February 4th
I woke up in the morning to a text from Becca, “Wellllllllllllll, how was that handsome guy last night???? I saw you hadn’t came home before I went to bed at 1am so it must have been good.”
I looked at my phone and set it back down. I didn’t really feel like talking about it. I laid my head back down on the pillow and stewed about it for a bit and then picked my phone back up and texted back, “Didn’t go great. A story for another time I guess.”
About a minute later, I got a knock on my door. I was confused, I hadn’t ordered anything and I almost never get knocks on the door. I jumped up and threw on an oversized t-shirt since I slept naked, and jogged over to the door.
The moment the door cracked open, Becca said, “spill it!” pushing her way past me. She was dressed similarly with an oversized shirt but she was wearing plaid fleece bottoms as well. She continued, “I was the best wing woman ever, wasn’t I? How did things go wrong? Was he married? What an asshole, he was married wasn’t he?”
I didn’t have the energy for Becca this morning, I had only been awake for a few minutes, but she’s the closest thing I have to a non-judgmental friend right now, so I need to nurture it. I was cold though. It was a cold morning and I was wearing nothing but a super thin t-shirt. I didn’t say anything, I just walked into my room and got back in bed. She didn’t hesitate and followed me back in and climbed under the covers with me, turning on her side and propping her head up with her hand.
“Alright Jess, what’s the deal?”
I told her everything. I told her that he was great, we went to his place, that I started giving him a BJ, and that he started being an asshole. She let me speak, completely uninterrupted. After I was at a stopping point, the first thing she said was, “and you still let him finish? Fuck, you’re too nice. I would have left and hoped he got blue balls.”
I explained to her that I had considered doing that, and I actually was about to, but he just came on my chest as I was about to stop. We had a good giggle about that, we talked about sex, about blowjobs, and I asked her a bit more about why she hates giving them. Long story short, she used to give guys head a lot in college. Like, a LOT. She was pretty promiscuous and enjoyed doing it, which is why she supports me doing it, but she hates it now and she doesn’t know why. She thinks it’s maybe because she enjoyed the promiscuity or something. She did have a few bad experiences, similar to this one, which started to sour her a little bit on the idea.
Then, at one point, Eric was “joking around” when they were drunk and he pulled out during sex and came on her face after she said no. He thought it was funny, she thought it was traumatic. They got in a massive fight, to the point where they went to couples counseling because she didn’t trust him anymore. They’re over it now and are in the best place they’ve ever been, but she just really doesn’t want to suck him off anymore because of it. Something switched inside her brain.
I told her I got it, that I understood and I wasn’t judging at all. I told her about my past, how I had never given one, and we had a really great chat. I assumed it would come up again that I should give her husband a blowjob, but it didn’t. She asked me if we could go out to a bar again tonight, hopefully find someone that wasn’t a complete asshole, and I told her I’d think about it while I was at work. Then I looked at the clock and saw the time and freaked out. I didn’t realize how long we had been chatting, and I had to be at work in 15 minutes.
I jumped out of bed and grabbed the same work shirt I had stripped off last time. I tore off my shirt and started getting dressed with Becca watching me and she said something like, “Fuck Jess, you’re a hottie!” and it made me blush a little. I knew she was looking but I didn’t really care, but I didn’t expect her to say anything. Truth is, I sort of liked that attention. After seeing her in her clubbing outfit last night, I realized how stunning she is, so receiving a compliment from her like that was great.
Work was completely uneventful, and then when I got home, Becca just came through my front door unannounced. It really made me feel good that she’s comfortable enough with me to just come over. I liked it. She asked me if she was ready for the world’s best wing woman to find her someone new tonight. She was incredibly enthusiastic about it, so I felt sort of bad telling her that I really just wanted to stay in. I realized that this was one of the first Saturdays that I wouldn’t be going out in quite some time, but I just wasn’t feeling giving a random guy a BJ tonight.
Becca, as chipper as ever, told me it was no problem. That she and Eric were just going to watch a movie then, and that I should come over. I told her I didn’t want to be a third wheel and she insisted. I told her I hadn’t showered and I just wanted to put on sweatpants and lay low. She fought back again and told me sweatpants and a movie and wine sounded perfect and that the movie would start at 8. I finally agreed.
I showered and got dressed. I put on my sweatpants and an oversized hoodie, grabbed a bottle of wine and went next door. I took her lead and just walked into the apartment, and Eric was just sitting on the couch in his sweatpants. He looked startled for a moment but then told me that Becca would be right out and offered to pour me some wine. He was drinking whiskey and I told him that I’d actually rather have what he’s having. He smiled and jumped up, poured me a glass, and we tapped them together in a cheers.
A few minutes later, Becca came out in her sweatpants, but she looked a lot sexier than I did. Her sweatshirt was cropped right below her boobs and she was wearing yoga pants.
Becca and I sat on the couch, Eric sat in the chair off to the side holding the remote. He turned on the TV and we watched a documentary on Pamela Anderson. We all made funny commentary here and there, and we all had a great time. We got a lot more drunk than I had initially wanted to for the night, but it ended up being fun. Right after the movie ended, Eric jumped up and went to the bathroom, and Becca immediately turned to me and asked, “So do you wanna do it?”
