his flat tongue did not cover the width of the labia. So, he decided to lick them one at a time, first the right one then the left one. Jennifer left him alone finding his way and just showed by a shudder and a 'yes!' when she liked what he was doing.

He was careful not to touch the clitoris during his licking. It began to protrude imploringly amongst the swollen labia.

Sometimes she watched him lick, sometimes she closed her eyes for a while, groaning softly.

After a while he felt her body starting to shudder gently and heard her groaning intensifying.

Harold decided to try.

Very slowly and gently he closed his lips around the now prominent clitoris.

Jennifer reacted with a jolt, and she started to squirm.

Harold had trouble holding on to the clitoris with his mouth.

"Yes, take him, yes, pull him out! Yes, yes, that's it, pull him out, pull him!" she yelled imploringly and looked at him with fiery eyes. "That's a good boy, go on, oh yes!"

Harold sucked the head of the clitoris further into his mouth. It was rigid by now.

He let it slip in and out and with his tongue tickled the little knob.

At the same time, he introduced his forefingers gently into the drenched vagina below.

The woman was squirming and panting heavily by now.

When he found the ribbed parts on the slippery inside he started the massage that Lydia had taught him so well; by alternatively bending and stretching his fingers.

"Oh goowd, that's it, that's it, go on, don't stop... please!" Jennifer yelled.

Her entire body began to shake.

She had taken his head between her hands as if to pull it further between her thighs.

Suddenly she lifted her trembling legs into the air, she shook her head and let out a deep groan.

She came.

Harold had released the clitoris from his mouth when he felt the big mature woman approaching her climax.

It seemed to him that those mighty thighs could crush him if she closed them!

The groaning and trembling continued for some time until all of a sudden Jennifer's heavy legs fell back onto the bed, and she remained immobile. Her panting slowly subsiding.

After a few minutes, Harold bent over her. "Are you OK, Jennifer," he asked, watching the panting woman.

She opened her eyes, and a broad smile appeared on her face.

"Oh sweety, I feel wonderful, don't worry. You've done a super job. I haven't come like that in years!"

She pulled Harold's face down and kissed him on the lips.

"Come, lie with Jennifer, let me look at you."

Harold lied down next to her. She looked him in the eyes and whispered, "your turn now, you think you are strong enough?"

She reached for his balls and squeezed them.

Harold winced softly.

"I think you have enough," Jennifer said, "what you want now is squirting, no? Goowd you're tense!"

She got up and sat on the edge of the bed and laid the towel on her lap.

"Come here," she ordered, "no, over here, just in front of me."

Harold obeyed.

His erect penis stood up right in front of Jennifer's eyes. Pre-cum leaked out and made a clear, swaying thread.

Harold's hands sought support on her shoulders.

Jennifer did not waste any time. She bent over and swept aside the thread of pre-cum with one hand and firmly grasped the stiff member with her other. Then she pulled it upwards so that she could reach his balls with her mouth.

She felt him shake and heard him groan.

After in initial expert treatment of his balls with her lips and tongue, she grasped his scrotum firmly with her hand.

She spat on the glans and took it fully into her mouth.

When Jennifer started to suck, his groaning became quasi continuous. He was squirming.

Jennifer could rely on her experience with many men and blowjobs, and she used the very best of her tricks on the young man.

Like her daughter she was capable of sucking the strength out of a man!

Harold therefore did not last long.

Jennifers' lips sliding over the head and part of the penis felt like the caresses of the labia of a vulva.

Her mouth was like a vagina that sucked!

She sucked noisily and saliva dripped onto the towel on her lap. At times she moaned encouragingly.

As a former prostitute she knew how to arouse a man to his limits.

The moment she stretched and kneaded his scrotum with her hand he came.

The young man moaned and threw his head back. The muscles in his upper legs and in his groin contracted violently and the spasmic pumping began.

Jennifer kept swallowing zealously and at several times she moaned approvingly.

She watched his reactions closely and when his ejaculation subsided she stopped sucking.

