Date at the Blowjob Cafe: Premature

"Ha, I'm sure you would. Sadly I don't think it's allowed to suck off your date, even at this restaurant. Not like it matters, I don't put out on the first date, you have to earn it." She hesitated for a moment. "But to be honest, you're doing pretty well so far."

"In fact, maybe I could show you a little of what you're fighting for while we have a moment alone." She stood up and slowly walked over to me. "If you think you can handle it, that is."

I honestly wasn't sure if I could, but I had to impress Lily. I couldn't go through all of this just to bore her. And I could use some of Lily's sweetness after being alone with Monica. "I guess we'll see."

As she walked up I wasn't sure what she was going for. In one smooth move she straddled me. Knees on either side of my legs, her perfect little ass in my lap. "Seriously though, tell me if you get close. Not sure how long you would be able to hold out if Monica comes back when I've got you all worked up, but this is supposed to be a reward. No tricks this time."

"I'll do my best, but I'm not sure if I would want you to stop when you're on top of me like this."

"Oh, you better. Otherwise you'll never get this again." And with that, she put her arms around my neck and kissed me. Immediately followed up by her tongue entering my mouth. I did my best to reciprocate, but mostly just soaked in her touch. Her tongue circling mine, her hands on the back of my head, her soft breasts pressed into my chest and her crotch slowly grinding against mine. Yet I couldn't help but notice the smaller things, a strand of hair against my cheek, the smell of her perfume.

Of course, it was nothing like the incredible blowjob I had been getting earlier. But just her skin against mine, the warmth of her body... It made my heart beat faster than anything else could.

Before we could go any further, we were interrupted by the return of Monica and another waitress. I was ripped out of the mesmerizing dream as Lily left my embrace and returned to her side of the table.

She put our plates on the table "The chicken with side salad."

The second waitress who was dressed in similar style as Monica bent over at the waist to place down our drinks. I couldn't help but look down her top as it was pulled open by gravity and just managed to catch a glimpse of nipple. Just before standing back up, she winked at me. These girls were killers, but luckily I now had my deal with Monica.

The other waitress left the booth and Monica brought my attention back to the present. "Please enjoy your meals. If there is anything else you need please ask, in the meantime I'll get back to it."

"Please do, wouldn't want him to get out of the mood."

Monica crawled back under the table and started working on my pants. It wasn't any less nerve-racking than the first time, but at least I was expecting it now. And while the pressure of not cumming was lowered, I couldn't help but wonder what else Monica could have in store for me.

"Hmm, it smells amazing. With the whole blowjob gimmick, you would almost forget just how good the food is here."

"Yeah, this looks great. I think I would eat here every day if I could. But I might have some ulterior motive for that."

I felt Monica pull my pants down to my ankles and start jerking my cock. With all the excitement I was hard pretty much right away, but all I could do was trust in Monica. At least this part felt pretty damn good.

Lily laughed at my admission. "Well it won't be the blowjob café, but if you hold out a while longer you might get more dinners with a cute girl. Hell, maybe she will even suck your cock if you ask nicely."

I pretended to think it over. "Nooo, I don't think that will be the same. Besides, you said you liked watching right?"

As the hand on my dick stopped around the base I felt a tongue all the way up to the tip. Then the head got enveloped in her soft mouth once again. Her tongue wiggled around in circles keeping her focus on my most sensitive part. Then the hand joined in as well, slowly stroking the bottom of my shaft.

"What, you think I can't out do Monica? She may be talented, but you have seen nothing yet." Now it was Lily's turn to flash me a mischievous grin. "Just for that I think you have earned yourself a little punishment." Her hand went to her neck and slowly started tracing down her body. Over her collarbone and into the crease of her breasts. Her finger reached the top of her sundress, but only slowed down a little, not stopping for a second. Tantalizingly slow it went farther and farther down, pulling the dress with it. It slowed a little cleavage from the start, but now she was quickly showing an obscene amount of breast. I was sure she would stop any moment when the material of her dress got caught on her nipples.

Even with my deal with Monica I wasn't sure if I could hold on like this, but I couldn't bring myself to protest.

I managed to regain my wits somewhat when she paused. "Not that I'm complaining, but I think that should be considered cruel and unusual punishment."

"Oh no, the cruel part hasn't happened yet."

At that, I felt Monica speed up. Her hand disappeared from my shaft and started massaging my balls. Her other hand wiggled its way deeper between my legs and started playing with the butt plug. Pushing and pulling slightly to enhance the feeling. Worst of all she took my cock into her mouth as far as she could and started going up and down faster and faster. After a while, she took the rest in as I felt myself entering her throat.

"Besides it's not like you don't deserve it. Trying to trick me like that. Did you really think you could just make a deal with Monica and not have to worry about anything? If I wanted a normal date I wouldn't have made a reservation here now, would I?"

WTF! She knew about the deal. Did Monica tell her? But I got back to the table first.

I felt Monica go even faster and my orgasm approached rapidly. My ass clenched around the plug as she pulled it out a bit before pushing it back in hard. Her other hand grabbed my balls tight. She was going up and down with such determination I was sure she was not gonna stop until I came.

