Gabriella's Journey - Awakening

"Let's go ahead and talk about the really big stuff. What is completely off the table? We both know guys don't always think straight when they are hard."

Gabriella laughed, "That's true, but Adrian is pretty level-headed and very protective of my feelings. If I tell him something is off-limits, I have complete confidence he wouldn't violate that. So... I tried to think about this and really there's only a few things right now. And they aren't really even physical acts. The biggest fear for me is that he catches feelings for someone. I don't... I don't know if I could handle him having a 'girlfriend' on the side. Meeting up for drinks or whatever is one thing. Going to the movies, meeting for lunch regularly, taking a trip to the beach. Those are all outside of just having some physical fun."

"Gotcha. No girlfriend experience type of setup. Well, that's not a problem from my end. I'm not looking for a boyfriend. I'm at a point right now where that just isn't in the cards. I am horny though. I don't really want to go clubbing or anything like that to find some random sweaty dude that I don't know anything about. That's not me, but I am up for some good fun. It's also why I insisted on the STD screening before anything else. I want to be clear though, I'm not looking to be a unicorn for a threesome. Girls don't do it for me."

"Right, and that's one of the reasons we reached out to you. That aligns perfectly with our worries and concerns."

"Ok, all on the same page there. Any 'first encounter' restrictions?"

"Like...? Can you give some examples?"

"This is kind of new to me as well, but from what I've read after you guys reached out, some couples have a first or second base only policy to begin with and go from there."

"Oh, of course! No, I did think about that, but I didn't give him any of those restrictions."

"So, you're good with it if I stroke his cock through his pants?"

"Yes, I am." Gabriella's pulse increased slightly. The transition to the hard questions was abrupt and in full swing now.

"While stroking him, feeling him get harder and harder, I lean over and our lips meet. I part mine slightly, sliding my tongue into his mouth, feeling his circle around mine. Is that OK?"

The answer wasn't quite as instantaneous as the prior one, but it was the same. "Yes, I'm good with that." Gabriella felt a slight tightening in her chest. Kissing could easily bounce between carnal passion and romance. It almost felt more dangerous than a handjob or a blowjob.

"And if I happened to pull it out, stroking it until he's nice and hard, and lean over, taking him into my mouth, savoring his sweet taste on my tongue, that's good?"

"Yes, I'd like that very much." Gabriella surprised herself slightly with her answer. She didn't anticipate adding that she would like that. She also noticed that imagining Julia blow Adrian didn't elicit the same visceral emotional wave that the kissing question produced.

"He's lying on the bed on his back, holding his cock so that it is pointing straight up. I straddle him facing away from him, feeling the head part my pussy lips. I lower myself down until he's filled me up completely. Looking back I can see him watching his cock disappear into me as I bounce up and down." Julia watched intently for any signs that Gabriella was wavering.

"It sounds amazingly sexy. I know you haven't seen him naked yet, but trust me when I say that he is the perfect size for a woman's pleasure." If the camera wasn't on her, Gabriella knew her fingers would be inside of her panties right now, dipping in between her lips and back out, a finger wet with her pussy juices circling her clit. This was starting to feel comfortable and exciting.

Julia had one final scenario. "I ride him faster and faster. I look back at him and beg him, 'Please fill my pussy with your cum.' He grabs my waist, pounding into me as hard as possible, releasing every bit of himself into me."

Gabriella had already thought about it. It was different now hearing another woman say it. Knowing the images flowing through Julia's mind, imagining Adrian exploding inside of her. It took her a moment to collect herself and answer. "Yes. I think... No, I know, he can do that. I admit it caught me off-guard hearing you say it out loud and I hesitated slightly. I did think about this one a good bit. On one hand it can be incredibly intimate and lead to clouded emotions. On the other hand, I know how much he loves it and I don't want to withhold that from him. The thought of him leaking from another woman after he has left..." She shivered from the thrill that went through her. Without realizing it, her hand had started to rub her pussy on the outside of her yoga pants. She noticed it and stopped, hoping that Julia hadn't been able to see that.

