Chapter 8 - First Time

Inside the carriage, Sam found himself with only Princess Jemima and the elf guardian.

It was a female elf. She was very pretty but petite and she immediately tied up Sam’s hands behind his back. She was actually stronger than him and she bound him tightly, causing him to grunt in pain.

Jemima sat on the back end of the carriage sitting forwards while she threw Sam onto the seat facing the princess and facing backwards to the direction the carriage was moving.

Just as the Sam landed on his seat, the pretty elf sat next to him, both of them facing the princess.

“I believe you have met my minder, Annabeth my half-elf guardian” Princess Jemima said, introducing her minder.

Sam nodded looking at the half-elf. She was beautiful. This was the first person of another race he had seen in this realm, making him wonder if there are other races here besides elves and goblins. Maybe there were even dwarves.

Apparently they are being chased by goblins now and the carriage was traveling at fast speeds going over stones and rocks.

Just then, the carriage went over a large bump, throwing everyone into the air.

Sam, who was seated facing backwards was thrown face first towards Princess Jemima.

Since his hands were tied behind his back, he could only land face first into Princess Jemima’s crotch.

As she was thrown into the air too, she landed with her legs up and apart for a split second. But at that split second, Sam’s head entered her robe and his mouth landed on her pussy, discovering that she wasn't wearing anything underneath her robe.

He accidentally tasted her with his mouth directly on her sex and his huge penis became erect nearly automatically underneath his skirt. At that moment, he wanted to say something, only for his tongue to actually lick her pussy, which had only sparse blond pubic hair.

Princess Jemima gasped and screamed, quickly pushing him off her. Sam’s body flew backwards, and his head hit Annabeth on her jaw, knocking her out instantly.

He landed on the floor, with his hands still tied behind him when the carriage went over another large bump, causing Princess Jemima to fly off her seat and she landed right onto his lap.

Her legs were already open as his head was just between them, leaving her in a vulnerable position, and the skirt he was wearing was flung open by his fully erect penis as she impaled herself on his huge cock.

Sam gasped at the tight and warm feeling holding his cock tightly and Princess Jemima screamed when his huge cock penetrated her virgin pussy balls deep. They gazed at each other’s eyes and Sam realized that Jemima’s eyes were like she was in a trance, her beautiful light blue eyes staring at his soul.

[Level Upgrade. Level 2. Progress saved]

Sam was shocked, not only has he fucked for the first time, but he had been promoted to level 2. Furthermore, the pain from his injuries disappeared, and he realized that his health bar was full again, but was slightly bigger now.

The carriage continued moving fast as sounds of the female warriors outside continued fighting, but Sam remained on the floor, Princess Jemima still remained on him, his cock still embedded in her pussy.

This was the first time that Sam had ever had sex, and the first time he actually felt this enormous cock enter such a tight and juicy pussy. He immediately came inside her while she was still in shock at being impaled by such a large organ.

[Princess Jemima marked. Confirm Familiar?]

"Wha....??" wondered Sam as his mind was in a lustful daze looking at the popup in front of his eyes.

“I wanted to be a summoner. Can I summon a familiar now that I have leveled up?” he thought to himself, not realizing that he would bind Jemima as his familiar.

As the carriage continued moving, every bump and movement caused his huge cock to move and vibrate inside her.

"Yes... yes" he moaned, not realizing what he was doing.

[Confirmed]

Princess Jemima's eyes rolled upwards uncontrollably as she moaned. As Sam confirmed her to be his familiar, suddenly both of them felt each other’s senses, overwhelming them with pleasurable sensations that both of them were feeling.

Not only were their senses shared, the power of his erect cock overwhelmed her with lust she could not control, causing her body to be in a state of extreme excitement and the pleasure sensations in her brain to be overwhelmed.

Losing control of herself, she gave in to her urges as she bent over and kissed him passionately as they fucked and she started moving her hips up and down fucking him to the rhythm of the moving carriage.

She kissed him lustfully, rubbing her breasts all over his chest as she forcefully rammed her cervix on his cock.

Sam was getting confused, feeling both his own sensations as well as Princess Jemima's, completely overwhelming him as well.

He had no choice but to give in to his lust. The princess was fucking him with wild abandon, and his rock hard cock was completely seemed to be impossible to sate.

After several minutes of intense fucking, they both climaxed simultaneously in a huge orgasm. Cum overflowed from her pussy as she continued fucking him lustfully as if in a trance.

Her tight pussy milked him for ever drop of cum he had. Finally, he came into her so much, he couldn't cum anymore and she rested on his body, their sweat mixed together on his body. Slowly, as minutes passed, his cock became limp inside her as he tried to control his breathing.

