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Chapter 20 by caitlynmasked caitlynmasked

How does Sadie prep for her trip with Marley?

Sadie preps devotionally for her trip with Marley

Initially, I try to focus on streaming since everything else in my life is going crazy. Wednesday is fine and the audience loves the fun zombie mod for Call of Battlefield 4. After the stream Sarah pulls me into her room and rides my face for a good thirty minutes. She gets off plenty, but even though she brings the new dildo into our play and repeatedly hits my prostate with it, I never get off and it takes forever for me to get to sleep.

Thursday flows fine, but during my pre dinner vlog chat stream someone shares the photos that were taken of Louis and me at the mini golf course. Not wanting to outright lie to my audience, I admit that we had our date, and it was on Halloween. They ask a lot of questions, but I tease them and say that we can talk more about it on Friday since that’s date night. Going through the chat though reminds me of Louis and what he said when he dropped me off. I’m still not sure how I feel, except to say that I’m okay with feeling disoriented by the whole thing. I just know that I don’t want to let Louis just hang out there without any word from me and it’s already been almost two days.

I end up hooking up with him and we video chat for a bit before our evening streams. I tell him that I’m feeling better, but still thinking about what I want for us going forward. I can see that he wants more, but that he’s also happy that I didn’t immediately respond with the desire to return to a ‘just friends’ relationship. He cracks me up when he shares that Jim Carrey "So You're Telling Me There's A Chance?" meme. I get him equally laughing when I respond with the Jennifer Lawrence ‘Oh Yea’ thumbs up animated gif.

That night I’m not too proud to admit that I was a little worried about what Sarah had planned for the devotional. My concern was warranted as she seemed to focus more on the ‘Sex with Marley’ aspect instead of the ‘Not sex with Louis’ facet. I had to sit up in bed and watch videos that were similar to the punishment ones. POV videos of giving head to big black cocks. On the one hand, I’d had similar devotionals before, and it wasn’t as bad without the dildo. But that damage was already done, and I no longer associated the feelings it inspired with just men in general. It was Marley. In my own head, I was watching a video of someone giving head to Marley. The fifth devotional was tough to get through as it insisted I stay in an upright position. Not lying down in bed and holding the phone up at arm’s length was a pain.

The next day Marley came in and he had returned to his normal self. Not exactly what I would call professional, but only as sexually charged as he used to be and not the over the top sexually charged I experienced while shooting the video or his exited sexually charged position after he got the call from the investor. Even getting my shot was fine and we left with a simple ‘goodbye’ and a reminder that we’d be going dress shopping on Sunday. No kisses.

I didn’t bother mentioning the devotional to Sarah. She hit close enough to the mark and followed my request of it not making me imagine having sex with Louis. It let me be clearheaded when I joined Louis on a streaming chat and we both teased about our date. I let him know that I was going to spill the bean on my ‘Date Night’ stream, and he helped out by directing all questions there. Just from that I knew my audience would include my normal Date Night stream, some of my regular non Date Night audience, and now some of Louis’ fans. I made the stream extra special by dressing up in my costume again. I could only mimic the work Marci did with my hair, but it was enough to get the point across and the audience went wild. I answered a lot of questions about the date and topped the stream off by playing some Pokémon while still dressed up as Nurse Joy.

Saturday, I made plans for the trip. What I’d pack, what type of posts I’d make to social media, and even set up my laptop so I could do a vlog chat stream from the hotel room if I wanted. Looking at my bank account, I saved aside enough for the trip, even accounting for am emergency where I’d have to pay for the hotel room and for return air fare. My tips and subscriptions had been accumulating very well though and that still left a lot in my account. Instead of transferring it to savings, I Venmoed a huge chunk to Sarah, letting her know it was the first payment toward the computer equipment. If this kept up without any increase in tips or subscriptions, I’d have the computer paid off before Thanksgiving and would probably get the rest by Christmas break. But there wasn’t any reason to think that the tips wouldn’t keep increasing. And if that was the case, Sarah would have more than earned her trip to the Osaka Dragoon Con.

At dinner that night I confided with Sarah that flying always made me nervous and I was afraid that going as ‘Sadie’ with Marley would only increase those nerves. It’d be one thing if we were flying in and then meeting the investor the next day, but if I got into true freak out mode, I’d be a wreck when I met him later that day for the meeting.

Sarah as always takes my concern in stride and has a solution. “Look, I get freaked out in planes too. Did I ever tell you about my high school trip to New York? When the plane almost went down? Well, I’ll tell you about it later but suffice it to say I got a little PTSD from it. Here… lemme share what my therapist suggested.”

She got up, went to her room, and returned with a little pill bottle. “This is a sure-fire fix. Valium, Benadryl, and melatonin. Take these three and you should be woozy and maybe even sleep for the flight. Three hours later, they’ll wear off and you’ll perk right back up.”

I wanted to make sure they’d work and leave me clear headed a few hours later so I told her I’d take it before going to bed and then assess it in the morning. Once I finished up with stream where I was I took the three pills and laid down to go to sleep. About thirty minutes later I noticed the difference. Everything felt calmer and I was certainly more sleepy than normal. I got up and tried walking around, and found that I could do it, but I was less than stable and probably shouldn’t try walking while on the plane. I made a mental note to use the bathroom before take off and then got under the covers, hoping for a good nights sleep.