"OK, good! I'm sorry I had to go there. I honestly don't even know if that will happen right away. I needed to see and hear your reaction though. To know for sure that you knew what could happen. You know, if you had blurted out 'Yes' immediately without any other comments, I might have been tempted to call the whole thing off. I wouldn't have trusted that you had truly considered it."

Their conversation wrapped up soon after that. Adrian came back in and they made arrangements for the upcoming Friday evening. Drinks at a local bar and maybe more depending on how the conversation went. Nothing set in stone just yet. He agreed to pick her up at 6.

The screen barely had time to go dark after ending the call before Gabriella pounced on him. He was excited and intrigued about what might be in store, but she was absolutely frenzied. As quickly as possible she had stripped both of them completely naked, not even bothering to pull him into the bedroom. She pushed him back firmly until he sat down on the couch. Her mouth found his cock, taking every inch of him in, his head pressed against the back of her throat.

Julia had guessed correctly. Gabriella hadn't put that much thought into it before, but he did taste slightly sweet. Stroking his cock in rhythm with her mouth bobbing up and down, she could feel the pre-cum oozing out the tip, coating her tongue.

"If...you...keep...that...up...I don't know how long I can hold out," Adrian gasped.

That was one bridge she just hadn't been able to cross yet. She loved to suck him until the point of no return and stroke him (or even better, watch him stroke himself) while he came on her tits. She would then slide him back in her mouth, reveling in the reaction from having his very sensitive cock stimulated further. It was irrational, she knew. She had never had a bad experience with cum in her mouth. Of course, she had never really had a guy cum in her mouth. It was something she hadn't been able to bring herself to do.

She let him slide out of her mouth and stood up. She turned away from him and spread his legs with her hands, scooting back between them until her pussy hovered above his cock. He held himself against her entrance and she squatted down onto him.

"Holy shit, so tight, it's so tight with your legs together like that!"

He was right. Her legs were pressed together more than normal and it compressed everything. It felt like he was hitting every square centimeter of her pussy walls at once. She slid up and down, leaning forward slightly to give him the perfect view of her pussy gripping his cock on every stroke.

"I can't... It's so intense... I don't know how...much...longer..."

She looked back at him. "Cum in me now! Fill me up! I want to feel your cock pushing your cum deep into my pussy!"

He obliged. His hands were on her hips, pulling him deep into her on each thrust forward. She felt herself dissolve into the pleasure, the orgasm nearly causing her legs to give out. She fell back against him, her back pressed against his chest. His arms wrapped around her, holding her tight. They weren't sure exactly how long they stayed like that, but eventually they made their way to the bedroom, falling deep asleep.

**********

"arrived at her place. heading inside to pick her up" -- 6:00 pm

90 seconds passed before the thumbs up reaction appeared. Adrian had almost put the car into reverse and headed back home before receiving the confirmation.

"headed to the bar" -- 6:23 pm

The thumbs up reaction showed up instantly.

"arrived at the bar" -- 6:30 pm

The thumbs up reaction showed up nearly instantly.

"leaving the bar. headed to her house" -- 7:52 pm

A short pause, but nothing like the first one. 15 seconds at the most. She was obviously keeping a close eye on her phone, knowing Adrian would interpret any failure to respond as doubt.

"going inside now" -- 8:01 pm

Adrian and Julia watched the phone intently. Neither spoke. 45 seconds later the response came through.

Thumbs up emoji

**********

After sending the thumbs up response at 8:01 (and 45 seconds), Gabriella began pacing through the house. She had never really determined what she was going to do at this point. Reading was impossible. She tried several times, each as unsuccessful as the prior. She would open the book, look at the first paragraph and make it through the first sentence. Then... nothing. She couldn't tell you the last line if her life depended on it. Her mind kept going to Adrian and Julia.

She looked at her watch. 8:20 pm. If it were her and Adrian, what would they be doing by this time? Thinking back to their first weekend, by this point he would be buried balls deep inside of her, pushing her closer and closer to the first orgasm of the night. Tonight was a different situation than their first meeting, but there were similarities. Surely by now they had established the ground rules for the evening. Adrian had not sent her any messages from the bar, but she had specifically asked him not to. No details until he returned. Maybe. Maybe she would try to go to sleep early and spend the next morning discussing the previous night even though they had originally agreed to debrief as soon as he returned.

