About ten years ago, I was at rock bottom in a relationship.

A brief background - I was living with my partner and had kids together. Sadly, this was an abusive relationship that had lasted for over fourteen years. (It is true that men can be abused by women). I only stayed in the relationship to protect my children. It was so bad that during the latter years, I worked seven days a week in two different jobs to avoid being in the house together. Despite everything I endured, I remained 100% faithful, even though the relationship had been sexless for a long time.

I simply yearned to be happy again. To cut a long story short, I perceived my first step towards happiness being to have sex with someone else to see how I felt afterwards. So, I joined a dating site.

I was quickly chatting away with a few women, and things rapidly progressed towards meeting up.

I take pride in being an honest person; it is meant to be a commendable trait, but it does not always work to my favour!

Before meeting up with anyone, I made the conscious decision to be open about my living arrangements, so they would have an opportunity to back out if this was a problem. Which they all did!

So, I decided to take a more direct approach.

It was a Thursday evening when I started chatting to a woman called Wendy, who was in her late fifties. I immediately mentioned my lack of intimacy and how much I missed it.

She instantly proposed, “Well, you could come here tonight?”

I was desperate to say “Yes,” but I could not disappear overnight like that. So, I lamely asked, “What about first thing in the morning?”

Despite sounding pathetic, Wendy surprisingly responded with her address.

We only exchanged a few more messages that evening, and I went to bed uncertain about whether Wendy was a real person.

Now, for a little bit about me: From a youthful age, I quickly realised I was not blessed with that raw sex appeal to instantly attract a woman's lustful attention while “walking down the street” or “standing at a bar”, instead I am the stereotype of the “nice guy” where it’s my personality that creates a greater attraction.

So, here I was about to meet a lady for sex, somebody I had barely exchanged ten messages with, never mind spoken on the phone, THAT sort of thing never happens to me!

The next morning, I got up at my usual time of 5:30 am. My routine was to walk my dog and then go to the gym. When I was out walking, I tentatively sent Wendy a message to ask if we were still on.

Straightaway, my phone pinged. It was Wendy, and her reply read, “Are you not on your way yet?”

That was it - a deep breath, and I was quickly heading back home with my dog. I packed my gym bag as normal so as not to arouse any suspicion, only I was not going to the gym that day!

It was a dark and wet Friday morning in November. Wendy lived about a 30-minute drive away. The whole journey I kept thinking about what would happen when I arrived, what if she didn’t find me attractive and changed her mind, (something that has happened to me quite a lot), while also telling myself not to say or do anything stupid, (something I manage to do quite a lot!).

It was 7 am when I arrived at Wendy’s house. I quickly noticed several neighbours were already going about their morning routines, so I parked around the corner to make my visit less conspicuous.

As I walked towards her house, I noticed a light was on downstairs, but the rest of the house was in darkness.

The moment had arrived, and I nervously rang the doorbell. Next thing, a large sounding dog bounced against the front door, barking and growling. I could hear a woman shouting at the dog before the door opened.

I was pleasantly surprised. Wendy was far more attractive in real life than her profile picture. She was about 5”5 tall, medium build, with short dirty blonde hair and she was wearing a white vest top and pyjama shorts. I instantly noticed Wendy had no bra on as her nipples were visible through the material.

She quickly ushered me in and closed the door. Before any words were exchanged, we embraced in a long, passionate kiss. Wendy pulled me in closer as the kiss went on, and I could feel her breasts pressing against my chest. What a welcome!!

As we broke from the kiss, Wendy said, “Don’t worry about my dog, he’s actually friendly, and it’s just all noise.”

I assured her, “Honestly, all dogs love me. It is not a problem.”

She then said, “Follow me,” as she moved towards the staircase.

As she climbed the stairs, my eyes were fixated on her beautiful, round bum, which wiggled at my eye level as we climbed each step.

She led me into her bedroom and closed the door to keep her dog out.

We then embraced in another long, passionate kiss, only this time Wendy broke away and began removing my clothing.

First, off went my hoodie, followed by my t-shirt. We embraced again, and I am sure Wendy could feel my hard cock straining against my jeans.

