I have been doing the online dating, and meeting people through work, and just various bars and places for the last three years. I fucked different men, some were great, some sucked, some love bombed then left. Some wanted a relationship, but I was not ready, or they just didn’t want anything more than a fwb. I enjoy being in a committed relationship, as I explored threesomes, and swinging, but none of it was for me. I am a bit older, early forties, kids are almost out of the house. I also had some cubs, dated older men, and some my age. No one ever stuck out. Until, I met him. He was just a few years older than me. Takes care of himself, has children, does not want anymore, and what was most surprising he is a ginger. He has long hair, not something I am normally interested in, and he is a bit shorter than I prefer, but he will still be taller than I am, even with heels. I never thought gingers were even attractive. He just stuck out of the crowd, and I actually matched with him on three separate sites. We lived pretty close by, so I decided to message him first.
Diane: Hey Ben, I see we matched on a few sites.
Ben’s response a little over an hour later. Yes we did Diane, great pictures btw! I read your profile, and it looks like we have quite a bit in common. Do you prefer to talk over text or a phone call, or would you like to meet in person?
Diane: Normally, I like to talk first, but can you meet for lunch tomorrow?
Ben: Yes absolutely, I have a great suggestion, there is a great sandwich shop, that has salads and soups, so something easy and good with some choices depending on what you are in the mood for?
Diane: is that Gloria’s?
Ben: I guess you like it also?
Diane: I love that place.
Ben: so it is set, meet there around noon?
Diane: perfect
Ben: here is my number in case you are running late or can’t make it. I look forward to meeting you in person.
Diane: same here is mine…
Diane’s only thought was, why did I just give him my number. Crap, I don’t normally do that.
The next day I put on a little bit nicer of an outfit, a very nice sun dress, as I am normally in sweats and a t shirt for work out of the house. Got to Gloria’s around 11:50 ish. A minute after I pull up, I get a text from Ben.
Ben: hey I am walking out right now should be there in 5 or so minutes.
Diane: thanks I just arrived.
Ben shows up, he is wearing a company polo logo shirt, tight fitting jeans, a pair of boots. His hair is a pulled back into a pony tail. Just not something she is used to. He does have an infectious smile, walks up, and asks if he can give me a hug. I respond by putting my arms around his shoulder, and waist. I can feel the muscles as his hands pull around my body. After this i look him over, and can really tell he is really fit for his age. Flat stomach, bulging biceps, and I look down and can see a small bulge from his crotch. Not like some guys I’ve met, but enough i could tell he has something there. His cologne was intoxicating, and I lived the smell.
He says, “sorry I have become a hugger since Covid”.
Diane responds: it’s fine, I don’t mind at all, and you are obviously pretty strong.
Ben responds: I try, not as strong as some of my friends. He looks her up and down, and says, “i could easily carry you around though”, with a smile and a wink.
We both order food, he looks at me with his greenish eyes, and is carrying on a conversation. I am trying to keep up and ask questions, but all I feel is that I want him, but I don’t want to seem to forward. My lips start to get wetter, and my pussy starts to get wet. We are eating, but I barley touch my food. He looks me over, gets up, and I start to ask where he is going. He walks towards me, and leans over, uses a finger to brush my hair from my ear. Leans in and says, “you have been eye fucking me through lunch. Do you want to do something about it?”
I look at him with shock at first, but then realize, I am wet from this man, and I want him even more now, that I know he is assertive. I smile, and he sticks out his hand, to help
Me out. He grabs all the food, throws it away on the way out, and then says I will follow you to your place. We arrive at my place and as soon as I walk in he shuts the door behind me. He grabs my hand as he pulls me in for a kiss. He picks me up by both of my ass cheeks as I wrap my legs around him. I can feel his bludgeoning cock now as I start to rub my crotch into his. He sees the couch and heads straight over there. Not having any issue holding my 150 lb frame. He lowers me onto the edge of the couch to where I am sitting in the arm. He pulls down my panties and takes off my sun dress. I unhook my bra as he goes in for another kiss. The first time I felt a spark, this time I felt the passion as I was kissing him back. He pulled away and went into my neck. I didn’t have to lead him there, he was kissing the right side, holding me with his right arm, and moved his hand to in between my legs. He slowly opened me up, and played with my clit for a few moments, and then moved around me while holding me up, so that he could kiss my breasts. He grabbed my hands as he slowly lowered me down as as my legs slid up and my back fell into the cushion. He opened me up and I put my feel on the arm, as he began to kiss my inner thighs. He unbuttoned his pants and took off his boots and shirt. I still did not get a look at his cock. He continued down, kissing my inner thighs as his hands would bulrush up against my lips. On his knees, he he worked from the bottom of my vagina up to my clot, inserting his tongue just slightly as to let it be known he was there. As he placed his lips atriums my clit, he Baham to lick and suck in it, after five or so minutes, I was already ready to orgasm, and he brag to insert his fingers. He used what felt like a drilling motion, inserting and turning as he inserted them as to roll into all sorts of angles. I came within a minute, as he continued to work me over. He started there and did not stop. He was amazing, his tongue made me melt, and cum over and over again. He stayed down there, for at least 20 minutes. Not stopping to take a break once. He finally stopped and grabbed my hands, and I was able to take a look at his penis. Nothing extraordinary, looked average at best but rock hard, I did laugh but not at the size. He had shaved his pubes into a heart, and he said do you like my flaming heart. I love it. He grabbed his cock, and played with my clit before entering. The first three to four inches of my vagina. His penis was that right size and shape that just stayed in pressed against it as he entered. I placed my arms around the back of his neck as he pulled me in a little closer.
As he entered, I just stared at him, no condom, and I didn’t ask. It felt so good, and I know I would regret it later, but he went in. As he did we just looked at each other as he called me his little cum slut. As he kept going I directed him one time to quicken the pace. He did so, and just hit the right speed. I could feel myself wanting to vim, but I was holding off, he looked into my eyes, and said just let it go. So, I did, and boy did I ever. I had not squirted in a long time, but I did with him. He immediately went down, and started sucking on my clit, and playing with my vagina with his tongue. Back and forth, it made me cum again. I was so worked up, he entered me again, as he was fucking me he asked where do I want it, I said in my mouth, so he pulled out, and I met down to my knees and grab his cock to put it in my mouth. The pre Cum came almost immediately, and a few strokes I could feel it in my mouth. I sucked every last drop off of him. Then he helped me up and kissed me again. Allowing the taste of my pussy and his dick swirl around in our moths. We got cleaned up, and he asked if I had plans for the evening. I said I did not and he asked if he could come over again, as he has Unfished business with me. I said unfinished, he said yes, you will see, he gave me a wink. Kissed me again, and headed home.
10 minutes later he texts me, and says I look forward to tonight. I hope the rest of your day continues with the smile I just put in your face.
Source: reddit.com/r/eroticliterature/comments/tqiq8v/dianes_diarymf