[MF] My second visit with Emily Part 1 [GFD] [Femdom] [AgeGap] [Strap-On]

> “11am at my place. Would you be interested in trying a few things with me?”

Sadly I couldn’t make it as I had to work. So, it ended up being the following Saturday. I made damn sure I didn’t work that day or the day after. Emily understood, but part of me felt like I was letting her down. Yet we kept texting like all new young lovers do.

Emily was a woman who knew what she wanted, and how to get it. I had no idea what those “few things” she wanted to try with me were. All I knew was if it was anything like last time I’d probably be okay with it. Thursday came around and I got another text from Emily. We had been flirting with each other throughout the week a bit. Yet this text was a bit different.

> I got a new toy for you! I’ll show you when you get here!

If anything this only got me more excited to spend a day with her. I went to my job and classes and tried to focus my mind on what I needed to get accomplished. Life can’t be all fun and games, but sometimes I wished it were. If only for a little bit. There was one thing I was having trouble with, what do I define my relationship with Emily as? Are we friends? Dating? Is she my Mistress? I couldn’t find a good label for it, and then started wondering if it even needed one.

Soon, Saturday came. I woke up at 9am to get ready. I had breakfast, showered, shaved my face, and got dressed. Heading over to her place this time rather than for coffee was nice. I parked on the street in front of her house in her slice of quiet suburbia. There wasn’t another soul outside I could tell, yet all the houses were kept nice and neat.

The familiar walk up her driveway was peaceful in the sunny cool autumn air. I was nervous again for some reason. Maybe it was because the last time I was here I got pegged? Probably. This was a house of excitement in my head. I took a deep breath and rang the doorbell. I hear her socked feet on the tile as she walked to the front door and opened it. A big smile on her face as she looked up at me. “Hi there!” We both stood for a half moment taking each other in. “Hi” I said back with a smile. “Why don’t you come on in?” Emily stood to the side and let me enter.

“We have a lot we can do today.”, she said as she closed the door. I saw the shoes against the wall in the threshold and asked if I should take them off. Emily giggled a reply. “Sure, just leave them there. Along with the rest of your clothes if you want.” I paused and couldn’t tell if she was serious. She laughed at my indecision, grabbed my hand, and pulled me close. “Taking your shoes off will be fine. For now.” She giggled and stood up on her toes for a kiss. I returned it and we embraced each other.

“Meet me on the couch!” She broke the embrace and sauntered away. I had been admiring her since she opened the door. A tight but flowing dress, black with a skull and bones pattern, which accentuated all of her curves, and thigh high stockings. Her hair was in a loose pony tail draped over her shoulder. I finished taking my shoes off and joined her on the couch. Getting comfortable I smiled back at her. “So, what is the plan for today?” Emily just returned a big grin and laughed a bit.

“Well, I told you I got a new toy for you. Plus there were a few things. Okay! More than a few things I wanted to try with you.” She grabbed a mug and took a sip of her coffee. She swallowed and in a voice that hoped she didn’t offend, “Would you like some coffee? I have plenty!” I put the blame on her excitement and giggly attitude on the coffee. “I’d love some. Just a splash of cream if you have it.” “Is hazelnut okay?” “Yes, it is more than okay.” “Good, because it is all I have.” Again giggling and getting up she left the couch and poured a mug of coffee.

I wasn’t used to be doted on like this, but didn’t mind it. I honestly didn’t know if manners dictated I offer to get my own, or if her as the host should. So, I just left it. Emily returned with a mug of coffee for me, I took a sip, and it was perfect. “Enough cream?” “Oh, it’s perfect.” I took another sip. “Thank you.”

Sitting down Emily playfully chided, “Don’t thank me yet. You don’t know what I want to do with you today!” I tensed a bit sipping my coffee, and she noticed. “Don’t worry. It’ll all be fun. Promise!” Looking back at this in hindsight I wish I could have just relaxed a bit and took her at her word. She wasn’t lying. But my inexperience was getting to me.

