[21F]ingered by a Friend[23M] and more, part 2

Once the band finished their set, my bf (21M, “Ryan”) hopped off stage and made his way over to where Ben and I were seated in our corner at the bar. Ryan grinned at the both of us before leaning in and giving me another long kiss, my whole body still buzzing from the tequila and orgasm. I snuck a peek at Ben, who had busied himself with his phone.

“Having fun, babe?” Ryan’s finger brushed against my jawline to make sure my attention was on him. He was smirking, waiting for my response. “You could say that,” I confirmed.
“Listen, I don’t know if Ben said, but my car wouldn’t start and I had to catch a ride in the van. You ok riding back in his car? We can meet up at my place still if you want to spend the weekend.” I smiled and nodded, glad I’d still get some time with Ryan after all, though I noticed Ben frowning at his phone. Ryan kissed my forehead quickly, “Perfect. I’m gonna help break down and pack up. Feel free to head out, I’ll text when we’re on our way back. You got your key?” I smiled and nodded again, patting my bra, where he knew my dorm key & his apartment key would be safely tucked away. The pockets in this skirt were barely worth mentioning, and I hated carrying a purse to shows. Everything I needed – keys, cards, phone – could be kept in my bra (if you know, you know).

Ben hadn’t looked back up at me, or acknowledged Ryan’s suggested plan at all, instead just scowling at his phone. I poked him in the side, leaning over to peek at his phone, resting my other hand on his knee so I didn’t fall off my stool. “Hey, dude. What’s with your face?”

Ben looked exasperated for a second, tucked his phone away in his pocket (lucky real-pocket having jerk), sighed and said, “Nothin. Just seemed like the fastest show we’ve ever been to.” I couldn’t argue with that, but when you skip the first few bands, what do you expect?
“Well,” I said, still trying to get him to look at me again, “you good to drive? Or should we walk around or see what other people are doing?” He looked at me finally and grumbled, “Let’s see if we can find something to eat. I’m not in the mood for other people yet.” I nodded and scooted off to the bathroom while he settled the tab. When I came back out, I didn’t see Ben. One of Ryan’s band mates came over to give me a hug and told me Ben went to the bathroom, but he’d meet me by the door. I smiled and went back to sit and wait, pulling my phone out for a distraction.

After a bit, I was surprised to get a text from Ben that said, “sorry for the wait, don’t wander off,” with a video. I opened the video and saw the interior of the bar bathroom, before the camera jerkily panned down to show a thick, hard cock. Those were Ben’s pants. That’s … that’s Ben’s cock.

I gasped, watching the poorly lit video of Ben stroking himself in the bathroom. I felt wetness start to slide onto my thighs again. Ben’s cock looked much thicker than Ryan’s, maybe longer, too. Holy shit. I closed the video quickly, not wanting anyone to catch me watching my friend jerking it. My phone chirped. Another text from Ben read, “I promised I wouldn’t expect anything in return tonight, but I’m so glad I got to see you watch that.” I looked up, startled, to see Ben watching me from the bar. Fuck.

I had texted Ryan earlier when I was in the bathroom, but he hadn’t seen it yet. I needed to confirm whether he had seriously told Ben I wouldn’t be wearing panties tonight… and whatever else. With that video, Ben didn’t seem to be slowing down after that stunt during Ryan’s set and I wasn’t sure how to play this.

Ben draped his flannel over my shoulders, “Here. It’s gonna be cold outside. Let’s go.” I nodded, getting up and looking back into the bar. Ryan must’ve still been out back. Ben put his hand on my lower back, guiding me out onto the sidewalk.

“So, hungry?” Ben asked without looking down, quickly walking us back to his car. “We have at least an hour before I have to return you.”
I snorted, “Return me? For real? Do you have me checked out right now?”
“Oh I’ve definitely been checking you out.”
“Not what I meant.” I rolled my eyes as Ben opened his car door for me. I brushed his hand away, I didn’t need help getting in.

He drove to a drive thru, we placed our order, and inched towards the window. I fished out my card to pay since Ben had gotten my drinks at the bar, but before I could say anything, Ben grabbed my hand. “Please. I let you buy your own coffee, but tonight is on me, no complaints. I’d be happy to help you put that card back, though.” He dropped my wrist and let the back of his hand graze across my cleavage. I tucked my card away, smiling.

My phone chirped. As Ben was paying for our food, I quickly looked at my phone. Ryan texted, “Hey Babe, I’m going to the diner with another band, you can join us if you like, but Ben prob won’t want to.” Chirp! “And yeah, I did tell Ben that – you mad? You’re gonna tell me all about your night when I get home.” I tucked my phone away, processing everything as I was feeling a bit more sober again.

While we were parked to eat, Ben’s hands kept rubbing my thighs slowly, pushing up my skirt and teasing me. It was hard to eat like this, honestly. I don’t know how Ben was able to eat mostly one-handed without making a mess. I had both hands and was so distracted, I could hardly feed myself. As Ben finished his food, I accidentally dropped a fry down my shirt.

