An Awkward Encounter

by KomodoBrony

Chapter 4: From Awkward to Pleasure

Previous Chapter

Alex sat there on the bed for what felt like eternity for him. He was anxious to see what Scootaloo had planned for him with her little friends. In his mind, he was thinking that she was going to ask them to wait for him and her to finish what they were doing before they had shown up. However, part of him knew enough about Scoot to know that there was no way she wasn’t going to try and pull something unexpected on him, something extremely kinky.

At long last he heard the door open to reveal Scootaloo, Sweetie Belle, Apple Bloom walking in, shutting the door behind them (and locking it this time). He wasn’t surprised to see the young pegasus wearing a big smile on her face, but he was a little curious as to why her friends were wearing a face of uncertainty on them. ‘She has got something planned’ spoke Alex in his head. Before he knew it Scoot had jumped on onto the bed with him and sat right in front of him, and then gestured to her friends to do the same. Sweetie Belle and Apple Bloom were hesitant, but reluctantly followed suit and hopped up onto the bed with their friend. After a bit of silence, in which Scoot was still sporting a lustful smirk, Alex finally broke the silence.

"So what was it that y’all talked about?" he asked.

"Oh I just told them everything that you and I did." Scoot replied, which made Alex tense up at the thought of how Sweetie Belle must’ve responded to her telling them that. Scootaloo saw this and couldn’t help but silently giggle at his reaction. "Don’t worry, they know that I was just as much into it as you were. However, I did ask them if they would be interested in trying it out for themselves," Alex eyes went wide, "and they said that they want to try it out." Alex’s Jaw practically hit the floor at this.

"W-Wait," he looked directly at Sweetie and Bloom, "you two want to try having sex with me?" Sweetie Belle and Apple Bloom weren’t able to answer him right away; in fact, they were looking around the room in an attempt to not answer him right away. Alex was able to tell that they weren’t all in for the idea, but he could tell from their blushes that they were obviously willing to try it. "It’s okay if y’all are curious about trying what me a Scoot did, I’m certainly not going to judge you. However, if y’all aren’t 100% for it, I won’t force you into it." As Alex stated this, he remembered back to the day him and Scootaloo ever had sex, and how he didn’t make sure she was okay with it before he just jumped in and started pleasuring her, which Scoot did admit to being slightly uncomfortable for her at first.

Finally after few more awkward seconds of silence, Apple Bloom spoke up. "Well ta tell ya the truth, I’m a bit uncomfortable about it, and aye was wonderin if I could just watch an’ join in if aye like what I see?" she asked shyly. Sweetie Belle was obviously wanting to do the same thing as she just nodded after what Bloom had said.

Alex couldn’t help but smile at this and simply responded with a nod at them, the young pegasus wasn’t all for the idea though. "Seriously, all you guys want to do is watch?" stated Scoot calmly, "Who’s to say you’d be willing to try it after watching me and him do it?"

While Scootaloo was talking to her friends, Alex noticed that Scoot had gotten wetter than what she was before she left. ‘She must’ve gotten aroused from telling her friends the stories.’ he thought. He looked at the other two as they were listening to their pegasus friend talk to them and noticed small wet stains where they were sitting. ‘Seems like they did as well.’ Alex was willing to wait for Scoot to finish, but he instead got a more devious idea.

"It’s really not as baAAAHHHH-d…." Scoot was stating, right before she got interrupted by the feeling of Alex rubbing her swollen lips. Scoot suddenly shut down her whole conversation, when she felt the warm sensation of pleasure wrap itself around her once again. Sweetie Belle and Apple Bloom just sat there, with wide eyes, watching the scene play out in front of them. They were getting slightly more aroused as they saw their friend writhe in pleasure from Alex touching her most private parts.

"I think they will come around Scoot." Alex stated to the young pegasus. Scootaloo turned her head to meet his gazed, her eyes filled with lust and desire. "Until then, I don’t mind having an audience watching us have a bit of fun." he continued, right before he leaned down and gave her winking lips a long sensual lick. This made Scoot howl with pleasure, and made her push her body forward, trying to desperately force the human’s face into her winking fillyhood.

Apple Bloom couldn’t help but to start gently rubbing herself at the sight that was unfolding before her. Sweetie Followed suit, but used her magic instead of her hoof. The two of them weren’t sure at first about this whole thing about having sex with Alex, but now they just wanted Scoot’s turn to be over.

Luckily for them, Alex was watching them go at it. He pulled his mouth from Scootaloo’s burning marehood and whispered to her: “Looks like we got them.” He saw them stop when they looked at him staring back in their direction, but that didn’t stop the young man from moving forward with the plan. “Why don’t you two come up here, and try it with us.”

They looked at each other and without saying anything, hopped up onto the bed. “So how exactly is this going to work?” Sweetie asked, nervously.

Alex picked the pleasure filled pegasus filly up and whispered something to her, which she responded to with a vague nod. After he set her down, she walked between her friends and whispered to them what Alex had said to her. He couldn’t help but laugh quietly as he saw one, then the other light up like a stoplight as Scoot whispered his instructions to them.

Soon after, the orange filly turned her back to him, and she looked over her shoulder to give him one last smirk. She then lowered the upper half of her body, raising her flank high in the air. Alex smiled as she moved her tail to the side, exposing her moist pussy for him to see. After a bit, Apple Bloom followed her friend’s lead, but Alex could tell that she was nervous from how much her tail was shaking. Sweetie, however, wasn’t all for it and didn’t do anything except stay still, looking at her friends’ exposed marehoods.

