That sexy MILF at the convention [MF] [Cheating]

Long time lurker and reader. Finally decided to share a story.

It all happened a few years ago. I was in Toronto for a small convention. Small crowd, maybe 40 participants and mostly locals from the region. (I’m from Montreal). Since I had booked last minute, I wasn’t staying at the hotel of the convention. I get there early, do my check-in and grab coffee. I see that there isn’t many conversation or interaction going on.

I notice a lovely lady that is from Montreal ( I could tell by her name and where she works) and decide to introduce myself. We’ll call her L. We immediately strike it off and have a nice conversation and both mention how cool we are both from Montreal.

She is about 5’7 long sandy blond hair blue eyes. She’s mid-forties but looks more like late thirties. Now, she had killer natural breasts. Most likely G or something. She’s not petite but not BBW. Curves in the right place and wearing a thigh but professional dress to show it off. She’s showing cleavage, not outrageous but enough to imagine more and take a peak.

Conversation is professional and fun but I doubt than anything could happen. The day goes by and unfortunately I don’t get to have lunch at her table.

At the end of the day, I manage to catch her and I ask her if she has plans for the evening (eating alone sucks). We agree to grab lunch and that we both want to stop by our room to freshen up. We exchange number and set a time.

We meet at the street and she has changed dress. Something more colorful and showing a little bit more cleavage. My mind is racing… She is not a prude and she knows what she is doing. Then again I don’t want to be too forth coming having miss read her signals.

We walk a little bit and settle on a nice restaurant with a terrasse. Conversation is light and fun. And at one point the conversation falls on Ashley Madison… I don’t recall how we ended up on the subject (maybe because we were chatting about information security).

She talks about it very casually… And now that now would be a good time to sign up since they must have fixed the holes and it got ton of publicity.

I decide not to push the envelope and conversation moves to other subject. After diner, we decide to find a bar for a last drink.

I keep my drinking light has I’m presenting the next day but she continues to drink and is a little bit more tipsy.

The convo moves to cougars. We do have about 15 years difference but we keep it general. We don’t stay that long and we walk back to the hotel.

Has we are walking I do ask if she has ever been with a younger men. She confirms and says that it was very hot.

We part ways and go back to our separate hotels. When I get to my room I text her to thank her for the lovely evening.

Our texting gets flirty… And I finally build the courage.

M: Would I be the type of younger that you would like to have fun with?

L: I could see the lust in your eyes all evening. It was very flattering. You can come and join me in my room. 609.

After some hesitation, I made up my mind and started walking toward her hotel. I get dressed and decide to sport it commando.

I knock on her door… My heart is racing and she discreetly opens up… She has as changed also… She is wearing only a fishnet dress that reveals her magnificent breasts and a thong.

We sat in the couch and chat a bit. She is beautiful and I can feel the lust building up. My hand is caressing her thighs, slowly with the tip of my fingers and I move to kiss her. Our tongues out into each other. She’s a great kisser.

My hands finally move to her breasts. I had been waiting all day to caresser them. They are big, natural and firm. My hands are discovering her body… And I can hear and feel that she likes it.

We get up… Still passionately kissing and discovering each others bodies. She removes my shirt and unbutton my jeans to discover I’m commando.

“I see you have a surprise for me”

Her hand caresses my cock, feeling my hard on.

“I want to taste your clit ” I murmur

We move to the king size bed. She’s lying on her back. Legs opened.. waiting for me. I remove her panties and position my-self between her legs… kissing her inner thighs and caressing her legs.

Her pussy is nicely trimmed and beautiful to watch. I starting kissing her clit… giving attention and teasing her. I can feel that she wants my tongue directly on her clit but I want her to build some tension… make her anticipate.

My tongue moves to her clit. She moans and she feels good. She’s enjoying all of it. My mouth is deep on her pussy and my eyes are looking at her body. Does breasts look beautiful while I’m eating her out.

“Come here and get closer… I want to suck you” she moans.

“Not before I make you cum” I simply reply.

“Ohhh… you are going to need to get some fingers inside”

And I oblige, inserting two fingers deep inside her, feeling her the insides of her dripping wet pussy. My toungue is still working on her clit… accelerating the cadence.

My free hand is woring on her breasts, pinching her nipples.

“Harder” she moans. I oblige, pitching and twisting. My mouth is fully covering her clit my fingers moving faster. I can feel her tension building up. She’s getting closer.

And she gasps, coming hard. I feel her contracting on my fingers… her body tensing. She’s orgasming and enjoying all of it.

I reduce the cadence, still giving attention to her pussy, slowly tasting her.

I lay down next to her and she passionately kisses me.

She moves down to me to get ready to suck me. Her beasts are all over my body and she is positioning her self. My hands wanders and get some nice feels. She’s now on her knees in front of me and removes her dress. Fully naked in front of me. She’s caressing her body for me with a lot of focus on her breasts. I can’t wait to feel her mouth on my cock.

She moves her mouth and taking has much has she can. Her toungue is very active. It feels good. Having my cock in her mouth feels like a release. Her hand is working on my balls. She moves her hand to my cock, massaing my shaft. It’s only been a few minutes and I can already feel my self ready to cum.

“Not to fast, I don’t want to cum yet”

She stops sucking and keeps a slow motion with her hand. “Let’s savor the moment.”

I can feel the tension in balls. It’s going to be a strong one. Her hand is massaging my cock and I can see her breasts. She’s is caressing them. Damn, it’s so sexy and hot. I can’t hold it anymore and I explode. My first shot gets on her breasts and neck. More keeps coming out and lands on me.

When it’s all out, she moves between my legs and kiss my balls. Her tongue moves on my still hard cock. She takes me in her mouth. She’s going slowly has she can see that I’m very sensitive.

After cleaning up we are both lying on the bed, enjoying the post-orgasmic hill.

PM and comments welcome. Thanks for reading!

Source: reddit.com/r/gonewildstories/comments/6kh1ed/that_sexy_milf_at_the_convention_mf_cheating