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This is the second part of Megan’s role in my Connections story.
While you dont absolutely have to read the first part, it will tie everything together if you do.
Everyone in this story is at least 18 years old.
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Megan, Part II
I gasped and clenched my teeth when Tim pushed his cock deep inside of me. Our eyes stayed locked onto each other as he waited for me to adjust to his size. I’d found out recently that I liked big cocks, I think part of it was embracing what I had started calling my ‘inner slut’. The truth is, it felt naughty, that I might be one of those women that needed a long, thick cock to get off, but I was getting used to the idea, I wondered what would be ‘too big’ and grinned thinking it would be a challenge I’d enjoy investigating further.
‘Fuck Megan, your pussy is so tight..’ Tim moaned as he began pulling his stiff cock outward.
‘And you’re so big, I knew you would be.’ I grinned, smiling up at him.
He continued to fuck me, in a slow, deep way, sinking his entire length into my quickly adjusting pussy, staying there for just a moment, and then withdrawing until just his mushroom-like head remained inside of me. In no time, the sounds of our fucking became wet, and the pace increased.
I started to make some noises that Tim understood as sounds of enjoyment and now began moving his cock in small circular motions as he drove it in and out of me. I pulled my legs back towards my tits, which allowed him to penetrate a bit more.
‘Keep fucking me just like that Baby, it’s soo deep inside of me.’ I gasped.
He picked up the pace, and took my calves into his hands, pulling my legs to his shoulders. He was fucking me fast and deep now, and the familiar tingling signaled my quickly approaching orgasm.
‘Fuck Megan!’ he cried out ‘I’m gonna cum!’
I bucked my hips upward as he pounded that wonderful cock of his into my stretched pussy, crying out as my own orgasm ripped through my body.
‘CUMMING!’ he roared.
BEEP BEEP BEEP BEEP
I shot up, with my eyes wide open, and looked around the dark room.
BEEP BEEP BEEP BEEP
‘Shit.. I was dreaming!’ I grumbled.
Dream or no, my panties were wet, and I was horny, very horny.
I shut off the alarm, and started getting ready for school, I thought about taking my dildo into the shower with me, but I didn’t have time for that, and honestly, my pussy was a bit tender. My friend Ashley had surprised me with the ‘gift’ after showing me a porn clip on her phone of a very well-endowed guy fucking a woman, and me being unable to believe she could take all of his dick. I think we both were a bit surprised by the scene, I know we were both turned on by watching it and for whatever reason, she bought me the dildo I’d fucked myself with the night before. Well, it turns out I was also able to take a lot of dick. But I had two immediate problems.
First, I’d run into Ashley at some point during the day, and I still wasn’t sure how I’d handle that, I mean, it was awkward.
And secondly, I’d just dreamt about the cute guy that worked at the coffee shop, well, cute wasn’t exactly right, he was pretty, I mean, he didn’t look like a woman or anything, but he did have a very pretty look, his dark shaggy hair hung all around his slender face, clean-shaven with dark eyes, and the weird thing in my dream, is while he was definitely working my pussy, and had a big cock, he was wearing lip gloss.
What did that mean?
He certainly wasn’t wearing lip gloss, or any makeup for that matter when we’d seen him the day before, but it was Ashley that had suggested that he was ‘pretty’, so was that playing in my head?
He was flirting with me just a bit, and Ashley had said he was craning his neck to get a better look at me, so, he had to be interested in girls… right?
I planned to head back up to the coffee shop after classes today, and if Tim was working, give him all the signals he’d need to ask me out, but first, I had to get through the day and avoid the inevitable talk with Ashley.
As soon as my first class was over, I found Ashley waiting for me in the hall with a big grin on her face, which immediately caused me to begin blushing.
‘I knew it!’ she laughed ‘So it’s safe to say I won’t have to return your gift huh?
‘Ashley, that was really out of line.’ I managed to say.
‘It was..’ she started, then grinning said ‘But something tells me you watched that video and got friendly with your gift last night.’
‘Let’s talk about something else please.’ I asked awkwardly.
‘Okay, I know it’s weird.’ she said and smiled.
‘Coffee shop later today?’ I asked.
‘Are you asking the pretty boy out?’ she teased.
‘I’ll be there at 3, see you later.’ I said shaking my head and walking to my next class.
~
I got to the coffee shop a little before 3 and saw Tim as soon as I walked in.
‘Hey there!’ he said with a big smile.
‘Hello again.’ I said, approaching the counter.
‘What can I get you?’ he asked.
‘Oh, I think I’ll try one of those apple fritters and a latte.’ Escort I said.
