Steamy Passionate Night With Jill

I (27 at the time) met Jill (52 at the time) through a dating app. I saw her profile and I was instantly attracted to her so I messaged her, I let her know my age and what I was looking for which was an ongoing sexual relationship. She appreciated my honesty and that it wasn't that she wasn't interested in that kind of relationship or me, she just didn't know what she was looking for and probably wasn't gonna be on the app long. She actually planned to delete the app soon.

For some reason we just clicked and chatted the rest of the day until later in the night, we got to know each other a little, I shared a picture of myself with nothing but briefs on that showed a very obvious and revealing outline of my bulge along with my very muscular body. She was intrigued to say the least. I told her she'd be more than just intrigued once my tongue was running through her ass, she acted as if she was taken aback with that comment but also turned on as well. I fell asleep during our conversations and when I woke up her profile was gone, I was disappointed but I understood. It's online dating, people disappear and flake all the time, nothing new.

A little over a week passes and I get a message request on Facebook from someone I'm not friends with.....that someone was Jill. She seeked me out and contacted me, from there we exchanged numbers and texted and talked every day for a week. She told me personal details about her self such as being divorced for a couple of years, being new to the area, has a couple of grown children in their early 20s. We planned to meet that upcoming Friday night. Initially we planned a public meeting at a restaurant but she finally insisted I just come to her house instead, it was about a 45 minute drive to her house and she told me to bring an overnight bag.

Once I got there I walked up to the door and she was already waiting for me to let me in. She had a very nice home, clean, smelled nice and was well put together and inviting. I walked in and we both said hello and smiled at one another then she jumped into my arms to give me the biggest hug. I looked her over and this was a very nice looking, attractive woman. Even more so in person than in her pictures, tall (5'8-5'9) big tits (d cups), flat stomach, slight hourglass figure and long legs. I told her how much more beautiful I thought she was in person and she went in for a deep kiss.

We stood there kissing and I pushed her up against the front door while running my hands all over her body....she started leading me to the couch and had me sit down and she then straddled me and took off her shirt exposing her lace bra and magnificent tits in my face. I picked her up and put her on her back and pulled her pajama pants off revealing her lace panties. I started to pull them off and she said let's take things to her bedroom. I stripped down to my briefs revealing that familiar bulge she had seen before, she stared at it for a few moments and the glanced at me with a smirk then turned and headed to her room so I followed her.

Once in her room i pushed her onto the bed and climbed on top of her kissing and caressing her entire body, I finally removed her bra and panties and got my head between her legs and started sucking her beautiful pussy. I kept going down on her and she was going crazy moaning, twisting, turning, squeezing my head with her hands and inner thighs. After 10 minutes or so of going down on her I lifted up her legs and pushed them back until her knees were beside her head and did what I said I would when we first started talking that had her taken aback.....I put my tongue in her ass. She let out a loud moan and I could feel her entire body quiver. After a minute or so she pushed and kicked me away and rolled over to regain her composure and catch her breath.

Once she regained her composure she said it was her turn, she had me lay back while she kissed, licked and caressed my entire body until she made it to my briefs. She teased me by kissing and lightly biting my rock hard dick through my briefs and finally pulled them off and proceeded to give me the best blowjob I've ever had before. She finally sat on my dick and rode me for awhile until I flipped her on her back missionary. This is where it was the most passionate, 15-20 minutes of nothing but deep kissing and a steady stroke giving her another orgasm. Eventually she was ready for me to bend her ass over and go to work and I did until I finally had her on her stomach prone, it didn't take long at that point for me to finish inside of her and fill her up completely.

Afterwards we just laid beside each other talking about different things until she decided she wanted to give me a back massage and broke out the oil. She massaged me while kissing me all over. Once she finished I returned the favor and massaged and oiled up her entire sexy body.....we ended up having sex again after the massages. After sex it was pretty late and we both showered and tried to get some sleep, we snuggled up under the covers naked all night. Neither of us got much sleep because every other hour we kept waking up to one of us touching or kissing the other and end up having sex again.

We finally woke up around 9am and ended up having another passionate sex session before showering again. After showering we both snuggled on the couch and talked for about an hour, discussing our plans for the day. She planned to hangout with her sister, I planned to workout and go out with friends that night. We said our goodbyes, shared one last hug and kiss and I was on my way home.

The next Monday morning she sent me a text asking me to call her so I did while I was on my way to work and she explained that she had an amazing time with me, that I was great.....but she can't do this anymore because she already knows she's gonna catch feelings and like we had discussed before it wouldn't work out because of the age difference and where we were in life so she thought it was best to cut ties. I was disappointed but understood.

Come to find out 6 months later she got engaged, I assume to the guy she had mentioned in the beginning that she didn't think it was going anywhere with which is why she was exploring other possibilities in the first place. I honestly think she was using me for one last good time before fully committing to this guy. She's still married as far as I know today. I still think about her every once and awhile, she was a beautiful, well put together, sexy, sweet, caring, compassionate, educated and classy lady....I'd feel like I won in life if I found a woman around my age to be my wife that's alot like Jill.