Friendzone Voyeur

I first met Julie as part of an extended friend group while she was still married. Her husband was an asshole; he was part of a conservative, patriarchical religion and was dismissive and belittling to her when they came to social gatherings. Eventually, I had enough of his bullshit and made a few sarcastic comments, which he did not appreciate. I didn't care.

After years of marriage, she finally had enough and divorced him. I only heard about it second-hand but was glad she was free of him. I saw her again at the next group party and had a brief but nice chat with her. I had never spoken with her before; her ex wouldn't tolerate her speaking with anyone besides the other women.

I didn't think much of it until I received a text from her a few days later, asking if I wanted to meet for lunch. I agreed, and she followed up to clarify that this wasn't a date. She just wanted to talk with a "platonic male friend". Although I may have been interested in dating, she had expertly and preemptively put me in the "friend zone".

Julie was certainly attractive, Early thirties, I think. She had dressed modestly when she came to our gatherings with her husband. I almost didn't recognize her when she walked to our table at the restaurant; she was wearing a summer dress that revealed her legs, shoulders, and enough cleavage to turn the heads of most of the men as she walked past. She had a new, flattering haircut and expert-looking makeup. She was a new woman, and my heart sank when I remembered that she had already made it clear she wasn't interested in me.

We had a nice lunch, got to know each other better, and met a couple more times before she finally confided in me:

"Steve, I've only had sex with my ex, and I'm pretty sure he was terrible at it. I want to make up for lost time and start getting intimate with guys, and would really appreciate a safe, reliable, nonjudgmental guy friend to watch out for me."

I sat silent, lost for words.

"I feel like the other women I know would either be judgy or get too involved in my sex life. Like, I know they would mean well, but I don't want them constantly giving advice or second-guessing my decisions. I want to make my own mistakes."

I nodded, not sure what to say.

"But I'd like someone I can trust to be there in case..."

"You make a big enough mistake", I offered.

"Yes! Thank you so much! I knew I could count on you!"

I wanted to say that I hadn't actually agreed to anything, but couldn't speak. She had me.

"Steve, I'm going to see a guy on Friday night, and I'm probably going to bring him back to my place. I'm sure it will be fine, but I'll feel safer if you parked outside my apartment in case I need you."

"You want me to hang out in my car outside your apartment while you bring home this guy?"

"Yes! Thanks so much! I gotta run, but I'll text you the details. You're the best!"

I sat with my mouth open, unable to object or question her plans, as she got up and left.

I didn't hear anything from Julie for the next few days and couldn't summon the courage to text her about her plans. I felt a bit resentful that she believed that I wouldn't have my own plans for a Friday night and embarrassed to admit that she was right. Finally, on Friday afternoon she texted:

"Ok. I figure we'll be there about 9:30 or so. I'll text you updated ETA when I can."

She texted a map link for her apartment, and her apartment number.

I was about to text her to ask what I was supposed to do parked outside. How would I know if she needed help? Before I did, she texted a web link, which I opened on my phone.

It was a webcam portal page. She had two cameras set up, one covering the front part of her studio apartment and the other covering the bed. Evidently she expected me to watch her entertain her guy friend incognito on video.

I could feel myself blushing. This all seemed to happen so fast and without my input. I tried to reassure myself that she was merely planning to bring the guy inside, have a drink, and maybe kiss. Certainly she was just getting into the dating scene and wasn't ready to start having sex yet.

"The safe word is 'red'", she texted. "Or a thumbs down. Thumbs up means I'm good. If anything happens and I don't give a thumbs up, come in and rescue me. My hero (lol). I'll leave the door unlocked, but I'll also leave a key under my doormat. Fetch it before we come back. Thanks so much, Steve!"

Now I wasn't so sure. How far did a "thumbs up" mean?

I realized I still had the webcam app open on my phone. When I went to close it, I saw that she was home, and getting ready for her date. I knew I should close it and give her privacy, but I couldn't help myself. I switched to the bedroom camera and watched her undress and go into the bathroom for a shower. My face burned red with shame, but I kept watching.

Julie emerged from the bathroom and pulled out her outfit for the date, a short black minidress, sexy matching bra and panties, and nylon stockings. I rubbed my cock through my pants while watching her dress, but somehow resisted the urge to pull it out and jerk off to completion. She went back to the bathroom to apply her makeup, and I let my erection subside. When she emerged, she looked amazing. She wasn't dressed for a chaste first or second date. She was dressed to fuck this lucky guy.

As she headed towards the door, Julie looked directly into the camera and blew a kiss. I had no idea if she could tell I watching or if she assumed (correctly) that I couldn't resist spying on her. Again I burned red with embarrassment and shame.

I watched her leave her apartment and decided I should head to her apartment sooner than later to fetch the key from the doormat. Parked outside her place, I just sat in my car, wondering how long her date would go. And feeling like a chump, to be honest.

Hours past, and I killed the time on my phone, trying not to think about Julie on her date and what might happen when she brought the guy home.