‘Coming right up’ he said with a smile, turned, and started getting the coffee order handled.
As he turned, I let my eyes travel down to his ass, and was happily rewarded. Tim’s jeans were tight, showing his cute ass, I could picture what a couple of handfuls of that cute ass would feel like. But those jeans, wow, those jeans were very, very tight.
I thought of Ashley giggling yesterday, and saying how ‘pretty’ he was, and then my dream, with him wearing lip gloss. I don’t know why, but I was really starting to get turned on by all of this.
It’s important to note, that I’ve never been attracted to the pretty boys, I’ve just always been more into ‘all-American looking guys, not the big, muscle-head guys that spend more time in front of mirrors than most women.
But this guy, he was doing something to me. I thought back to my dream, then stole another glance at his tight ass in those jeans, and somehow, at that moment, I really wished he was wearing lip gloss. I really wanted him to kiss me. I wanted him to ask me out today, I didn’t want to have to ask him.
I paid for my order and sat at a table in a far corner, but in a seat facing him. Then began to dread the inevitable conversation that Ashley would certainly want to have.
Less than 10 minutes later, she arrived, ordered a coffee, sat across from me, smiled, and got right into it.
‘Look, I know, it’s weird, but I’m not sorry, I’m gonna talk, so just listen till I’m done, okay?’ she said with an arched eyebrow.
I lifted my coffee, and nodded, then drank.
‘I have the same.. umm. ‘friend’ I bought two, one for me, and one for you. That video we watched, I don’t know. I wanted to find out what something that big felt like, and I thought it would be hot if you found out what it would feel like too.’ she had a concerned look on her face and took a drink of her coffee.
‘I just thought, I remember you said you didn’t have time to maybe find someone, and something like…’ she looked around and lowered her voice ‘what I gave you.. Is super low maintenance, and then.. I’ve just been really into that video, you know? So when I went into the place to buy one, I just thought maybe you’d be into it too. I didn’t get it to embarrass you, or to be mean or anything like that.’ she sipped again.
I remained quiet and waited.
‘So, I hope you don’t hate me, anyway, so that’s why I did it.’ she said finally and sipped again.
‘I don’t hate you. It was just super unexpected.’ I said.
‘Is it something you can talk about? I mean, after what I just said?’ she asked.
‘Well, you were right, it fit.’ I said, trying to sound nonchalant.
She grinned ‘So, is bigger better?’
‘Well, I can’t compare it, really. I mean, I haven’t had a real one that size, so I’d be comparing two different things.’ I said, thinking that made sense.
‘I love mine.’ Ashley said with a smile.
I sipped my coffee.
‘Admit it!’ she demanded, louder than I would have liked.
‘I’m still, umm.. Researching.’ I said, trying not to sound like a slut.
Ashley turned to look to see if the coast was clear, and continued ‘I fucked myself silly last night with it, and then again this morning before class, I found another video of our guy, it’s even hotter.’
I sipped again, I’m not sure why, but I still felt uncomfortable discussing all of this, still, I’d admitted I used the dildo, I’m not sure why I couldn’t just get to terms with it all and have a frank discussion with my friend about it.
‘You know you’re curious!’ she laughed.
‘Maybe just a little.’ I admitted with a grin.
‘If I send you the link, admit you’ll fuck yourself watching it tonight.’ she said, more than asked.
‘I’m not sure, I’m still a little.. tender,’ I honestly admitted.
‘Oh my god, Megan! That’s so hot, and so am I, especially after going at it twice, still, it’s so.. I love that it leaves me feeling like that!’ she said, and I could swear her eyes were glazing over.
‘I have to ask you something a favor.. Look, it’s totally cool if you say no, I won’t be mad.’ she asked, her face had gone serious.
‘Umm..’ I said, once again, feeling caught entirely off-guard.
‘Before I ask, I have to ask another question, you said you weren’t lesbian, but you didn’t say if you were into guys.. AND girls, do you like girls too?’ her eyebrow arched up once again.
‘I mean, I haven’t ever been with another woman, I don’t like, fantasize about being with one.’ I shrugged. ‘Are you asking if..’ I’m sure I had a pained look on my face.
‘No, I’m not trying to fuck you. I just wanted to know if, you know.’ she nodded.
‘I suppose if it felt right, at the moment, I’d probably go with it.’ I admitted.
‘I want you to take some photos while I fuck myself.’ she said, matter-of-factly. ‘All you have to do is take photos, we’re not gonna fuck.’
My eyes went wide, and while my mouth opened, nothing came out.
‘I just want to see, how it looks, I dunno, maybe I’ll post some online, Escort Bayan I just wanna see how it looks with something that big inside me.’ her eyes were glazing over again.