As his cock softened, he could see her eyes suddenly realizing what happened, looking at him in utter shock and horror.

“Please.. please get off me” Sam said, as his arms were still tied behind his back in an uncomfortable position.

Princess Jemima regained her senses and quickly got off his cock, groaning as the last inch exited her body. It popped out and cum flowed out of her pussy all over him.

She looked at him in fear and confusion, not understanding what happened to her, causing her to lose control of herself like that. She also was horrified at the ramifications of losing her virginity to an unknown stranger.

“Damn, what a mess” he thought, seeing his cum with a small trace of blood drip down from Jemima’s pussy right onto his body as she stood up.

He looked at the gorgeous princess, and in his mind wished that she would clean him up with her pretty mouth.

Princess Jemima stared at his semi erect cock and immediately crouched down and sucked his cock clean with her mouth.

Sam was in shock. A beautiful princess was cleaning him with her mouth and swallowing up all his cum.

Not only that, he was feeling the sensations of her mouth on his large cock, while she was feeling the experience of having one’s cock sucked. Before long, he came into her mouth again and she sucked and swallowed it all up.

Again, she quickly regained her senses and she quickly covered his cock with his skirt and redressed herself, her face completely blushed.

Sam finally managed to separate their senses, and in his mind, he was able to minimize her vision to a smaller screen. He was still looking from his own and her perspective, but he wasn’t overwhelmed anymore.

As for her, she was not able to think for herself, no longer feeling his thoughts and sensations.

"What... what did you do to me?" she whimpered

"I... I'm tied up. I didn't do anything. It was you that..." he said.

"Please.. say no more" she said again, with tears in her eyes as she touched her sore pussy.

“Ahem. Lets pretend like nothing happened. Behave like you normally would” he ordered.

Princess Jemima looked conflicted with his statement but nodded obediently and went back to her seat, recomposing herself.

Sam was stunned as he realized that the princess was obediently obeying his every command, even his mental ones. Although she still retained her free will, but as if she was bound by him, his every command was obeyed.

He got up and sat down on his seat opposite her again. They sat uncomfortably for several minutes in silence as Annabeth slowly regained consciousness and looked around rubbing her jaw.

Seeing both Princess Jemima and Sam seated opposite each other and the carriage by now was already slowing down.

“Are you alright Annabeth?” asked Princess Jemima.

“Yes, what happened?” Annabeth asked

“We had a rough ride and you were knocked out. But now the carriage seems to be slowing down” Jemima answered.

Annabeth nodded then abruptly moved out of the carriage to check the situation.

Moments later, she reemerged into the carriage. .

Annabeth sat down and reported the situation. “We appear to have outrun the goblins your Highness” she said as the carriage slowed to normal speed.

Sam sat awkwardly in front of Princess Jemima, and she in turn sat quietly in front of him, as if waiting for his response. But with Annabeth next to him, he didn’t say anything.

“If only I could get Annabeth to leave the carriage for some privacy” he thought to himself.

“Just keep on lookout outside Annabeth. You can leave us for a while. I want to speak to Samsara in private” Jemima ordered.

Annabeth nodded and stepped outside, moving to the top of the carriage. Charlotte quickly reported that they had successfully outrun the goblin, but it was not wise to stop in the middle of the forest and they should continue their journey.

The princess nodded and the contingent started moving again, with only Princess Jemima and Sam in the carriage.

Although both Annabeth and Charlotte didn’t trust Sam to be alone with the Princess, they nevertheless obeyed her order. At least he didn’t seem to mean to cause her harm.

Sam looked at Princess Jemima as she sat quietly in front of him.

“What… what will happen to Princess Jemima now?” he asked the Nexus

[Princess Jemima will remain as her current self. However, she is now your Familiar. You can summon her at any time, or claim her if she dies.]

“What? Claim her if she dies? What does that mean?” he asked, shocked at the statement

[All familiars will be revived in the Nexus after a week. All injuries will be healed within 48 hours]

“That’s great” thought Sam to himself as he continued looking at Princess Jemima as she in turn continued staring at him with her pretty eyes.

“Er… Jemima?” he addressed her.

“Yes?” she replied.

"Lets pretend like the whole thing never happened” he said.

“Yes.. yes of course. But...” she said and bit her lip.

“Is there… is there anything you need?” he looked at her, feeling as if she wanted something but could not say it.

“Yes… I really need you inside me again” she said lustfully.

The statement made his cock stand straight in attention again, and he nodded as she greedily sucked and fucked him again while the journey continued.

“Maybe this new world isn’t so bad after all” Sam thought to himself.