It was past 10 when Julie texted:

"On my way home. You watching?"

I opened the webcam app. "Yes".

It was another 15 minutes before a rideshare pulled up and Julie and her date emerged from the back seat. I could see them from my rearview mirror as they passed my car. Julie flashed a quick thumbs up.

Her date was tall, in-shape, and looked to be in his mid-twenties. She pulled him by the hand as she rushed to her door. He pressed up against her backside as she fumbled with her keys, and she playfully grinded her ass back on his crotch.

I pulled my phone out and switched the cam feed to the living area and watched them enter. She guided him to the couch but stayed standing. She twirled around, giving him (and me) a good look at her body. She gave a short look in the direction of the camera and grinned while she gave an unsubtle thumbs up. Her lipstick was smeared, clearly from making out. She danced seductively before her date and pulled down the top of her minidress, revealing her small but firm breasts; her sexy bra was long gone. She approached her date, who was sitting on the couch and watching lustily, and climbed onto his lap, pressing her bare chest into the guy's face. She grinded her crotch on his, giving him a lapdance while he sucked on her tits. She gave a look to the camera and gave me the thumbs up.

I couldn't help myself any longer. I loosened my pants and fished out my fully erect cock. I knew I had to take it slow or else I would bust immediately. Fortunately I was parked between street lights, so there was little chance I would get caught jerking off parked in front of the apartment complex.

Julie was fumbling with her date's pants, but she apparently got frustrated. She hopped off and motioned him to stand and pull down his pants. He eagerly complied and pulled down his underwear. Julie's head was blocking the view of his cock. She got on her knees and made to take it in her mouth, but instead stood back up and repositioned him so that his cock was visible to the camera. He was pretty well endowed, well above average, and clearly rock hard. She sank back onto her knees and reached out to hold his cock. With her other hand, she pointed to it, at a point most of the way to the root, and smiled into the camera. At first I didn't understand what she was doing, but I was able to zoom in and saw a faint ring of her red lipstick on his dick, proof that she had already sucked him off before bringing him home.

Julie engulfed the guy's hard cock into her mouth and proceeded to give him a lusty blowjob. For a woman who had recently only been with her uptight asshole husband, she seemed to have figured out how to suck off a guy easily.

I was pumping my cock, watching the video stream of her blowing her date. I had to periodically pause and cool off to avoid shooting my load, and I marveled at how the guy hadn't lost it and cum yet. Maybe he was still recovering from the earlier blowjob, or maybe he had the youthful stamina that I had lost years ago.

No man, though, can hold out forever. He grabbed the back of Julie's head with both hands, pumped his cock into her mouth vigorously three times, stiffened up, and shot his load into her mouth. She kept her mouth around his cock until he finished.

I couldn't hold out, either, and shot a big load of my own. I hadn't prepared for this and ended up shooting one big rope of cum onto my steering wheel. Not wanting to completely ruin my car's interior, I pulled my dick up and shot the rest onto my pants and shirt. I hadn't cum like that for as long as I could remember.

As her date headed off to the bathroom, Julie got up, faced the camera, and opened her mouth to show me the guy's load. She smiled and blew a kiss into the camera, and showed the cum again before swallowing. Even though I had just cum I felt my cock swelling again, improbably preparing for a second round.

Apparently Julie's date was ready for another round. I selected the bedroom camera and watched her lie down and spread her legs. She had hiked up her minidress and pulled aside her panties, exposing her wet pussy for her date, and for me to see. When he returned from the bathroom his cock was already rock hard. Mine was still recovering from my recent orgasm, but was slowly responding to my squeezes and tugs.

Julie's date plunged into her with ease, despite its girth, thanks to her obvious wetness, and he started pounding. Julie flashed an unnecessary thumbs up, threw her head back, and let out a moan that surely alerted the neighbors. Her guy continued to fuck her, hard, occassionally picking her up and repositioning her on the bed like a ragdog. They switched to doggy, then to cowgirl, and back to missionary. He pounded her relentlessly, and she was clearly loving it. I lost track of how long they went at it, but it was long enough for my own dick to get hard enough to jack furiously and blow another load. It wasn't a lot, just enough to coat the back of my hand with cum, since I had mostly emptied my balls when I came watching her suck him off.

At last the guy pumped another full load, this time in Julie's pussy. He climbed off and went to get dressed, and soon let himself out. Julie laid on the bed, legs open, and played with the cum leaking out of her. She looked into the camera and licked her fingers clean of the cum, and then scooped out more. She got up and approached the camera, showed me the glob of cum, and seductively sucked her fingers clean for my viewing pleasure. I had already cum, and unthinkingly pulled my cum-covered hand to my mouth and licked it clean, imagining that she could see me imitate her.

Julie climbed back on the bed and flopped down, exhausted. I watched for a while longer, but it was clear that she was fast asleep. I got out of the car and used the key to lock the front door, and then drove home. I had a harder time falling asleep, as I thought about watching Julie and her stud. I wondered why she had chosen me to watch, and what else she might have in store for me.