Chelsea's deep-throat lesson

John thought about it for a moment and decided to come clean, even if it would disappoint Annie to hear. “I thought the first girl was the best at it.” The look of excitement on Annie’s face melted away while Chelsea’s was replaced with surprise.

“Really? You chose me? Fuck me. I thought I was down for cleaning cream off the floor for a week.” She looked ready to boast but saw the defeated look on Annie’s face. “Eh, it’s alright Annie. It was completely impartial. Not like he knew who was who.” She slyly winked at John. “Just means you got more to learn about giving head.”

Annie looked up at Chelsea with sad eyes. “Then… could you teach me?”

“Huh, you want me to teach you? I’m not sure you’d like that at all.”

“Please! I really want to know what I did wrong.”

“Ugh, fuck. Look, you really didn’t do anything wrong. I was watching you. It’s just some guys are into a different style you know?”

“Then could you show me that?”

“Seriously? Fuck it. Fine then. I’m warning you though. I don’t think it’s you at all.”

“I don’t care. I want to know.”

Chelsea turned to face John. “Whatever. If I’m getting roped into this then you are too. We’ll use that encore to show Annie how its done.” John felt he didn’t have a choice and followed after her as she bounded off to the office behind the tills. He was surprised to find a bed in the corner of the office. Chelsea motioned for him to sit down on it then yanked his pants down to his ankles. She stared expectantly at his limp cock.

“Um, aren’t you expecting a bit much from me. I only came a bunch a short while ago.”

Chelsea just rolled her eyes and smirked. “Annie, put on a show for him.”

Annie was stood in the corner watching attentively. “Huh, what do you mean?”

“You’ve got that sexy underwear Carl tells you to wear on, right? Just tease him a little ‘til he’s ready again. You dance for the customers all the time when I’m not in.”

“Um, yes but how do you know about that? Carl told me not to tell.”

“Like Carl could hide anything from me. If you want a lesson, you need to play along too.” She gestured for Annie to start and she stepped out from the corner of the room. As if rehearsed she shook off her tank in one fluid motion to reveal the pink, lacy bra she wore underneath.

She began a sensual dance in the centre of the room. Her movements were mesmerising as John couldn’t take his eyes off her. She slowly trailed her hands down over her curvaceous body to hook into her shorts before pulling those down to show off her matching panties. The rhythmic swaying of her hips was enough to entice John and he blood rushing to his crotch.

“Alright, that’s enough. Always leave them wanting more” Chelsea commanded as John’s penis started to rise. “Make sure you watch closely. I’ll do this once and then it’s your turn.”

Chelsea followed much the same routine as before but it was better this time being able to watch his cock getting swallowed up by her throat. Annie’s eyes glued onto their carnal act somehow made it even hotter. She thrust her head up and down his cock, allowing him the pleasure of pushing down her throat over and over. As they reached the point where he had come down her throat before, she stopped.

“Alright, take some time to calm down. I’m not waiting for you to recover again.” Clearly the demonstration part of the lesson was over and she turned to face Annie. “I’m giving you one last chance to change your mind. Learning how to do that is going to be rough.”

“My mind is set.”

“Fine then. John, stand up. Annie kneel in front of him.” They did as they were told and Annie face came up to John’s crotch level perfectly. Chelsea took John’s hand, moving it around Annie head and closed it around a fistful of her hair. “Alright John. You’re going to be fucking her face as hard as you can. Annie, if you don’t want your hair pulling out, you’re going to have to keep pace.”

“I couldn’t do that to her” John retorted.

“I thought you were a man John. Can’t you take control? She wanted this. Fuck, she insisted on this. So, we do this properly, or I’ll find someone happier to fuck her face. God forbid I have to ask Carl.”

He looked down at Annie. She looked unsure but she pleaded to him. “Please John. I don’t mind.”

John sighed then agreed to her request. “Good. Now fuck her hard but don’t cum. There’s still more to do after.”

John softly pulled at her hair to guide her mouth onto his cock. Rather than drag her head around, he tried to create the motion with his own hips to push into her mouth. He started out slow at first but after several chidings from Chelsea he began to pick up the pace. He had to admit he enjoyed the feeling of absolute control he had and as he got more into it, he started to feel less concern for Annie’s comfort.

Before long he was pistoning into her mouth several times a second, pushing deep into her mouth before pulling out. His hand had started to move on its own pulling her hair to match the bobbing of her head with his own thrusting. She was like a puppet to be used for his pleasure. He heard yelps of pain from her as he tugged at her head and looked down. Her eyes were closed tightly in a pained expression and tears welled up in her eyes. He slowed down but she just gestured for him to keep going. He took that as an invitation to disregard her suffering and began to thrust even harder, pushing deep into her throat. Her lips never once loosened around his cock.

“What a trashy slut. Maybe you both have it in you after all. Way to give a girl what she needs champ.” Chelsea clapped him on the back, indicating him to stop. He let go of her hair and she pulled herself off his cock. “Alright, take a breather. There’s still one more thing to practice.” The two of them stood there panting in silence for a couple of minutes, while Chelsea looked for something in the drawers. Finally, she found what she needed and came up behind Annie. “Get back on his dick Annie, and straighten your back.”