As we sat on the couch we talked about anything and everything other than why I was over. It was nice to make a friend who was something more. Be able to talk openly about things and not feel judged or ashamed about bringing it up. There was a bit of a generational and/or age gap while talking about stuff, yet it was mostly pop culture references. Thankfully most of the ones we used landed with the other. After a couple of hours of chatting and a couple cups of coffee more for us each Emily finally asked, “So, you want to see the toy I got for you?”

She looked patiently but wanting over her mug as she sipped her coffee making herself as cute as possible. I paused a moment admiring her and finally answered “Yeah, sure!” and then finished my sip of coffee. Emily giggled and got up from the couch, putting her mug on the coffee table, and put her hands out insisting I grab them. I put my coffee on the coffee table too and took her soft hands in mine. Gently she ‘pulled’ me off the couch and lead me to her bedroom.

In the hallway she looked back at me, “Remember the last time we did this?” Oh I did remember. I’m sure she noticed me blushing too. I also remembered what it was like walking down this hallway back to the living room too. A few seconds later we are crossing from the hallway into her bedroom. A flood of emotions and memories flashed in my mind.

Emily lead me to the end of the bed, told me to sit, and went to her toy drawer. “I went shopping for a few things and saw this. I thought it would be fun if we could try it out?” She held a toy in her hands but I had no idea what it could be. It was wrapped in silicone like a dildo, but had a bend in it. Also instead of a head it had an egg like ending to it. Emily walked over to me, and saw I was confused. “You have no idea what this is do you?” Blushing I looked away, only to return her gaze, “No, I don’t.” I chuckled a bit and Emily returned it.

“This…” she clicked it on so it vibrated, “is a prostate massager.” She got a bit of a twinkle in her eye. “Figured you liked it when my strap did it, maybe you’d like it when it has a vibrator on it.” The idea did seem enjoyable, but I had no idea how to respond other than smiling. No one had bought a sex toy for me before. Emily was standing in front of me and turned the toy off. “Buuuuuttt we can do that later.” She put her legs on the bed on either side of me, straddled my lap, and wrapped her arms around me. We both fell backwards kissing each other.

We made out for a bit. She got out of her dress and was wearing a black lace bra and panties. I had to admit she looked absolutely amazing. Especially on top of me. I was stripped out of my shirt and my pants were about halfway off. “So, you want to know what I want to do with you?” She giggled and kissed my shoulder. “Sure.” I kissed her forehead. She sat up a bit leaning next to me on her arm. “Well, I want to tied you up, blind fold you, tease you with the prostate massager, maybe stick my glass and metal toys up your ass while they are cold?, and if you’re up for it a few more things.” She seemed nervous to suggest the other things. So, I bit at the bait.

“What are the other things?” I gave her space and did my best to put out the energy I was open to hearing them. Emily took a deep breath, sat fully up, and looked at me more seriously but still playful. “Okay this might be weird of me BUT”, I could tell she was nervous. “Its okay. Tell me.” She sighed out her tension and spoke. “I want to do your make up, and watch you as I tell you how to suck my cock.” Emily turned from porcelain white to a fine red she was blushing so much. I paused not knowing what to say. “If that is too much I understand.”, Emily said nervously playing with her hair. “I mean… I like what you said and it sounds like fun,” I watched her rise a few inches, “but I don’t understand. ‘Do my makeup’?” Emily, now excited she was getting what she wanted, giggled, and leaned forward to kiss me.

“Remember what I told you last time?” I honestly was too preoccupied with everything else to remember clearly. She sat up a bit and hovered over me. I felt her hand brush through my hair. “I said, ‘You’d look even better if your makeup was destroyed.’, and I want to see that.” The realization hitting home I froze for a moment. “It’ll be our little secret. Promise!” I wasn’t un-interested but was uneasy. I’d never done anything like that before, and I had a lot of questions about myself and about discretion. “Only if you don’t tell anyone.” Emily beamed and jiggled with excitement. “I mean it. It stays between us!” She calmed down a little bit. “Okay, I won’t tell anyone unless you allow me to.” Quickly she leaned in and kissed me, then got up. “Let me get your makeup!” Hastily turned around and patted the end of the bed, “Sit here for me.” I shuffled down the bed and sat as she asked me to. “Oh, and you won’t be needing these until you leave.” Emily leaned over, giving me a great view of her cleavage, and pulled my pants and boxers off. Tossing them to the side.