A few minutes later, my watch buzzing on my wrist pulled me out of sleep. The pills were certainly still doing their thing because it took me a long time to register what it meant by ‘Press here for five required devotionals’. When I followed the instructions and sat up in bed I saw that it was going to be a repeat from the previous night. But during the first of the five devotionals I couldn’t keep my head still as it really did feel like it was floating, and it had to start over six times. Knowing that my tiredness was only going to get worse tonight, I went to the closet, pulled out the shoebox and grabbed the phone mount. While the devotional complained that I needed to start again, I took a long moment looking at the dildo. I’m not sure if it was the pills or something deep within me, but I pulled the dildo out too.

I set the phone and toy up like I had them for the devotional punishment, except I had the phone mounted above the dildo. When kneeled into position and the video started up again, I was still woozy, so I leaned forward and placed my hand on the wall to steady myself. I was able to mostly keep still. On the second devotional I slipped a little bit more but my hand caught the base of the dildo. And with my hand in that position, I was able to get through the remaining devotional videos without having to start any of them over again. I was still woozy, but I was able to keep my movement toward and away from the phone instead of side to side where the camera couldn’t see my eyes. The only downside was that in that position, kneeling down, with my hand on the base of the dildo, watching a POV video of giving head to a similar black cock, was certainly triggering the punishment more than the standard devotional feelings.

Being tired, as soon as I got the cheery ‘Congratulations Princess, your nightly devotionals are complete. Sleep well!’ message, I left the phone and toy where they were and climbed back into bed. I’m sure I was asleep before my head even settled into the pillow.

Sunday my alarm got me up. I hated sacrificing sleeping in on a Sunday, especially by getting up earlier than I normally would, but the experience showed me that the **** were out of my system by then. If I took the pills just before the flight took off, they’d be out of my system by the time we met the investor.

I goofed off most of the day until Marley came to pick me up. I loved seeing Sarah’s expression when she came to the door and saw his car. It wasn’t jealousy… she’s just not a car person… but she was certainly impressed. Marley impressed me, however, when he bypassed the mall and took me to a small boutique store. The shopping wasn’t going through a bunch of aisles and looking at dresses. Instead it involved a personal shopper that poured us glasses of wine and brought dresses for me to try on and show off to Marley. We’d discuss each and then she’d take what we said and go find a different dress that was closer to what we were looking for.

The final dress was amazing. It hit everything that we wanted. It was classic and stylish but also form fitting to show off my curves, or my ‘athletic body’ as Marley said. I thought I’d worn sexy stuff before, but this was little more than a flared-out skirt that came down several inches above my knee. Above that it had side panels that hugged my waist but showed off my belly then came together to cover my breasts. Above that two pieces of cloth met and were tied behind my neck, leaving my shoulders, arms, and back completely bare. I must have spent four minutes just turning side to side to side looking to see if it showed off too much side boob. Eventually I decided that it showed off just the right amount. Not too much side boob, but the side of my boobs were certainly there. And I tried very hard to not laugh as I kept thinking to myself that ‘side boob’ could now apply to me.

The only embarrassing part was when we initially started, Marley had asked for a tight pencil style skirt and I had to stop the shopper, saying we needed something with a flared or at least pleated skirt. When she went off I reminded Marley that I was going to be in my chastity cage. He confided to me on our drive home that he had indeed forgotten about the chastity cage. But what really made me blush was when he told me that he’d also forgotten what was inside the cage.

He’d forgotten that I wasn’t a girl.

Marley telling me that made it hard for me to get him out of my head that night and that made the devotional hit particularly deeper. Sarah must have seen the phone mount on the wall and made some assumptions. Some wrong assumptions. I’d taken the dildo down as I recalled my hand ending up on it and didn’t want to repeat the performance. At the same time, I figured kneeling down to watch the devotional kept me in the upright position Sarah was after and left me more relaxed, so I left the phone mount up. It would even let me press my palm onto the wall for support. But when the devotional started, it directed me to get the dildo back out. And the extra watch. It had me set up like I’d done the previous night, with the dildo mounted below the phone, only this time as the videos played, it wasn’t a blow job point of view. It was a hand job. A hand job using both hands. And I had to use both of my hands on the dildo in tempo during the video.

I managed to get through the first devotional without problem, but as it ended it really shocked me as it ended with a close up view of the black cock cumming. It was so realistic that when combined with the realistic dildo right in front of me, I jerked backward to avoid getting my face covered with cum.

Of course, that made my eyes appear like I wasn’t looking at the screen which made the devotional reset, but thankfully it was the second devotional that it counted against, and I only had to ‘repeat’ a couple seconds of video instead of the entire first devotional. Knowing that it wanted me to keep my eyes up and what was coming made the end of each devotional difficult, but I managed to keep my eyes focused on the screen as the cocks shot ‘at’ me.

Working out with Marley was a little awkward the next morning, but he again kept it to his normal amount of sexual energy and while I felt myself swell a little more in my cage during the workout, I didn’t really think it was worse after the devotional. Which was probably for the best as since me not saying anything to Sarah evidently was read as consent and agreement.

My devotionals both Monday and Tuesday nights were repeats of the facial hand jobs. After Tuesday night’s hand workout I laid in bed groaning from the cage holding back my hard on and realized that over the past three days I’d devotionally given a hour’s worth of hand jobs to big black cocks, while getting 15 facials.

How is the flight for Sadie?

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