Despite the fact that only 2 of them were presenting themselves to him, Alex proceeded with his plan, in hopes she may become more comfortable over time. He didn’t hesitate to stick three of his fingers into Scootaloo’s pussy, causing her to resume her howls of pleasure. Alex then turned his focus to Applebloom as he noticed that she was still shaking slightly, with her eyes shut. Slowly, he brought his other hand to her butt and started to gently massage it.

Applebloom couldn’t help but notice how rapid her breathing had gotten. She then felt him bring his hands to caress her butt. The sensation felt like nothing she ever felt her whole life as she started to slowly relax. Just then, he stopped and she couldn’t help but slightly open one of her eyes. In a flash, her eyes went wide and she let out a hearty moan as she felt him give her vagina a long, sensual lick.

‘Wow she tastes just like apples.’ Alex thought to himself after giving the small filly a lick. He brought his thumb to her pussy lips and started to rub the edges with it. Soon enough, Applebloom was reduced to a writhing mess. Without a second thought he stuck his tongue deep into AB’s plot, causing the young filly to practically jump up from the sudden shockwave of pleasure. After a couple minutes, Alex could tell that she was ready to burst, and he decided to push her there by pinching her clit.

The young farm pony couldn’t take it anymore and had one of the most powerful orgasms she ever had in her life. All the while she, was screaming louder than Scoot had done not to long ago. After a while she felt her climax end and she collapsed where she stood, with a goofy look on her face.

Scootaloo couldn’t help but giggle slightly at her farm-friend’s reaction to her first non-self induced orgasm. Her giggling ceased though when she noticed that Sweetie still refused to join them. In fact, she wasn’t even looking up at Alex or her friends. Then, Scoot got an idea that could help her be a part of it all. She whispered her idea to Alex and then walked over to her unicorn friend.

Sweetie Belle had never felt this nervous around other ponies as she did now around her friends and this human. She awoke from her nervous daze when she felt something pull at her tail. She quickly turned herself around to stop Alex from touching her there, but was shocked when she saw an orange pegasus instead.

“So judging from your mini-waterfall, I take it that you’re enjoying the show?” Scoot asked sarcastically.

“Wha- I no. I was just thinking about somepony back home is all.” Sweetie interjected, her face as red as a stop sign.

“Oh really, who?”

“I don’t have to tell you.”

“Is it that gamercolt who’s always playing video games? What’s his name again? Button something?”

“NO! EW! What would ever make you think that I would ever be interested in him?” Sweetie Belle said, biting her lip.

“Look all I’m saying is you should give it a try, you never know how good it feels til you do.”

“I-I just don’t feel…...confident enough. What if I screw it up.”

“Screw what up, it’s not like this is anything serious. Where just a few individuals trying to have a good time.” The young pegasus got closer to her friend until there snouts were practically touching. “Here, let me help you get started.” Without another word, Scootaloo brought Sweetie Belle into a deep kiss.

The white unicorn’s eye went wide as she was forced into kissing one of her best friends, who was a filly like her noless. Her mind kept telling her to stop, but her body refused to listen. Before she knew it, she was kissing Scootaloo back, and it felt amazing to her. She suddenly jerked from her thoughts as she felt her something rub against her pussy. She turned her head slightly, while still lip-locked with Scoot and saw Alex rubbing his hand along her outer lips. At that moment she knew she had been tricked, but she didn’t care; in fact she demanded, in her mind, that it continue.

Alex felt no resistance from the unicorn filly as he noticed her continue to make-out with her friend. This prompted him to continue forward as her began to lick all around Sweetie’s privates. He could hear the filly moan and groan in her kisses as he continued, and that only prompted him to be a little bolder with this one. Feeling how thick her butt was he decided to give her rump a quick smack.

Suddenly, Sweetie jerked from the kiss as she felt her flank get smacked, hard. The sensation caused her to moan out loudly. “Please keep doing that, it felt so good.” she said panting. After feeling the second smack on her ass she began to writhe in absolute bliss from the feeling. Before the third smack she felt her face get pulled into resuming her make out session with Scoot.

The young man continued to spank Sweetie Belle, and he did it harder and harder each time he slapped her delicious flank. All the while, he was still burying his face into her lower lips. The sound of her shouting with pleasure in her kissing session, drove Alex wild with determination. He felt her inner walls tighten around his tongue and decided to finish her off by biting her clit.

That was the final straw for the unicorn filly, as she jerked her head up as she screamed to the heavens as her hardest orgasm ever hit her like a ton of bricks. She never knew she could ever feel like this, and she hoped it would never stop. However, it did stop when her climax ended, and just like AB she collapse on the bed, pure bliss painted across her face.

Alex couldn’t help but smile at Scootaloo, who winkied at him, basically bragging about her plan working perfectly. He then looked at Sweetie’s flanks, which were as red as they could be from him spanking her. The sight almost made him laugh had the humor not been interrupted by what Scoot had said right then and there.

“Hey girls, whenever you’re ready there’s still more to do.” she said with a sinister smile directed towards Alex.


Author's Note

Sorry this chapter took me so long, I had to refresh my PC and I almost lost the footnotes that I had for this chapter as a result. Thank Celestia for Google Docs:twilightblush:.