Heading into her bathroom Emily was animated and happy. “GOD you’re going to be so pretty once I’m done!” I could hear rummaging and the clinking of items being grabbed. I just sat on the edge of the bed, naked, not fully comprehending what I just got myself into today. A few moments later Emily came back with a bunch of stuff and placed it on the bed next to me. “Ready for your glow up baby girl?” I just smirked and looked at her. For the next 20 minutes I sat there as Emily put on my ‘face’. Smoky eye shadow, eye liner, mascara, light foundation, blush, and red lipstick. At the end she smiled at the fruits of her labor. “Fuck…” Emily said as she grabbed a mirror for me to look, “you look so cute all made up!” I saw myself and the androgyny I saw in the mirror gave me new sensations. Emily was right though; I did look cute all made up.

She pulled the mirror away and put it down. “Now get on you knees. I believe your in my seat.” As I got off the bed and turned around to get on my knees, I saw her grab her strap on and put a leg through the harness. “This is going to be so hot!” I waited a few moments as she got the harness adjusted and ready. Then she shuffled in front of me, sat down, and pointed her cock right in front of my face. “You ready to be a good little cock sucker and follow all of my commands?” Intimidated I looked up. My vision was her cock, her tits in her lace bra, and her beaming smile as she gazed down at me. All I could do was nod.

“Good girl, now start by licking my balls and shaft so they are nice a slick.” I did as she commanded. Once her cock was nice and slick she had me suck it, kiss it, and suck it some more. Never did I use my hands. I drooled all over it, my lipstick smearing, my sweat making some of the rest of the make up soften, and then it happened. She grabbed my hair, told me to stay still, and cock slapped my face. My drool helping my makeup run all down my face. Still in a daze Emily face fucked me a bit with her cock. “My you’re taking to this like a natural.” Pulling out she cock slapped me again, but also rubbed her cock over my face. “Now tilt your head back and relax, I’m going to try something.” Emily stood up, put her hands behind my head, and pushed her cock back into my mouth and began fucking it.

I could feel the thick tip hitting the back of my throat a bit. I could feel my eyes watering up, but she kept pushing. “Shhhh shhhh baby girl just relax and let it in.” as she thrusted. I felt my throat bulge at the invasion and gagged. Still holding my head Emily stroked my hair, being gentle and soothing, as she fucked my throat. I could see more and more of her cock disappear as I gagged, spit up, and controlled my breathing. Soon I felt the balls of her cock against my chin, and she held me there a moment. “Oh fuck…” I could feel her hands lovingly stroking my hair, “This is so fucking hot!” I looked up through tear filled eyes, my eye makeup running down my face, to see her proud face, behind her breasts, with a slight lustful smile.

It only lasted a moment and then I felt her pull her cock out of my throat all at once. Emily grabbed the base to keep it from drooping too much. I saw the drool and spit connect my mouth to it. Breathing I heard her giggle. “Most girls I’ve tried to do that too can’t.” I felt her left-hand caress the back/side of my head. “But then again you are not like most girls.” Emily stepped aside, grabbed a washcloth off the top of the dresser, and wiped her cock clean. As I caught my breath Emily took off the strap on, grabbed a towel, and draped it over the bed. “Why don’t you lay down while I get the rest of the toys ready?” Mostly recovered, I wiped my eyes a bit to see clearer, and got on the bed. “I’ll be right back!” Emily made her way to the kitchen, and I could hear rustling.

Source: reddit.com/r/gonewildstories/comments/t7loom/mf_my_second_visit_with_emily_part_1_gfd_femdom