‘You could use a mirror?’ I asked, and took a mental note to buy a small mirror for myself.
‘It’s not the same. Come on, I just need you to point my phone, and take pictures, okay?’ she insisted.
‘You don’t feel weird, having me there, while you..’ I didn’t finish.
‘Yeah, a little, but it excites me too, I want someone to see me.. While I’m doing that.’ her face flushed.
‘Okay, when?’ I asked, the thought of watching Ashley fucking herself actually excited me. Would I want her to watch me fucking myself? Would I want her to take pictures? I honestly couldn’t say, but I knew that the thought of it didn’t put me off.
‘Right now.’ she said with a smile ‘before I chicken out.’
‘Now?!’ I gasped.
Ashley nodded ‘Look, you’re the only person I’d ask to do this.’ her face took on a bit of strained smile ‘I don’t want to scare you off, or have you think that I’m trying to get with you sexually, but we share, you know..’ she didn’t finish.
‘We’ve had the same big dick in both of us.’ I giggled. ‘Ash, what happens if you see the photos, and if turns you on? What I mean is, what if you like how you look with that monster in you more than you think you might?’
‘I suppose I’ll upload them. Like, if they’re really sexy, yeah, I’d upload them.’ she said, thinking out loud.
‘You’re not worried someone you know might see the photos?’ I asked.
She grinned ‘I think that chance makes it hotter. I guess what turns me on more, is the thought of maybe looking as good as that woman in that video, jeez, she looked like she was in heaven getting railed like that, and I know that even if I set up a mirror, or a tripod or whatever else, I wouldn’t be able to just relax, and focus on fucking myself. I want pictures that show what that looks like, how I look when I have something that big balls deep inside of me.’
I nodded and said nothing.
‘Wait, so did you take yours balls deep?’ she grinned once again ‘Something tells me you did, Megan, I know you’re a slut, just admit it and tell me.’
I grinned back at her and said ‘I’m blaming you if I can’t ever find a guy that packs as much.’
‘Tell you what, if I find one, I’ll share him with you.’ she said still grinning.
I wondered if she was serious, and I realized I’d very likely take her up on the offer if it ever presented itself.
‘No funny business, just me taking some photos, right?’ I tried to look as serious as I could, Ashley was definitely a bad influence, but at the same time, I was enjoying all of this.
‘Cross my heart!’ she blurted out, and then lowered her voice and said ‘I do have to ask a serious question first though.’
I looked at her expectantly.
She looked behind her, then leaned in closer to me and in barely a whisper asked ‘What kind of panties are you wearing?
My eyes widened, and she broke into a huge smile.
‘Psyche!’ she laughed, then stood up, grabbed her coffee and purse, then said ‘Let’s go, seriously, before I chicken out for real.’
I sucked in a deep breath, I was about to watch my friend fuck herself with a very large dildo, and I’d be taking pictures of her doing it. Definitely not how I pictured spending my evening.
‘Just one more thing..’ she said ‘Can we um.. use your place? You’ve got that nice apartment and my Roomie.. Well, you’ve got that nice place and all..’
‘Ashley… seriously?’ I wasn’t sure if she was messing around again.
She nodded ‘It would probably be strange for her to watch us pop in and then hear some.. noises.. Right?’
‘I guess you’re right.’ I agreed.
‘I feel like you wouldn’t ask, even if you wanted to, but, just in case, I know it’s a long shot, but like, if it goes really well, and you’re into it, and want maybe some pics of you, you know.. I’ll take them for you.’ she said, her face serious.
‘Umm.. well..’ I stammered.
‘I’m just saying..’ she shrugged, and we walked out of the coffee shop without me realizing I hadn’t gotten Tim to ask me out. I was doubly hoping now that he had a big dick.
~
‘You’re so lucky to have this apartment!’ Ashley said, shaking her head when we arrived.
‘You have no idea the kind of pressure I’m under from my parents to keep my grades up, or this tiny little apartment disappears.’ I warned her ‘You have no idea how much my parents expect of me.’ I screwed up my face and shrugged.
Ashley watched me quietly for a moment, it looked like she was about to say something a few times and then simply shrugged.
‘So? How are you gonna do this?’ I asked.
Ashley grinned, and reached into her purse and pulled out her dildo, wrapped in the same ‘discrete storage wrap’ that mine had come with. She handed me her phone, and disappeared into my bathroom, saying ‘I’ll just be a sec.’ and closed the door behind her.
