Chapter 7: DeeDee’s evening with her boys.
DeeDee’s evening with her boys: dinner, teasing with a vibrator, and mind-altering orgasms.
The steakhouse we chose has great food, excellent service, and a perfect atmosphere for a romantic night out. When we got settled at our table, the waiter handed us our menus and asked about our drink orders. By the look on his face, he was disappointed when no one ordered from the bar or from the wine list, even though he had made several suggestions. Maybe he was thinking about his tip, or he thought we couldn’t afford to be there. He walked away, giving us time to look over the menu, and I could tell his attitude had soured. When John opened his menu, all of the color left his face; I had never seen him so pale before.
He leaned over toward me and whispered, “You guys come here a lot?”
Deedee was giggling as I answered John, “No, we aren’t rich like many others in here. Only been here a few times and only for very, very special occasions. Our first time was for an anniversary, then again when DeeDee got that big promotion, and again, celebrating after we closed on our house. Believe me, the first time we came, we had the same reaction when we opened the menu too.” I hoped it would reassure him. “Dinner is on us, you order whatever you want. Our treat to thank you for coming all the way here and spending this week with us. We’ve both been enjoying you being with us.”
John sighed, “Ok, I’ve just never seen prices like these. But if you say the food is worth the cost, I’ll see what looks good to me. But I could eat for weeks on what this dinner is going to cost.” He continued looking over the menu. You could still see the shocked expression on his face, but at least the color was coming back.
When the waiter returned to take our order, he still had an attitude. It was getting really aggravating, but I tried to brush it off again and ordered the Wellington, the most expensive item on the menu. It was their signature dish, so it was actually worth the price. But if I’m honest, it was also to prove to the waiter I wasn’t cheap. I know, an expensive way to be petty. I added that John would have the same. I knew if I left it up to him, he’d order the chicken or something cheap. I wasn’t about to argue over it. I took his menu and handed it back to the waiter. Our waiter then asked me, “What would the lady like?”, still with the sneer on his face.
Deedee hated it when I ordered for her. Remember, DeeDee always gets what DeeDee wants.
I glared at the pompous waiter whose mood was starting to piss me off, and snapped, “I think you should ask her; she can decide for herself. And I kindly recommend you lose the attitude if you’re anticipating a good tip. I’m very generous, but only if the service warrants it; otherwise, it’s the minimum. Got it?”
I saw DeeDee smiling out of the corner of my eye. She delighted in my standing up to people who were rude and annoying us.
The waiter took a step back, straightened up, and asked DeeDee what she would like. She ordered the surf and turf. She loved lobster, and she’d take the steak home for us to share tomorrow. The waiter took her menu, thanked us, and scurried off to place our order. For the rest of the meal, he was a very different person, very attentive and polite.
Our food came out quickly. Everything was prepared perfectly. Our waiter made sure our bread bowl and drinks stayed full. Even offered us a complimentary round of coffee with our dessert. John had even relaxed and enjoyed his meal. The waiter took everyone’s leftovers and boxed them up for us. He dropped off our doggie bags while we were all finishing our dessert.
John looked at me. “I have to admit, you were right, that was an excellent dinner. Still not sold it was worth that much, but it was one of the best meals I’ve had. Thank you.”
“You’re welcome, John. By the way, I didn’t mention this earlier because everyone was enjoying their food, but did you forget what is in your pocket?” I teased.
Deedee heard me and kicked my leg under the table; it wasn’t a soft tap either. But when I looked at her, there was a sparkle in her eyes that let me know she was aroused and ready for John to start. DeeDee grabbed the table, bracing for what was to come next.
John’s face lit up when he remembered what I was talking about. It took a second for John to fiddle with the remote, but you could see the result on DeeDee’s face as the vibrator attacked her pussy. John delighted in teasing DeeDee by going through the various speeds and rhythms. We, or should I say, John and I, took our time finishing our coffee. DeeDee was too busy trying not to lose control in the middle of the restaurant. Every time John changed to a different setting, she grabbed the edge of the table, looked up, and glared at him. DeeDee’s face was flushed as she tried to control her breathing. She held her hand over her mouth, trying to stifle the soft moans escaping from her. Her other hand took hold of my leg and squeezed tightly as an orgasm washed through her.
When we were ready to leave, John finally turned off the vibrator so DeeDee could try to walk out to the car; luckily, it wasn’t far since they had Valet service. We had to give DeeDee a few minutes to let her legs stop trembling. I still had to let DeeDee hold onto my arm to steady herself when she first stood up. She told me later that she had thought ahead and padded her panties with maxi pad liners so she wouldn’t leave a wet spot on the chair.
Deedee was all wound up and jumped in the back seat with John for the short ride home. John looked at me before getting in as if to ask if it was ok. I leaned over and whispered, “Have fun, but it’s a short ride, so make the best of it.” Then I climbed behind the wheel. It was all I could do to keep my eyes on the road and not try to peek to see what they were up to. I didn’t know at the time, but that it wouldn’t be the last time they would be alone together.