"Haven't figured it out yet?" Lily pulled up her phone and showed me the screen. It was a chat with Monica right at the top. "She messaged me dummie. You're hardly the first person to try this."

I was reaching the edge and could barely follow what she was saying. Despite her devastating words, Monica's mouth held most of my attention in that moment.

"It's a shame, I really thought we could become something. Luckily for you, Monica has taken a liking to you. It's more than you deserve, but who am I to deny her a new pet?"

Monica was going at record speed and I was moments away from cumming. Her grip on my balls kept me from escaping her soft, warm mouth.

"No witty comments this time? Time to get it over with then." And with that Lily's finger pulled her dress down just a bit further and her nipples finally sprang free.

At the same time, I exploded. The sensations Monica was forcing upon me were beyond anything I had ever felt. I shot load after load down her throat, which she seemed to have no issue swallowing down. My ass was clenching and unclenching around the base of the plug rapidly as her finger pressed against it. And she just kept going and going, extending my orgasm.

Lily looked at me with a mix of amusement, anger, and sadness. Possibly about as torn by the situation as I was. After a few seconds, she got up and left, seeming to have accepted that our date was over.

I wanted to run after her, but Monica put one arm on my leg holding me down. It didn't take much, even without that, I wasn't sure if my legs could hold me.

Even after my orgasm calmed down, she kept sucking. She came up for a moment to catch her breath, her other hand jerking me once again, then dove back in focusing just on the head this time. After just cumming my tip was incredibly sensitive and her continued stimulation was pretty much frying my brain. On one hand, I wanted her to stop as it was far beyond comfortable, on the other hand, this was the most intense pleasure I had ever felt.

She kept going and going. Easily ignoring my pleas and attempts to escape. After a few minutes, I felt something I didn't even think possible and started cumming again. It was only a few quick spurts this time, but it felt like the second strongest (nothing was about to beat the last one) orgasm I had ever had.

Finally, when it stopped she slowed down. I slumped back in my seat, head hanging back as all I could do was calm down and catch my breath. I heard Monica crawl from under the table, but she didn't leave.

And when I finally looked back down she was in Lily's spot.

One month later

I said on the edge of the bed again. Monica's naked body kneeling in front of me. She crawled between my legs as she had done many times. I was already rock-hard as she had trained me to be.

She looked up at me, her mischievous eyes and smile causing me to shiver. "Remember, if you can last 30 seconds you can fuck me however you want. My bad but oh-so-talented mouth, my big round tits, or even my perfect little virgin butthole. I know how badly you want to get in my wet pink pussy. But if you cum before 30 seconds is over, I'll be really proud of you. And that's the biggest pleasure of them all isn't it?"

I never lasted long enough and she had been reducing the time gradually since the start.

Monica dove in, her soft mouth enveloping my dick. I knew I wasn't gonna make it this time either.

Three months later

I hadn't been allowed to touch my dick in a while. Monica seemed really excited by the idea of me coming from just anal.

She had been fucking my ass for a while now, the smooth dildo going in and out of my hole as I tried to focus on the pleasure. I was lying on my back, with my legs over my head. Monica held me steady in my humiliating position. My dick was pointing at my face as it bounced up and down slightly with the rhythm.

Occasionally I would move too much and she would slap my balls. Never too hard, but just enough to hurt a bit.

Thrust after thrust Monica kept the tempo going and it actually started to get to me more and more. I felt my orgasm approaching and it wasn't long before I exploded all over my face.

I don't think Monica is gonna let me touch my dick any time soon...

One year later

"Okay, you ready?"

Monica was smiling in the passenger seat beside me. She had been very excited for this day, I wasn't sure how to feel about it.

I couldn't help but get a little excited about the idea of Monica in her thong bikini though, I didn't often get to see her naked ass anymore.

"Oh, I see you're ready for something anyway. Guess we better take care of that now, we wouldn't want to have an accident in front of Lily, wouldn't we? You would be in real trouble if you embarrass me like that today!"

She pulled her sundress over her head, showing her bikini-clad body in all its glory. My eyes followed her bare legs all the way over her hips and up to her round tits.

"Come on, just let it happen. If you let go now, maybe you can avoid creaming your pants surrounded by strangers at the beach." She put her hands on her breasts and shook them at me.

That was all it took. Her teasing and beautiful body was too much for me and I exploded in my swim trunks.

"Good job premie! Now let's get going, I wanna get some tanning in and then we can go wash that mess off in the water. Just remember, eyes on me, not Lily. You're getting more than you deserve already."

We got out of the car and started walking to the beach. Watching her ass go side to side as she walked in front of me, I could already feel myself getting hard again. It was gonna be a long day...

There would be many more days like that. Sometimes in public, sometimes just between me and Monica, and on rare occasions with Lily.

It was a weird relationship, but happy in its own way. Being with Monica was almost intoxicating, and I couldn't help but drown in it.

I still sometimes wonder what could have been. If I had chosen the restaurant for our date. If I had tried to explain why I cheated. If I had run after her and asked for another chance. What my life could have been...