I thought that was ironic, Ashley closing the door when in a few minutes I’d be taking pictures of her naked, Bayan Escort fucking herself with a huge dildo. My eyes widened for a moment and I was grateful that she’d thought to bring her dildo and not ask to use mine. A fraction of a second later, a little eclectic thrill ran through my body thinking of how that could have been pretty erotic.
‘Sorry Megan, I didn’t really plan this well, would you mind if I fucked myself with YOUR dildo?’ I could imagine her saying, and the thought started playing little games in my panties.
I had been truthful with Ashley, I didn’t consider myself Bi, I’d never been with a woman, but the opportunity had never presented itself. Physically, Ashley had a very similar body, her tits may have been just a bit larger, but what she lacked in a stunning physical presence, she made up for with her sexual confidence. She seemed incredibly more worldly than I considered myself to be. I couldn’t have guessed at how many Lovers she may have had, but I knew she’d been with more than I’d been with. She owned her sexuality in a way that made me feel inferior, I’m sure she never intended for that to be the case, but I always felt like she’d just taken hold of her sexuality, she wasn’t apologetic about it, and I suppose I felt a bit jealous.
Just thinking of what she must have been thinking to ask me to photograph her fucking herself. I couldn’t ever imagine a version of myself that would have asked her to do something like that.
The door opened and a very naked Ashley stepped out carrying her dildo like a football, it was almost funny, but my mind had wandered, her tits were bigger than mine as I’d expected, but her areola and nipples were smaller, which, I thought made the physical size of her breasts seem considerably larger. Next, I could see that her pussy was shaved. Not trimmed, it was absolutely bare. I realized a moment too late that I was checking my friend out.
‘I usually just keep it trimmed, you know? But for this, I thought it would be better if nothing obstructed the view. I want to see if I stretch around it like the woman in the video.’ she said simply.
‘Ash, you’ve got a really sexy body, I’ve never, you know, shaved it all off.’ I looked at her face, and then back between her legs, almost without realizing it.
‘I had it waxed, it’ll last longer, you should try it.’ she grinned.
‘Okay, so what’s next?’ I said, changing the subject.
‘Honestly, I just figured we’d play it by ear, I wasn’t sure you’d be okay with any of this, so I didn’t want to plan too much.’ she giggled.
‘Okay, well, you’re here, and this is happening, so?’ I asked.
She nodded and stepped past me towards my bed ‘I won’t make a mess, and if I do, I’ll make sure to clean it.’
She hopped on my bed, pulled a pillow under her ass, and spread her legs, her pussy was now fully on display and it looked… angry. I’m not sure how to explain it, but her pussy looked upset somehow. Ashley closed her eyes and began gently rubbing her fingers along her slit, and doing little circles over her clit.
‘Okay, so you just watched me play with myself, and neither of us burst into flames, so I suppose we should relax, and just let this happen right?’ she was looking at me as I pried my eyes away from her pussy.
‘Right, I’m just going to sit over here and be quiet, and when you start playing with the toy, I’ll start taking pictures.’ I suggested.
‘That works for me, but would it be okay if you brought up that new scene I’d told you I found on your TV if it’s connected? She asked while slowly slipping a finger into her pussy.
The truth is, Ashley was really turning me on, seeing her shaved pussy, it just seemed naughty somehow, and while I’ve seen plenty of photos, and videos that included a woman with shaved pubes, this pussy was on my bed, at that very moment slowly fucking herself with her finger.
I wanted to walk over, and put my fingers on her pussy, but could never be so bold.
‘Sure, I need the URL.’ I said as I grabbed my remote and pointed it at the TV mounted on the wall. A minute later, we were watching the same male porn star kissing a beautiful Black woman who wore a skin-tight purple dress and at least 6″ stripper heels. The color of the dress against her dark skin made for a very erotic combination. He gripped her neck and slid his tongue into her open mouth, and she began making noises that left no doubt that she was enjoying his attentions. She deftly worked the belt and zipper of his slacks, and that enormous cock sprang free, which she quickly took into her dark hand and began stroking.
‘Oh Baby, this is a nice cock, this is gonna feel real good..’ she said and slipped the head past her lips.
I was glued to the TV, my pussy had been dripping since Ashley stepped out of my bathroom, and I made a mental note to play this scene back after Ashley left, while I fucked myself with my dildo before bed.
‘Aahh..’ I heard a soft sigh and turned towards Ashley, who had two fingers in her pussy, and was pinching one of her nipples, both of which were fully stiff and sitting atop her tits like fat pencil erasers. I wanted to watch Ashley but didn’t want her to stop, so I swept my gaze back to the TV and watched the woman taking a bit more than half of the guy’s cock into her mouth, and presumably into her throat.