She headed to the bedroom and undressed, sliding between the sheets. Lying on her back, she stared at the ceiling. She glanced at her watch. 8:30. 8:30!? How was it possible for time to move so slowly? She never was an early bird as far as going to sleep and knew that it would likely be fruitless to try. She picked up her phone and started mindlessly scrolling through Instagram. It was as pointless as her attempt to read a book earlier. She swiped the app away and noticed the dating app where they first discovered Julia on her home screen.

Opening it, she stared at Julia's picture. The clock at the top of her phone read 8:45. 45 minutes. They had been at her place for 45 minutes. There is no possible way they hadn't started anything by now. Julia's questions from their FaceTime meeting played through her mind. She had to have touched his cock already. He might even be in her mouth, hand wrapped around the back of her head, fingers intertwined in her hair, guiding her up and down his full length. Her heart raced and that feeling of her skin tingling and crawling returned.

Gabriella's free hand slid down to her panties. Slipping under the waistband, her fingers found her pussy, wet and throbbing again.

"Fuck it, I might as well enjoy this," she said to herself. She removed her shirt and panties, lying naked on the bed now. She grabbed their bag of toys, unsure exactly what she wanted to do. For the moment she decided to stick with manual methods. Two fingers slid into her pussy, curling up to rub against her g-spot. Her other hand went to her breasts, kneading them, pinching her nipples.

Her mind once again flashed images of Adrian and Julia, this time he was standing by the edge of the bed, her legs up on his shoulders. Back and forth his hips pumped, her head rolling from side to side, eyes closed, lost in pleasure. Gabriella reached into the toy bag and pulled out her favorite pink dildo. It was her favorite because it almost exactly matched the size and shape of Adrian's dick. They weren't intending on that to happen when they made the purchase online, but once it came in she was certain it was nearly a mirror image of him. A few fun comparisons later and they both had to admit that it did equal him in length and girth.

She buried the dildo in her pussy, picturing Adrian pulling her to the edge of the bed, throwing her legs up over his shoulders, and fucking her silly. Tonight she was so wet, no lube was needed at all. What she did want was her rechargeable wand vibrator. She initially told him she didn't need anything like that, he always made her orgasm without any outside assistance. He persisted and she was so glad he did. The combination of the deep rumbles against her clit and the dildo (or his cock on other nights) hitting all of the right spots had her approaching the edge in no time. Her body rocked when the first jolt hit. She screamed his name, even though he wasn't there to hear it. Jolt after jolt of electricity pulsed through her pussy, through her whole body. She had experienced many wonderful orgasms, but this one had to be in the top 5.

Her breathing slowed and she returned the toys to their proper spot in the toy bag. She had just set the bag back in the closet when her watch buzzed.

**********

"heading home" -- 9:34 pm

Thumbs up emoji

**********

Gabriella was sitting on the couch with a warm cup of decaf tea sitting on the end table next to her when she heard the garage door open and then close a few moments later. She watched as Adrian came through the door and headed to sit next to her on the couch. She tried to look at his appearance to see if she could guess how far things had gone. His hair was a bit mussed up, so something had to have happened.

"Hey babe!" Adrian leaned over and kissed her on the forehead and then lightly on her lips, lingering there longer than he would normally for a 'hello' kiss. She detected a faint scent of roses, very delicate and pleasing, something she could see herself wearing. On the rare occasions he wore cologne, it didn't smell like that and she didn't recall him applying any before leaving. They must have had plenty of close contact for that to transfer to him from Julia. He sat down on the couch next to her, looking in her eyes. He had a small, wry smile on his face, but nothing that completely gave away the evening.

A thousand questions bounded through her brain. Thankfully she had already settled on the first question she would ask, "So, did you have fun tonight?"

Adrian was careful how to answer. He knew she would ask and had debated on the drive over how to answer. He knew he wouldn't be able to slip anything past her and settled on the truth, "Yes, I would say I had fun. I hope that isn't a terrible answer. I almost thought about telling you it just didn't work out very well to see how you reacted, but I know you can tell when I phrase things in a way to protect your feelings."

