As with most relationships, Gillian's Sister's and mine fell into a routine where we'd get together once or twice in a two week period, typically meeting on a Tuesday, Wednesday or Thursday. It took some effort on both our parts to keep things fresh and at a heightened level of passion as we became more familiar with each other's desires and reactions, but most of all we wanted to keep the panty play going as much as possible.
During our summer holiday weekend family get together she came by casually and said to meet her in the bathroom. After watching her, from a distance, enter and close the door I waited a moment, then went in myself and locked the door.
"We'll have to make this quick," she said, "But I want to watch you jerk off for me, and cum in my panties."
As I dropped my trousers and boxers around my ankles, Gillian's Sister lowered her pink panties to mid-thigh while raising up her sundress. She then placed her left hand inside her bra and began playing with her right breast, effectively holding the dress up with her arm, while her right hand began massaging her pussy as she leaned back against the vanity.
"Mmmm, yes. Look how hard you're getting. I love watching you stroke your cock for me. Do you love it as much as I do?" she asked.
"Yes," I grunted as my eyes moved from her lips, her breast, and her pussy, and back up.
"I can't wait until you fill my panties, I'm going to walk around the rest of the afternoon with your cum all over my pussy lips," she said.
Her words, coupled with the sight of her fucking herself, and running her slickened finger over her clit had me on the precipice of blowing my load.
"Gonna cum soon," I said looking directly into her eyes.
"Oh yeah, baby. Come closer and shoot into my panties," she breathlessly said as she dropped her hand from her breast, gathered her panties up and placed the material under my cockhead.
My vision blurred as I looked down to see the first spurt cover the entire gusset, and into the back of her panty.
"Fuck yes, let it go," she nearly shouted as she then brought her own juice-soaked finger to my lips, pushing it into my mouth.
Her taste fueled my efforts and the second string of pearly essence felt stronger than the first as it exited toward her underwear, with some landing on her inner thigh.
"Mmmm, fuck, that feels so good, doesn't it?" she asked as the last of the six contractions dribbled out and pooled with the rest of my semen.
I just watched silently as she rubbed the remnants from my tip, and then pulled up her panties.
"Wow," she said as her eyes went wide when the cloth made contact with her pussy. "That's a lot! Mmmm, it's both warm and cool," she commented as she straightened the elastic around her hips.
Still holding her dress up to her stomach while looking at me, she then stuck her right hand down the front of her panties and began moving it over and through her now sloppy pussy. This erotic scene was keeping me hard.
"Mmmm, I was so close to cumming when you did. Now I'm going to cum all over yours," she softly said as she leaned back and closed her eyes.
I could hear the wetness squishing against skin as the flush of her cheeks seemed to run down and over her visible cleavage.
"Oh, fuck! So slippery, yet sticky. My clit is so hard, fuck. Mmmm, hhunnnn," she spoke as her body started spasming, her face pointed at the ceiling, mouth slightly open as she drew in short breaths.
"God. Best orgasm I had all day," she finally spoke.
"You've had others?" I inquired.
"No," she replied languidly. "Still, it's true," she smiled as she opened her eyes and looked at me.
Looking down, she sees my cock still out and hard. I was so caught up in the moment, I'd forgotten to put it away and zip my pants. She started to kneel down, which I interpreted as her knees giving away and reached over to catch her.
"You okay?," I asked with concern.
"Fine," she said as she continued down. "Just thought your little man here needed to be cleaned up before we put him away."
She sucked on the head for a few moments, before taking the entire shaft in her mouth, and slowly moving back to the crown, which she finally released with an audible pop.
"There," she said. "All better," as she tucked 'him' away and zipped up my slacks.
"So," she continued. "Seems you got a little on my leg. That's okay, I'll just wear it with the rest of your cum. Which, by the way, feels good against my pussy and ass."
She then reached under her dress one last time, before quickly removing her hand, the dress falling into place hiding her charms.
"I don't ever remember my panties this soaked," she said before bringing her fingers up and into her mouth. "Tastes good though," she continued as I returned her smile.
"We better get out of here before someone gets suspicious," I finally said.
"Yeah, me first," she quickly replied, reaching for the doorknob. "That way you can watch my ass move knowing it's covered in your cum. See you outside," as I saw her squeeze her legs together before departing.
Throughout the afternoon, as she mingled with the other guests, Gillian's Sister would, seemingly naturally, run her hands across her hips while talking with others, then look my way and slowly move her hand across the front of her dress with a quick wink, before returning her attention to the person she was conversing with.
Less than two weeks later Gillian's Sister sends me a text asking me to hurry over. I texted back I would be there shortly, and didn't ask why since we typically, but not always, avoided each other's residence when engaged in sexual activity.
"Hi," she said as she welcomed me into the house. "C'mon back, and let's get started. I really do need a good, long, hard fuck."
"Sure," I replied as we entered the bedroom.
Turning towards me and beginning to remove my clothes she said, "No, this is different. I really need to be fucked. And not some quick 'wham bam thank you ma'am' fuck. You need to last. So I'm going to blow you, then ride you as long as I need to. Can you handle that?"
"I'll wear that ass out," I said jokingly as I stepped out of my pants and boxers before climbing up on the bed and laying back.