“Here. I’ll get that.” Ben quickly took my mesh shirt & tank top off, then pulled me over onto his lap and grabbed the fry poking out of my cleavage with his teeth.

“When the fuck did you get so smooth?” I asked him. Ben smiled like the fucking Cheshire Cat, “Just trying to improve my chances of this becoming a regular thing.” He licked and nibbled the tops of my tits, dangerously close to my nipples in this plunge bra.

“Uh… Ryan’s at a diner with the band… we have more time than we thought. We could… go someplace where we’ve got more room than in this car…” Ben put me back in my seat, “Put your seatbelt on, let’s go.”

We parked outside of Ryan’s apartment and I looked at Ben, confused. He shrugged, “My roommates are home and I want privacy.” Makes sense, Ryan’s roommate is his bassist, so the apartment would be empty until they got home. I grabbed my shirt & tank from the back seat and walked up towards the door without putting them back on. Ben covered me up with his flannel, “You walk around half naked often?”
“Only every single time I walk over to the pool.” Come on, a bra is no different from my swim suit, I thought to myself. If any of Ryan’s neighbors are even awake at 2am, let them look. Ben growled, “How do I get invited over for a swim?” I opened the door to Ryan’s empty apartment and smiled up at him, “Maybe next time you will be.”

The minute the door shut, Ben spun me towards him, picked me up, and held me so I was straddling him. He kissed me hard and carried me slowly down the hall. I let the shirts I was holding fall to the floor, and held onto Ben, his flannel falling off my shoulders a few moments later. He was a good kisser, and tasted like the soda he’d been drinking in the car. I moaned into his mouth as he gently bit my lower lip. His hands were gripping my ass under my skirt and my pussy was rubbing against my fishnets and the belly of his soft thermal top.

Ben plopped me down on Ryan’s bed, “Take the rest of it off. Please. I need to see you.” I kicked off my shoes, scooted out of my skirt, and undid my bra – letting my G cup breasts bounce free. (I wish I was as graceful as that sounded, I was actually a bit clumsy.) Ben groaned appreciatively, adjusting himself, “Leave the fishnets on.” I nodded, “What about you?” He lowered himself down and smiled at me from between my thighs, “You’ve already seen what I’ve got, and I promised not to expect anything in return. If these pants come off, it’ll be too hard not to go further.” Before I could say anything else, he ripped my fishnets to make a bigger hole in the crotch and licked my pussy all the way up to my clit. Ben started sucking lightly, bringing his thick fingers up to tease my hole. I moaned and whined, trying to grind down and increase the pressure. He pushed a finger inside finally, using his other hand to roughly play with my breast. I had a handful of his hair in my left hand and was pinching my other nipple with my right. When he slid another finger in, I was so close, and he could tell. “Let me hear you, sweetheart. Say my name and cum for me,” he sped up and thrust another finger in me roughly. His hands were so big, and his fingers were curling up just right. I screamed, “Oh fuck. Oh Ben. Fuuuuuuck, Ben!!!” as I came. He barely slowed down. He shoved a fourth finger in me and started rubbing my clit with his thumb so he could bring his face up to me and kiss me deeply. “You are the best I have ever tasted.” He whispered, his forehead resting on mine as his hand continued to thrust deeper into me. I licked my juices from around his mouth and bucked against his hand. Ben brought his other hand up around my throat and looked me in the eye, “Okay?” I nodded, desperately. He applied just enough pressure and I felt another orgasm quickly climb up within my core.

He took his fingers out suddenly, “Not yet. Lick them clean before I let you cum again.” He released some of the pressure from my throat and I greedily sucked each of his fingers clean, showing him what I could do if he’d just let me at his cock. He smiled, “Good girl.” He tightened his grip around my throat again and pushed four fingers deep inside me all at once, his thumb giving my clit delicious pressure. My eyes rolled back, and I whimpered.

I was right there; being at the edge had never felt quite this good, being brought to orgasm on my boyfriend’s bed by one of his closest friends was more thrilling than I could have imagined. Ben’s voice was low and gravelly, “Are you ready?” I tried to nod, frantically. “Open your eyes and look at me, sweetheart.” I obeyed and could barely handle the way he was watching me. “Good girl, cum for me. Cum again. Let it go.” Shit, I saw stars. He let go of my throat and I flung my arms around him, kissing him like he had the only oxygen left in the room inside his own lungs. My legs wrapped around him, I was grinding myself against his giant bulge to ride out the aftershocks of my orgasm. He pawed at my tits and put an arm around my back to roll me over on top of him while I caught my breath. He nuzzled my neck, working on a hickey for me to remember the night by.

“Ben, I gotta change the sheets and take a shower before Ryan gets home,” I groaned. He smiled at me, “Fuck Ryan’s sheets, but… a shower sounds real nice.”

Source: reddit.com/r/sexystories/comments/jftfgu/21fingered_by_a_friend23m_and_more_part_2