She did as she was told and wrapped her lips around his erection. Chelsea lifted something over John’s head and brought it down around his waist. As she brought her arms out, he could see it was some kind of leather strap. She took the two ends and moved them behind Annie’s head. John could see some kind of fastener on the end and she fastened the two ends together before tightening it a little. The leather strap formed a loop around John’s waist and Annie’s head.

“Okay. Here goes.” With those words, Chelsea pulled the fastener tight, constricting the loop and forcing John’s cock to impale Annie’s head. She yelped as it was **** to the back of her throat. “Time for you to master deep-throating Annie.” She kept pulling the loop even tighter so Annie’s head was **** into his crotch. Further and further she inched until her face was buried in John’s pubic mound. It felt like his cock was almost halfway down her throat. She tried to retch but her mouth was completely blocked and she couldn’t pull away at all.

“Breathe through your nose Annie. Focus on suppressing that gag reflex.”

“Chelsea, this is way too far. Stop this now.”

“Oh, but you wanted this didn’t you Annie?” Though he felt her tears trickling down his thighs, he felt Annie shallowly nod in response. “See, and don’t pretend you don’t love this too.” He couldn’t deny that. Everything about this was a turn-on to him, from the euphoria of his dick down her throat to Annie being ‘****’ into this.

He watched Chelsea take a small padlock off of the desk and clamp it shut over the fastening. “Well, I’ve got to go open up shop now. I think twenty minutes together should be enough practice for you Annie.”

“Wait, you can’t leave us like…” She was already out the door before he could finish. “What the hell!” John had no idea what she was playing at. Was she getting some kind of **** on Annie or was this her idea of fun?

The pair of them were stuck in quite a compromising position. Annie’s head was buried so far into his crotch that he couldn’t even see her face. He could barely move with his pants around his ankles and her strapped in front of him, and when he did it sent jolts of pleasure coursing through his body.

“I’m sorry Annie. This is my fault.”

“Mmm-mm” She hummed around his cock as she shook her head awkwardly.

He tried his best to get the strap holding them together off but it was held on too tightly. Annie shuffled her head around as much as she could under the restraint but it didn’t budge. He pondered what to do. The only option they seemed to have was to wait until Chelsea came back with the key. His legs were getting achy from standing for so long.

“Annie, I’m going to go sit on the bed. This might get a little awkward.” She murmured her consent and he began his waddle backwards towards the bed. It was difficult moving along with a weight attached at the hip and he didn’t want to stimulate his cock too much so he moved extra carefully. He felt worse for Annie though as she had nothing to cushion her knees from the floor. Eventually they reached the bed and after some awkward manoeuvring, Annie was able to sit cross-legged with her head craned forward between John’s parted legs.

Every now and then, Annie started to gag from his erection. With no way to avoid it, he just had to wait out the pleasurable convulsions around his dick as she got herself under control. She started to shift again under the restraint. It was getting harder for him to hold back. The constant bombardment of stimulation was too much for him to bear.

“Fuck, I’m going to cum. I’m sorry” He allowed himself to succumb to the pleasure of her throat, focusing on how incredibly tight it felt. On cue he felt the familiar rush as streams of semen shot directly down her throat. Her chest convulsed as she tried to cough it up and she gagged on the twitching phallus. She couldn’t make a sound as she was **** to swallow wave after wave of his hot cum. She thrashed around in his lap but the strap held her in place. “Fuck, I’m so sorry. I need to cum down your throat.”

Eventually the fit of pleasure subsided and the guilt of what he just done set in. Though he had ****, he had violated the girl and yet he somehow found the whole thing one of the hottest situations he’d ever been in. Even now as his dick grew soft inside her gullet, he was aroused by the idea of having it **** down her throat. Part of him wanted to shoot another load down her throat whether she wanted it or not. She couldn’t see her face to see if she enjoyed it or was revolted by him.

“I’m sorry. I couldn’t control it. I didn’t want to do that.” He hoped she would believe him. As he grew flaccid, his cock shrunk back from her throat, opening space for her to breathe. Though she couldn’t pull it out still, she still managed some words by opening her mouth wide.

“Id’s fan. A don’d blame you. Did you lak id?” Her words were muffled by the penis in her mouth.

John considered lying to her but decided against it. “Yeah, I liked it a lot. Did you?”

She didn’t respond for a moment while she thought. “Nyo. Id was howwybul. Id feld like A wad goin to chowk but… I don’d mind, if you enjoyd id.” Her words allayed some of the guilt he was feeling but that only made the darker part of his mind more confident. It didn’t care that she hated it. Her saying that she didn’t mind it was enough of an excuse. He would never be in this situation again and he really wanted to feel that sensation just one more time. The motion of her tongue was already starting to make him erect again.

“I’m sorry. I can’t help it. It’s getting hard again.”

“A undahsdand.” She morosely gurgled before his cock rose to fill her throat again.