After the final spasms of his penis, he collapsed at her feet. He felt utterly drained.

He came by when he heard Jennifer's voice.

"A big load that was sweety and good, thick and creamy!"

He looked down and saw her smiling broadly.

"I'm tired now," she said, "must be my age! Come, lie next to me in bed."

Harold cuddled up to the warm woman and put his arms around her.

The wine and the sex took their toll...

He could just switch off the sidelight before they fell asleep in each other's arms. Fully naked.

A very mature woman of sixty-five and her nineteen year old lover!

Jennifer was the first to wake up. The digital clock on the side table showed 8 AM.

When she realized where she was she watched the young man next to her, moving erratically and in the process of waking up.

She was moved by his youthful and innocent-looking appearance.

At the same time, the sight of his young muscular body and his impressive male member did not fail to arouse her.

When he opened his eyes, Jennifer bent over him and stroked him over the head.

"Hi sweety, how are you feeling?"

When Harold recognized Jennifer, scenes of their hot love making the night before came up in his mind.

"Hello Jen, I feel great, thanks to you."

He stretched out his arm to caress her thighs. He watched helplessly when he saw his penis starting to grow again.

Jennifer saw that too of course.

"I can see that," Jennifer laughed aloud, "looks like you've had enough rest!

Still fancy this old girl, do you? After you fucked me so hard yesterday?"

Harold blushed profusely.

He wanted her again, but he felt too ashamed to admit. His rapidly swelling member gave him away though.

"Don't be silly," Jennifer said, "fancy another fuck? I do! Come on!"

She lay down on her back and spread her thighs.

"Come on, fuck old Jen. I know you want it, I see you want it!"

"I want it too you know," she added with a coarse voice.

In no time, Harold found himself again in Jennifer's tight embrace and his penis lodged deep in her vagina.

Again, it was the mature woman who took the lead and made him come, but not after she herself had had an orgasm.

Satisfied they stayed in bed for another half hour and then they took a shower.

There was a little notice from the hotel management, slipped under the door and saying that they would not be disturbed for the whole morning if they so wished. That they could order breakfast in the room.

Harold rang reception and ordered a continental breakfast for Jennifer and himself.

He had come to really enjoy the company of the very mature woman.

She told him about her eventful life, first in the tropics and later in the country they were in.

She had many anecdotes about customers she had served during her long period in a brothel.

The only slight embarrassment Harold noticed was when he asked about her daughter. She admitted that it was through her that Emmy also had worked as a luxury prostitute for some time.

"Emmy had posh customers", she smiled, "got a few wanting to marry her!"

Towards 11 AM Jennifer rang her daughter.

Emmy came to pick them up in her car.

She deposited Harold near his home and took her mother with her to Annie's house where both she and Annia wanted to hear everything about her night with Harold.

Here is where we finish our account of young Harold's initiation to sex.

He successfully pursued and finished his studies of medicine, and he went on to specialize in gynaecology.

During the first two years of his studies at university, he continued to see Annia and Emmy for sex during the weekends.

After his hot night with Jennifer, the two women had no problems persuading him to spend a night each month with Jennifer too.

In his third year Harold met his future wife. A nurse, ten years his senior. Heavily built, with large breasts... With a similar libido and great love for sex as his.

His apprentice years had shaped his preferences for ever...

When he came to date the nurse regularly, the three women deemed it appropriate that they ceased their sexual relationship with Harold.

They continued to see each other occasionally as friends though.

Annie and Emmy soon found another young lover to replace Harold in their beds.

From the McPhersons in Singapore, he learned that they too had found a young man to spice up their sex life.

Harold tactfully refrained from telling his girlfriend and later wife about his turbulent first years of sex, but she benefited greatly from his experience.

He was determined that by the time his sexual forces would start to diminish, he would let his wife take a very young lover to satisfy her sexual needs.

So that, by the same token, another young man could be initiated in sex, that delicious 'gift of life', by an experienced older woman.

The End