Chapter 10 Sydney – First Time

Chapter 10

Sydney – First Time

A s the weeks went by and graduation loomed, Danny and I got more serious. We texted constantly and got together several times a week. Sometimes we went out, and sometimes we fooled around in each other’s rooms. My attraction to him turned from like to lust and I had difficulty controlling my hormones in his presence. I started… imagining. My God, what I imagined.

One evening, I went over to the fraternity house after working at the bookstore. He let me in when I rang the doorbell. I kicked off my sandals and attacked him immediately, kissing him fiercely.

Danny pulled his lips off mine and grinned at me. “Should we take this somewhere a little more private?”

“Absolutely.” We hastily made our way to his room. I pushed Danny backwards onto his bed and climbed on top of him, straddling his crotch. His arousal and mine, separated only by the thin fabric between us.

“Austin’s at work, right?”

He nodded and reached up to grab my breast, but I swatted his hand away. I leaned over him and we kissed, hungry for each other. My hips pressed against his and I rocked back and forth to increase the friction .

When we came up for air, Danny was almost speechless. “What’s gotten into you?”

I looked at him but didn’t respond.

“Not that I’m complaining. I’ve just never seen you like this before.” He stared at me and folded his hands behind his head on the pillow.

“Hmmm. I’m not quite sure how to put this.” I bit the side of my bottom lip and considered my options. I climbed off him and lay down next to him, resting my head on his chest.

He wrapped his arm around me. “You can tell me anything, Sydney. I didn’t realize that I was going to end up being so crazy about you.” Danny ran his hand through my untamed curls.

I raised my head and looked up at him. “You really mean that?”

“Without a doubt. Want me to prove it to you? Cause I will!” Danny wagged his eyebrows, flirting with me.

“That’s what I wanted to talk to you about. I think I’m ready.”

It took him a minute to process exactly what I was saying. “Really? Are you sure? I’m not trying to pressure you in any way. You know that, right?”

I nodded. “Yes, I’ve been thinking about it. I have a couple of stipulations, though.”

“Okay, let’s hear it.”

“First, we have to go to a hotel. I do not want to risk unexpected company. We have no privacy here or at the sorority house. If someone caught us, I would die of embarrassment right there.”

“Done. What else?”

“Second, you have to wear a condom. Neither one of us wants a kid right now. Am I clear on this?” I focused on his eyes.

“Yes. Crystal. Anything else?”

“No. Unless you have some guidelines of your own.”

“Are you sure? You want to do this?”

In response, I slid off the side of the bed and walked to the end. “Watch me.” I peeled my red bookstore polo shirt over my head, revealing the black lace bra that Danny had seen on more than one occasion. He started to get up off of the bed, but I shook my head at him. He rose up on one elbow, enjoying the view. Then I unbuttoned my jeans and pulled down the zipper. I pushed them down my hips and onto the floor, revealing matching panties .

It was too much for him to handle. “Are you trying to kill me? Good lord, woman! I can’t take any more of this or I’m going to jump your bones right now.”

I licked my lips. “I just wanted to give you a sneak preview.”

“I definitely like what I see. Are you going to come closer so I can get a better look?”

I considered this for a moment, then shook my head. “You can wait, can’t you?” Turning around, I slowly bent to pick up my shirt, teasing him. I pulled it over my head and lay back down with him.

“You are not playing fair. I’m going to have to take a cold shower when you leave.”

“I take it you’re okay with this. I don’t want to pressure you, either.”

Danny wrapped his arm around me and pulled me close. “There is no other woman I would rather get naked with than you. I thought for sure I would be a virgin until I was forty or fifty.”

I couldn’t hide my surprise. “You’ve never done it?”

He swallowed hard. “No. I’m not quite the ladies’ man you may think I am. I didn’t date in high school. Not for a lack of trying, mind you.”

“I understand. More than you know.” It blew my mind to know that it would be the first time for both of us. And I thought I was the only virgin left on the planet. What were the odds?

A few days later, Danny drove us to a hotel outside of town. The day before, Meghan and I went shopping and I selected a silky slip covered in lace that hit just above my knees. I had a choice between red and black, and while both colors screamed street walker at me, I decided on the red one. It lay tucked in my tote bag, along with some toiletries, candles, and a backup outfit.

The king-size bed seemed ridiculously large when compared to the twin beds we slept on normally. The goldfish in my stomach flopped around, and I tried to concentrate on breathing to slow their gymnastics. Danny sat on the edge of the bed. I set my tote bag on the small table by the window, then joined him.

“I’m nervous,” he admitted.

Relief hit me. “Oh good. It’s not just me. ”

He took my hand. “We want to do this, right? I want to make sure we’re on the same page.”

I nodded. “I wouldn’t have come otherwise.”

He pulled his phone out of his back pocket and glanced at it. “It’s close to seven. We’ve got all night. There’s no need to rush.”

“I know. I’ve waited so long for this moment, and now that it’s here, I’m concerned that I’ll disappoint you.”

He turned my face towards his with his hand. “That’s not possible. Trust me.”