He still had a little time before Chelsea came back and he needed to shoot a load down Annie’s throat again by then. He subtly began twisting his hips to tickle the back of her throat with his cock. This achieved the desired effect as she soon resumed gagging on it. This time he didn’t give her chance to recover as he kept slightly shifting his rod so it wouldn’t sit right in her gullet.

“Annie, if you don’t stop that I’m going to cum again.” He feigned concern but his face was contorted in pleasure. He didn’t want to blame Annie but he had to shift the blame off himself. He focused on the sensations coursing through him knowing he could never feel this way again. Her entire body shook as it desperately tried to clear her oesophagus. John imagined the expression of surprise and fear she must have been wearing even as her own muscles contracted for John’s pleasure.

“Fuck, I can’t hold back any longer.” Content with how long this had gone on, he willed himself to unleash his load. It came hard and fast, almost as great as the last one. He focused on burning what he felt to memory. He shot hot load after load straight into Annie’s stomach. His whole cock was massaged by her convulsing flesh, milking out every drop inside him. Masturbation didn’t even hold water to the intensity of feelings that came with dangling his dick down Annie throat. He held onto that feeling for as long as possible before he finally had to reign himself in.

Annie could finally relax her body as the penis receded into her mouth again. She sat gasping for heavy breaths as John basked in the aftermath of his actions. Neither of them said a word for the few minutes before Chelsea came back.

“So how was it? Did Annie get a hold of her gag reflexes?” she asked as she unlocked the padlock holding Annie in John’s lap.

“Um, not exactly.”

“Eh, figures. Usually takes a bit of practice. You two can always try again some other time if you like?” Annie finally pulled her head free of the strap as it was loosened and just fervently shook her head. “Oh? I guess its not for you after all.” She looked as John and Annie stared at each other. “Guess you two need some time to talk huh?” Without another word, she placed the part of the contraption on the desk and stepped back through into the shop floor. The silence continued for a moment longer before John felt he had to speak up.

“Listen I-”

“I understand.”

“Uh, you understand what?”

“It wasn’t your fault. You were **** into a situation where you had no control over your body.” John didn’t want to admit how entirely untrue that was. “It wasn’t Chels’ fault. I was the one that insisted we do this. It was my fault, and that was my punishment.”

“That’s not true. You had no idea what you were getting into. If I was half the gentleman I should be I’d have held myself back.”

“Are you saying you’re to blame?”

“No, I’m saying no-ones to blame. It was just an unfortunate situation we found ourselves in. I’m really sorry that it happened to us. I didn’t want to hurt you like that. You’re just so beautiful I couldn’t help myself.”

She quietly considered for a moment then shot him a pleasant smile. “I know you couldn’t help yourself. You’re way too nice a guy to try and hurt me like that. Lets just forget it ever happened, alright?”

John was glad she could still smile after that ordeal but there was something still bothering him. He had seen a part of himself that didn’t care about Annie’s feelings, that simply wanted to dominate her for his own sexual gratification. This part of him had shown itself time and time again since he started his premature ejaculation therapy. It was definitely a concern to bring up with the doctor next time he saw her.

“Besides, I did kind of enjoy it as well.”

“You did?”

“Well a small part of me did. Even though I felt confused, sick and terrified, there was still a bit of me that enjoyed bringing you so much pleasure. I can’t blame anyone for what happened so I’d rather focus on that.” That sounded like some twisted logic. John hoped he hadn’t mentally scarred her. The dark part of him grew curious.

“Would you do it again?”

A flicker of doubt flashed in her eyes. “Um, I wouldn’t want to, but if I had to.” John wondered what situation she would consider having to do it. She was pretty gullible. Maybe she could be convinced she had to do it again. He banished the thought from his mind.

“Maybe you just need more practice? Chelsea seems to enjoy it.”

“Yeah, maybe I was doing something wrong. I’ll check with her later.” John hesitated for a moment before he asked the next question.

“Do you hate me?

“No John, I really don’t. I actually like you a lot. You’re a lot nicer than some of the other customers. Even though I only met you yesterday, I feel like you see me as a person and not just like a sexy body.”

John felt relieved at that, and he really wanted the last line to be true even if it wasn’t now. John didn’t have very many friends so it would be good to get to know her better. He wouldn’t object to any ‘benefits’ that could come about as their friendship developed but he didn’t want that to be all he cared about.

He made a little small talk with Annie then made his farewells. “I’ll see you at the party tonight” he said, hoping she would turn up. He had a lot to prepare before the party tonight.

On his way out, he passed by Chelsea at the till. “So how is she holding up?” she asked.

“Better than expected actually.”

“Good. I hope you appreciate the massive in I just gave you. If she doesn’t mind having you that deep inside her then you have a pretty good shot with her.”

“Wait, did you do that to get us together?”

“I did that because she was literally asking for it. Even I feel inclined to mess with Annie every now and then. Thought I went a little too far this time but it worked out.”

“Uh, right. Well I’ve got stuff to do so I’ll see you around.”

“Same time tomorrow” she smirked before turning her back to him.

John headed home before his mom got chance to wonder where he was.