"No, no, not at all! This was my idea and I would have felt terrible if it had been an awful experience and it would have been all my fault. I know you're worried about me and I cherish that about you. But I'm good. I feel good about it so far."

He sighed, "That makes me feel so relieved to hear."

"So, you said it was fun? Tell me more. Start from the beginning."

"Alright, but before I start let me backtrack just a little. Fun is a weak way to describe the evening. It was pretty awesome actually. No way does it top many of the nights we've spent together, but, yeah, it was great."

"OK... I appreciate you clarifying. It makes me a little nervous to be honest, but I'm glad to hear that it wasn't your absolute best experience ever. I might have started getting jealous at that point."

"No, I'm being 100% honest about that. We've had some incredible times and nothing can replace that. Do you want me to start when I went to pick her up?"

"Sure, I'd love to hear how the night progressed. I promise I'll throw up the red stop sign if I'm feeling overwhelmed."

"Alright. I arrived at her house a couple of minutes early and sat in the car thinking about you. Once I sent that first message I sat there and waited. After about a minute I was deciding whether to back out of there and bail on the whole thing. But I wasn't 100% sure how close you would be watching your phone and waited longer. I saw the thumbs up appear and thought 'Well, it's on now. Make yourself go in and try to be somewhat charming.'"

She interrupted his story, "I have to admit, I was watching my phone like a hawk. I saw the message appear. That first response just took me a minute to make sure I was good. It was a little bit hard, but after I sent my response I felt... I'm not sure the exact right word. Comfortable maybe. At least not unsettled or regretful, which I thought was a positive sign."

"Yeah, I would agree with that. Even though I was on the other end of it and I doubt it could compare to what you were going through, I had similar feelings. Anyway, I went up to the door and knocked. Julia opened the door and invited me in."

"What was she wearing?"

"I'd call it your standard issue little black dress. Very simple, but cute. A little tight on her. It ended pretty high on her thighs. Not something most would wear to a work function, but perfect for a bar or club."

"I know you. You pay closer attention than that. You had to have checked her out in more detail."

"You do know me... Well, like I said, she was wearing a tight black dress. Going from top to bottom she had her hair pulled back in a ponytail. She hit just the right balance on her makeup between none and too much. You know I like the more natural look and she nailed it. She... She wasn't wearing a bra. Or if she was then it was not doing a very good job of hiding her nipples. They were very prominent and I couldn't help but notice. Continuing down, I felt pretty confident that she didn't have any panties on or there was very little to them. There was no line anywhere. Her legs were nice and smooth and she had a pair of black heels on, nothing crazy high though."

"Well, I didn't tell her what you liked as far as clothes on women, but if I had, that is exactly what I would have suggested she wear. No bra or panties, huh? Sounds like she knew her intentions for the evening."

"Maybe. I don't know. Probably. We started talking standing there and conversation flowed very easily. Thank goodness for that. The last thing I wanted to do was struggle to make small talk. She said that when planning for the evening she really didn't know how far she wanted to go. But after seeing me walk through the door and our brief initial conversation, she now had a good idea."

"You have that effect on women. I knew that as soon as she met you in person, she would want you. Adrian, you could go anywhere in town, chat with the hottest girl there, and have her back in your bed that night!"

"I don't know about that..."

"I do and trust me it is true. It happened to me. I've seen other women want it to happen to them, their eyes constantly focused on you, but you've always been nothing but a loyal gentleman in those situations. It helped me long ago let go of any worries that you would take advantage of that ability. Sounds like she set the stage for later and then you headed to the bar?"

"Not exactly... Um, after telling me that she had her thoughts made up on where the night would end up, she asked me if I liked what I saw. Obviously I told her yes. She asked me if I noticed anything special about her outfit. I told her it was sexy and simple and that to me it appeared as if she didn't have a bra or panties on. She complimented me on my attention to detail. She stepped back a little and pulled the front of her dress up, revealing her bare pussy. She said she just wanted to show me that I had been correct in my observation and dropped the dress back down. She moved back toward me and ran her hand along the front of my crotch."