I’d been secretly hooking up with my best friend’s sister for a few weeks. Her name was Stephanie. It had started with a drunken kiss at a party, and three weeks later, we had a weekend-long bed session. She was wild and liked to try new things and liked how I took care of her and fulfilled her sexual fantasies.
A week after our weekend-long sex session, we had seen each other at a gallery opening, and she had given me a blowjob in the ally after the show. It was very open and public. Anyone could have caught us, and someone did.
But what surprised us was that the person who caught us was my best friend’s girlfriend, Victoria. What surprised us more is that she didn’t interrupt us and start shouting, make the situation awkward, embarrass me, or the girl who had my cock in her mouth. She didn’t move at all.
She had spotted us and had liked what she saw. As my best friend’s sister was sucking my dick, his girlfriend watched it and enjoyed it. I had noticed someone watching from the corner of my eye and slowly turned my head to see who it was. Our eyes locked, and I watched in delight as this gorgeous woman touched herself as she watched us.
She ran off as I finished, and Stephanie had seen her watching but didn’t have a problem with it. She rather enjoyed the experience.
I had seen Victoria later that night, and she had told me, “I won’t tell if you won’t.” as she looked at me seductively. This woman wanted Stephanie and me and didn’t seem to care she was in a relationship with my best friend.
It had been two weeks since that night, and I had been seeing Stephanie every few days, and we would hump like rabbits. Last week, she gave me a blowjob as I ate her out as we laid on the bed on our sides in a 69-type position.
Between sucks, she started asking me questions.
Her mouth made a pop sound as she pulled my dick out of her mouth and held it like a microphone.
“What’s the wildest sex thing you’ve ever done?”
I licked her clit for a few more seconds before I came up for air and answered. Keeping my fingers in her vagina.
“This is pretty wild,” I replied as I buried my face in her pussy. Her manicured pubic hair tickled my nose.
She giggled and let out a breath of delight as she started moving her hand up and down my shaft.
“I mean like really wild! Like porn-type stuff.” She said as she kissed the tip of my penis.
“Porn stuff could be anything,” I said as I moved my finger down past her vagina and started rubbing my finger around her asshole.
“Ohhh!” she exclaimed and went rigid for a second before she laughed and let herself relax.
She opened her legs wide to show me her cute little pink asshole. I continued to massage her clit as I slowly inserted my finger in her ass.
She took a sharp breath and exhaled slowly, and I felt her muscles relax, and my thumb slid deep in her vagina and my index finger deep in her asshole.
“Yes…” she whispered almost to herself. This wasn’t her first anal experience, but I think it was her most enjoyable so far.
She started moving her hips back and forth to control the depth my fingers went. She was in complete control of how fast and how deep, and she loved it.
She kept our conversation going as we continued to masturbate mutually.
“Blowing you in the ally was pretty wild!”
“Yeah, it was. I’ve never done anything in public like that before.”
“Me either.”
I paused, continuing to pleasure her as she pleasured me. Was now the time to bring up the fact that her brother’s girlfriend had caught us and she had enjoyed the show?
“I’ve never had more than one girl see my dick at the same time,” I said slowly. Looking to see how she would respond.
“I’ve never had someone watch me blow someone before.” She continued to jerk me off as she looked from my dick to lock eyes with me.
This girl had my dick in her hand. I had my thumb in her vagina and my finger in her asshole. We were past the point of being uncomfortable and judgementle. There wasn’t going to be much I could say that would cause a problem. And this girl was a freak and I wanted to see how freaky she could get.
“It was kinda hot,” I admitted as we kept eye contact.
She slowly smiled and looked away, with her cheeks going red as she thought of something.
She looked back at my penis as her hand continued to move up and down my shaft. She leaned over and began sucking again. Her head moved up and down, up and down, her eyes were closed tight. As if she was transported back to the moment in the ally way, imagining Victoria watching us.
Up and down, up and down. I was going to cum soon. Up and down, up and down, up and off as she paused her hand motion and looked back at me.
“It was really hot. I was really into it. And you were really into it. And she was really into it.” She said in rapid succession as an idea seemed to form in her head.
“Yeah, she was,” I added. Hoping this conversation was leading to what I hoped it would.
A beat. She was contemplating something.
“We should invite her over.” She said.
I pulled my fingers out of her.
“What? Now?” I asked.
“Yeah! Just see if she wants to come hang out. We can test the waters with her. See if she just likes watching…or if she would want to join.
“What about your brother?” I asked.
“Eww.” She replied.
“No, haha. I mean, it’s his girlfriend.”
“It’s her decision, and she seemed to have already made it when she decided to watch you cum on my face instead of walking away.”
“Yeah, but, I don’t know if I could do that to him, he’s my best friend.”
“Best friends aren’t meant to sleep with their best friend’s sisters either. Besides, she drunkenly told me a few months ago that they weren’t monogynous. So you’re in the clear.” She explained very convincingly.
“She told you that?” I asked, a little shocked at this news.
“Oh yeah, she told me right before she kissed me.” She said very nonchalantly.
“What?!” I snapped my head up to look at her. A big, confused look on my face.
“Haha, yeah. Like 30 minutes after we kissed.” She replied.
“She kissed you at the same party where we kissed the first time?” I asked.
“Yeah,” she responded casually. “She told me she had seen you and I kiss and wanted to try it out.”
“And you kissed her back?”
“I mean, it was like 2 seconds. People were still at the party. But after a drunken kiss and then watching us hook up while she touched herself. I’m pretty sure she’s down.” She replied.
This was blowing my mind. Could this be happening?
“Are you sure you wanna do this?” I asked genuinely.
“Do you want to?” she replied.
“I do,” I said
“Me too.” She said.
We smiled at each other. I stroked her vagina lips with my fingers. She was soaking wet. My dick was so hard and ready to have this girl—no more foreplay.
Our smiles turned to lust as we both leaned in and started making out. She pushed me down, so I was lying on my back. She sat up, flung her leg over my torso, and straddled me. She grabbed my dick with her left hand as she played with her clit with her right hand. She guided my penis up to her ass and lowered herself onto it. My dick slowly glided into her tight asshole as she let out a breath of pleasure.
“She could be even kinkier than me.” She said with a wink and a smile as she lifted herself on her knees and started moving up and down on my dick.
“I doubt that.“ I said with a smirk.
“We’ll see.” She replied with a wink.
She started grinding slowly but rapidly increased her pace as her asshole stretched out.
“Fuck!” We both screamed in unison. I had found her G spot in her ass and was hitting it hard. As she climaxed, I felt myself about to cum. I tapped the side of her leg twice to let her know I was close.
She hopped off and watched in enjoyment as I came all over my stomach. She leaned down and licked some off, and swallowed it with a smile.
She looked up and seductively.
“Okay,” I said between deep breaths. “Text her.”
Stephanie invited Victoria to come over to my house to hang on Friday as her boyfriend would be on a hunting trip.
Victoria agreed.
Friday night came. Stephanie and I had a lovely dinner and had just opened our second bottle of wine when we heard a knock at the front door.
We opened the door and came face to face with Victoria in a long peacoat.
I invited her inside and shut the door behind her.
PART FOUR IS COMING SOON.
This is part 3 of the series –
Read Part 1 Here – Read more »