As I turned into the driveway, at home, DeeDee and John sat up, trying to regain their composure. Between their marathon face-sucking all the way home, and John driving her to the edge several times with the vibrator at the restaurant and in the car, her face was flushed. She was out of breath, and her legs were quivering again; they almost gave out on her when she got out of the car.
John and I walked close behind DeeDee, so we could watch her cute ass wiggle as she walked to the door. John pulled out the remote and handed it to me with a big grin and said, “I didn’t let her cum in the car. She got close several times, but I turned off the vibrator and stopped her each time. Just before you pulled into the driveway, she was begging me to let her finish. I teased her, saying she had to wait for you. Go ahead and give her another buzz.”
John had a malicious look I’d never seen before. He nudged my arm and glanced at my hand holding the remote. DeeDee was about to put the key in the lock when I turned on her vibrator. As the butterfly came to life against her pussy, her knees buckled, and she dropped the keys. DeeDee held onto the door with one hand and her vagina with the other. I only left it on for a second. When it stopped, she straightened back up after retrieving the keys she had dropped. She turned toward John and me, glaring daggers at us.
“Are you boys done torturing me tonight? You both do know I’ll get even, right? That’s your one and only warning, gentlemen. Keep it up if you want, but don’t complain later when I do.” She grinned at us, or was it something more sinister?
Either way, both John and I raised our hands to show we had surrendered. I showed her I had put the remote in my pocket and that my hands were empty.
“That’s better, now get your asses inside!” she ordered as she unlocked and opened the door.
John and I both were trying not to laugh, but it was hard not to.
When we all got inside, John and I sat down on the sofa together as DeeDee excused herself so she could get out of her tight dress and take off the toy and wet panties. John and I were talking about teasing DeeDee with the vibrator and laughing about it. We stopped and sat up straighter when DeeDee came back in. She was stunning in her lingerie and clean, dry panties. She came over and sat down between us and put her hand out, glaring at me. I handed her the remote and pecked her on the cheek.
DeeDee had that devilish look in her eyes again. She turned toward John and kissed him on the cheek as she whispered in his ear, “It’s your turn!”
John sat up straighter. He looked at me with a confused but eager expression, then back at DeeDee. “What do you mean, ‘it’s my turn’?”
DeeDee smiled that sly, ‘she was up to something’ look at both of us. “Will had his turn the night when he invited you to join us,” she said, looking at John and winking. “I had my turn when I got to watch you wreck Will’s ass.” She giggled and continued, “He won’t tell you, but he is still sore.” She grinned at me.
DeeDee was enjoying teasing both John and me. She continued, “The way I see it, John, it’s your turn to choose what we do and who does what to whom. I’m open to anything with my guys. It’s your choice. So what sounds good to you, John?”
We could see John thinking. He looked like a kid in a candy store full of free candy. I could see the light-bulb moment as his face lit up. John suddenly became very eager, almost bouncing in his seat. He glanced at me, then at DeeDee.
He leaned forward, looked right at me again. “Will, a while back, you told me about something that happened when you and DeeDee were having sex, but to be honest, I really thought you were exaggerating. If you really did tell me the truth, I’d like to watch that and see it for myself.”
I immediately thought I knew what he was referring to, but I wasn’t sure. I had told him about this years ago, and I had actually forgotten I had. The only reason I told him then was that I was shocked when it happened, and honestly, I wanted to brag. I looked at DeeDee before I spoke. She glanced at John, then back toward me with a curious and suspicious look.
I looked back at John. “You’re asking about DeeDee’s special orgasm? Right?”
DeeDee shifted in her seat, now looking slightly annoyed. “Just what have you been telling John, Will?” Her tone was a little sharp.
I thought for a second. “DeeDee, you remember the first time that you fainted from me going down on you? Well,” I hesitated, then continued, “I was so surprised and excited that I could get you off like that, I just had to tell someone. Plus, I wanted to brag about it; it was incredible, and I couldn’t keep it to myself. I’m sorry I never told you, but I actually forgot I’d told him. That was a long time ago. I hope you’re not mad.”
John was grinning ear-to-ear. He was enjoying seeing me squirm.
DeeDee’s looks softened; she was more relaxed and smiling again. “It’s ok, Will. We both trust John. I wished you had talked to me about it, but it’s not a big deal.”
I looked back at John and scolded him. “Thanks, John. You could have warned me. Thankfully, DeeDee is very understanding; you might have gotten me in a lot of trouble. It’s not fun being on DeeDee’s bad side. But that is what you’re asking about, right?”
John was grinning. “Yes, that’s it.”
He looked at DeeDee. “Did he tell me the truth or make it up? Can he really make you pass out by going down on you?”