I found my courage, stood up, and moved back to my tote bag. I pulled a handful of small candles out of my bag, along with a lighter. “I’m going to go into the bathroom and change. Please put these around the room and light them. Does that sound okay with you?”

“Of course. Happy to oblige.” He stood, wrapping his arms around me from behind. He pushed my hair to the side and kissed the back of my neck. “You are an incredibly beautiful and sexy woman. I feel lucky that you want to be with me. Take all the time you need. I’ll be waiting for you.”

He released me and I padded barefoot into the bathroom with my bag. I shut the door and sat on the closed toilet seat. You wanted to do this. He’s a great guy. He wants you. It’s not going to be like in the movies. Just don’t get in your head about it. You will figure it out together. I fished my lingerie out of my bag and began undressing. Once I finished, I looked in the full-length mirror on the back of the door. The woman looking back at me was difficult to recognize. She smoothed her hair and adjusted the straps of her slip.

I turned the handle and stepped into the bedroom, now bathed in candlelight. Danny lounged on the bed in silky black boxer shorts, dotted with red hearts, on top of the covers. His eyes grew wide, and his jaw dropped when he saw me approaching.

“Holy hotness, Batman! You are stunning!” He patted the space next to him. “Come over here with me.”

I climbed onto the bed. “Those are some pretty sexy boxers.”

“I aim to please. Although I’m not used to the boys having so much room to breathe.”

That made me laugh, which made Danny laugh, too. It felt good to release some of our nervous energy .

As our giggles subsided, he leaned over and kissed me, soft and tentative at first. He moved to lay his full weight on top of me, and I relaxed with the familiar warmth of his skin against mine. Tasting him on my tongue and inhaling his cologne fueled my desire, and my nervousness melted away. His erect penis lay against my hip, confirming his own arousal.

He moved to trail kisses down the side of my neck. He cupped his hand over my breast and kneaded it through the fabric. His fingers slid under the thin strap of my slip and pulled it down over my shoulder, giving him full access to my exposed breast. He took it in his mouth and flicked his tongue over my nipple, making it hard and pointed.

“Oh, Danny!” I gasped.

“You like that?” he asked between licks. “Do you want more?”

“Yes! More!”

He responded by giving my other breast the same careful attention. I squirmed underneath him, pleasure taking over my body. I wrapped my arms and legs around his torso, melding him against me. His own murmurs met my ears and spurned us to continue our mutual worship.

He ran his hands over the slippery fabric before asking, “Do you mind if I see how this looks on the floor?”

“Go ahead.”

He grabbed a strap in his teeth and pulled one side down to my hips. Then he repeated that so the other side matched. I helped him shimmy it down over my hips and then pulled it off my legs. It landed on the floor in a crimson heap.

He glanced at it and then back at me. “Much better.”

“Let’s see if your shorts can hit the same mark.”

His smile became devilish. “You’re on.” He peeled them off and tossed them in the same direction, landing inches away. “Close enough.”

“I’m ready. I want you now.”

He rose up on his knees. “I want to check to see how wet you are.” He put two fingers in his mouth, then dipped his hand between my open legs. When he touched my vagina, I moaned. He slid them inside me, causing me to thrust my pelvis in his direction. He held his fingers there, watching my reaction.

“God, Sydney. You’re so wet. I want you so much.”

“Me too.” I picked up the condom from the nightstand and ripped open the foil. “Let me do the honors. ”

He held the base of his hard shaft, and I rolled the condom on for him. We kissed, hard, desire fueling us. His erection teased my sensitive spot, and I wiggled to help him into position. He entered me slowly; the feeling of him filling me overwhelmed me. It hurt a little at first, but the pleasure outweighed the discomfort. He stroked back and forth as I clung to him, increasing his pace, and our cries grew louder as he reached his climax.

“I’m cuming!” His whole body stiffened as he released his orgasm. His body went limp, and he collapsed on top of me. I held onto him, not wanting to let go. His erection began to get soft, and he pulled out of me to keep the condom from slipping.

After he’d disposed of the condom, he lay down next to me. “Can I still touch you down there? I want to make sure you are satisfied.”

“I’d like that.” I didn’t have any expectations, but it made me feel good that he was concerned about my pleasure as well as his own.

He reached a hand in between my legs and found my sweet spot. He slid two fingers inside to moisten them. Then he reached up and stroked my swollen clit. His touch made me shudder and I let out a sigh. He continued his finger play as I grew increasingly excited.

“Yes! Oh gawd! Please don’t stop!” I bucked and whimpered, finally crying out and shaking with my own peak. He leaned over and kissed me as I came back down.

“That. Was. Amazing,” he said between kisses.

I closed my eyes, satisfied. And no longer nervous.

Journal Entry

I finally had sex. It took me twenty-two years, but it was worth the wait. Danny surprised me when he told me that he was a virgin, too. In some ways, I think that makes it more special that we shared that experience. Truthfully, I would have done it even if he wasn’t.

After we finished, we ordered a pizza and watched reruns of Friends. Being alone with him, without the possibility of interruption, was priceless. I don’t know which one of us fell asleep first, which means it was probably me. We had another go at it in the morning before checkout. We may need to do that again. Real soon.

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