I asked her what she meant. Of course. She was asking me to give Eric a blowjob. I told her I didn’t want to jeopardize our friendship and that I’d have to think about this, that tonight was a hard no. She tried some more and said there’s no way he’d ever talk bad to her, he was hot, he has a nice dick, and that nobody would ever know. I declined again, saying I really needed to think about it.
Eric came back out and we both shut up, and he awkwardly asked what we were talking about. “Girl stuff” was enough to get him to say that he had fun but he was going to bed. He came up to me, gave me a hug and then kissed Becca. I told them that I was tired and needed to get to bed myself, but Becca insisted I stay just for another drink.
Assuming she’d still try to convince me, I reluctantly sat down with more whiskey and we just talked. Not about Eric. I was glad that she let that rest. We started talking about some of her stories from college about her one night stands, and at this point it actually started turning me on. But I still hadn’t made up my mind about Eric. I texted Alex a simple phrase: I want to suck your dick but you need to come over here.
Becca and I finished our drinks and I headed back home. I left the door unlocked so he could slip through. I texted him again and told him he needed to go up the other way so that my neighbor didn’t see him and that the door was unlocked.
I waited around for a few minutes, and the status of my text still just said “delivered” and not “read”. I was suddenly more than just a little horny. I was full on horny. I grabbed my vibrator and turned it on. I slowly circled my clit before sliding it in and turning it to my favorite vibration pattern. I worked it for a while, getting myself close to orgasm before relaxing it a bit. Then, I flipped it off, and grabbed my clit sucker and started using that.
Holy hell, the changing of sensations was unbelievable. I nearly immediately orgasmed, almost going into convulsions, thinking that while I was doing this that Alex might be getting close to being here. I wanted to suck his dick so badly it was unreal. I was completely out of breath when I dropped my clit sucker in the drawer and grabbed my phone. He had texted back “on my way” 12 minutes ago.
It was that very moment that my door creaked open, and quietly closed. He quietly called, “Jess?”
I smirked and replied, “in here,” and then it hit me that I was completely naked. He’d quickly seen me when I flashed him, but I had never just been fully naked. Looks like that’s about to change.
He entered my room and I stood up and walked up to him. He froze and smiled while he watched me. I had an unbelievable confidence in my naked body, it was a combination of the compliment from Becca earlier and the whiskey I’m sure, but I enjoyed being naked at the time.
I grabbed his hands, putting them on my chest. He gave them a few good squeezes and then started to lean in to kiss me. I had no interest in that, it seemed like it would be too intimate, so I leaned back to avoid it and grabbed one hand and slid it down between my legs. He slid one finger between my lips and I told him, “this is what happens to me when I know I’m about to suck your dick.” He rubbed a few more times and I could see he was fully hard. I dropped to my knees and pulled down his sweatpants, his cock springing up.
I took him into my mouth all the way. I didn’t want to waste any time teasing him or taking any longer than necessary. I just wanted him to cum. I started at a quick pace, the pace he usually finishes at, and kept it perfectly consistent. His legs started shaking, so I pushed him backward and he tripped on his pants being around his ankles, but fell onto the bed just as I had wanted.
Adjusting myself, I went right back to it, having lost very little momentum. I didn’t tease the tip, I just kept the steady pace and he started moaning quickly. His legs started squirming around, and I pulled his pants the rest of the way so he could control them individually. I grabbed his balls with one hand and stroked him with the other as I continued sucking.
It wasn’t but another minute later that his cock started pulsing and he let out the loudest of his moans. I slid my mouth off a little, keeping only the head of his cock in my mouth and sucked hard while I stroked his cock with my hand quickly. His balls started lifting with the pulses, and then he suddenly burst. I swallowed and then went all the way down, and I could feel him cum a little more into the back of my throat. I slowly slid his cock out, sucked hard on the tip while he let out just a little more, before sliding all the way down again. His cock was still pulsing, but nothing more was coming out. I slowly slid him out of my mouth and laid my head on his leg while still holding his cock in my hand.
He started losing his erection a little, and I gave him a good squeeze. He moaned slightly, so I squeezed again, this time harder. It stiffened his cock up again, so I squeezed even harder, while slowly going toward the tip. A little more cum came out, just a drop. I stuck the tip back in my mouth and sucked hard one more time before letting go. As soon as I let go, his hardness was mostly gone, his cock flopped over to the side.
Alex propped himself up on his elbows and told me that as per usual, that was amazing. I told him it sure was indeed, and that I enjoyed the hell out of that one. He told me that now I absolutely had to let him do things to me, and I told him that I’m confident that did more to me than it did to him. I stood up and turned around, where my shirt was laying on the floor, and slowly bent down to pick it up, pausing where my face was at my knees and gave my hips a very slow wiggle back and forth. I straightened up and turned around, grabbed his cock again and squeezed, then pulled the shirt over my head.
He let his elbows loose, falling backward onto the bed and let out a super long sigh. I crawled under my blankets and watched him as he got dressed. We chatted for a few minutes and then he left. I went and locked the front door and came back and I’m pretty sure I was asleep before my head hit the pillow.