DeeDee was blushing with a big, captivating smile. I thought she was getting aroused about the idea of trying. She looked up at John. “Yes! Ever since that first time, he loves trying to do it. I’m able to control myself about half the time when he gets that idea in his head, but the rest of the time, well, I get a catnap.”
She gave out a little giggle. She was definitely getting aroused. I thought that maybe her pussy was still hot and wet; she definitely couldn’t sit still.
John jumped up, eager to start. “So?! Can I watch you make DeeDee cum so hard she actually passes out? I still can’t imagine that actually happening.”
DeeDee was as eager as John was, if not more. She got up and led us both to the bedroom. DeeDee slipped out of her panties and lingerie, then got into the middle of the bed. She lay there with her legs open, waiting for me to climb between them, as John and I got undressed. John sat in the chair DeeDee had used to watch John destroy my ass earlier this morning. I crawled up onto the bed and settled between DeeDee’s legs as John sat in the chair, wide-eyed and stiff as a board.
DeeDee spread her legs wider, exposing her beautiful, very wet flower, waiting to be consumed. As I got close to DeeDee’s clit, I could feel the heat and smell her scent. I longed to taste her as I nuzzled up and spread her lips apart to get to that cute little clit I loved. DeeDee’s body jerked as my tongue brushed across her the first time. She was so anxious for me to devour her; she took hold of my head and buried my face in her vulva. I started sucking on her clit, determined to milk it dry. I wouldn’t stop until she came in my mouth.
I brushed my kitty’s pussy and slid my fingers across her lips, just barely inside her. As soon as my finger started to open her up, DeeDee bucked her hips, asking for more. She was moaning, getting louder, breathing heavier. I continued to suck on her clit and pet her with my tongue. She was wiggling, trying to find a rhythm, but I wouldn’t give it to her. I kept it random, so she never knew what was coming next. I knew this would drive her crazy with desire. Her voice got even louder as her arousal grew.
I could tell she was getting close. Her pussy tensed around my fingers, which I was pushing deep inside her. I felt the first waves of her mini orgasms start cascading through her body. Her nails were digging into my shoulders. I knew if I kept this up, I would have claw marks, but I didn’t care; it just meant I was doing what she loved. I pushed in deeper, adding another finger, exploring the depths of her vagina.
I’d never actually fisted her before, and after feeling her explore my ass earlier, I was tempted to try. John’s massive cock had stretched her pussy, but I was worried my hand was too big and didn’t want to hurt her. A little pain can be stimulating, but a lot would ruin the mood. And I didn’t want this to stop.
I decided it was best to continue sucking her dry. Chasing after that incredible orgasm, the one that would have her pass out, I could feel it getting closer. She called my name, telling me how good it felt and how she wanted more. More of me inside her, more of me sucking on her clit. I slid lower and explored inside her with my tongue and shoved my very wet fingers in her ass. I did it suddenly, without warning or teasing. Just jumped right in as my tongue dug into her delicious, hot, drooling cunt.
When I penetrated her ass, she squealed. She was so close, really, really, close. She was taking quick, shallow breaths. Her entire body was trembling. I could actually feel her heart racing. I moved back up and grabbed her clit and sucked hard, brushing my teeth lightly across her, gently giving her wonderful clit a squeeze. Just a slight nip.
That sudden shock of pain caused her to squeal even louder and pushed her over the top as she exploded in a massive orgasm. Her clit throbbed in my mouth as she came. I suck every bit of her cum as she released it into my mouth. It was sweet and warm, tasted amazing. I loved it and wanted more. She was gasping for air, taking quick, short breaths, and still moaning as much as her lungs would allow. Her entire body shuddered as her nails dug deeper.
Then, suddenly, nothing. Her legs dropped to my sides, her hands relaxed and lay on my shoulders, and she had stopped moaning. Her heart was still racing, but her breathing was almost back to normal.
She had fainted again. That massive orgasm had swept through her body so hard it caused her to pass out. I looked at my sleeping beauty, lying there, then at John. The look on his face was priceless. Eyes wide open, along with his mouth, He was breathing hard, but he hadn’t cum yet, only because he was actually sitting on his hands so that he wouldn’t touch himself.
I laughed softly. “See, you didn’t believe me when I told you she could cum so hard she would pass out.”
John was dazed and could only nod. DeeDee started to move as she recovered. She opened her eyes and asked, “Why did you stop? I was enjoying you greedily devouring me.”
I smiled at DeeDee, moved up above her so we were face to face. “You passed out. So I was letting you rest a minute so you wouldn’t miss anything.”
I moved closer and kissed her, a long, deep, impassioned kiss, then whispered in her ear, “You ready for more? I think if you just lightly blow on John’s cock, he’d cum for you.”
DeeDee whispered back as she held me close, “Get his gorgeous, hard cock in this bed, now. I need him between my legs. I’m not even close to being done with my boys.”
{Next up: DeeDee is not done with John and me; she wants more, lots more!}