She broke away again, this time to unbuckle my jeans. I stepped out of my jeans and kicked them over towards where my other clothes were lying on the floor.

Wendy then pushed me towards the bed, and we fell onto her bed together.

We continued with our passionate kissing. I moved my right hand over her breast, and she groaned very slightly.

I paused for a moment as I realised that I was now caressing another woman’s breast for the first time in 14 years. It felt fantastic and there was no turning back now.

I continued to caress her breasts over her top while occasionally massaging her nipples between my fingers. I then stopped to remove her top. When I lifted her top over her head, her perfect breasts fell free. They were neither big nor small, just the perfect size for her build, and so soft to touch.

I sighed at the amazing sight in front of me.

I sighed as I took both breasts in my hands, before I took one nipple in my mouth, running my tongue over and around the tip. Wendy let out a groan.

I then switched to the other nipple and did the same again. Wendy let out another groan.

The more I nibbled and sucked on her nipples, the more she groaned with pleasure.

Wendy eased me away slightly to move her hand over my boxers. She grabbed hold of my rock-hard cock and gave it a few small tugs. She then slipped her hand inside my boxers and continued to give me a slow wank. All the while, I stayed focused on her nipples.

Wendy then positioned herself to remove my boxers. I lifted my hips into the air, and she eased my boxers down. As soon as my cock sprang out, Wendy grabbed hold of it and lowered her mouth over the top of my shaft. She then began sliding her mouth up and down my shaft, occasionally stopping to lick the tip. Slowly, she took more of my cock into her mouth before going into deep throat. I feared my cock was about to explode at the sensation overload. The blowjob was incredible. All I could do was lie back and let Wendy be in complete control, praying that I would hold out and not cum there and then.

After a few minutes, Wendy let go of my cock and lay down beside me. We kissed with even more passion this time. It was now only fair that I returned some pleasure following that incredible blowjob. As I moved my hand between her legs, she obliged by opening her legs slightly.

I ran my fingers over the top of her leg before I manoeuvred my fingers inside her pyjama shorts.

Wendy was not wearing any knickers.

I then ran my finger over the top of her pussy, and she let out a groan. I could feel she was soaking wet. I then removed Wendy’s pyjama shorts, exposing a beautifully shaved pussy.

As I moved myself in between her legs, she opened her legs wide. Her glistening pussy, in all its glory, was now in front of me. I used my fingers to ease apart her lips before teasing her slightly by running my tongue along her lips. She moaned aloud. I then ran my tongue up towards her clitoris using my fingers to gently roll back her hood. My tongue then flashed over the top of her clitoris, and Wendy let out a loud moan.

I continued to flick my tongue over her exposed clit and found the rhythm that matched Wendy’s small gyrations. I slipped my middle finger into her pussy while using the fingers on either side of my middle finger to keep her clit exposed. I am now simultaneously flicking her clit with my tongue and finger-fucking her at the same time. The faster I went, the louder Wendy moaned. Just as I brought Wendy to the verge of an orgasm, she grabbed hold of my head so I could not move away from that spot. As she orgasmed, she screamed aloud while covering my face in her juices.

“I want you inside me now,” she at once proclaimed.

I had brought condoms to be prepared for all eventualities, but as soon as Wendy realised what I was about to do, she said she could not use condoms.

I did not hesitate to ask why; instead, I moved back between her legs. I began to slowly slide my bare cock inside her pussy. It felt so tight and very warm! Wendy reached out and grabbed hold of my arms and wrapped her legs around me, pulling me in deeper. 

We were fucking in the missionary position when I pushed up onto my knees. I was now holding onto Wendy’s ankles with her legs in a V-shape. Each time I slid my cock out and back into her wonderfully tight pussy, she moaned with pleasure.

This was so good. 

Wendy then asked me to lie down and proceeded to climb on top of me. Cowgirl is easily my favourite position.

Once straddled, she guided my cock back inside her pussy. I reached out and grabbed both breasts with my hands. We continued to grind away while gripping her breasts and sucking on her nipples.

After a while, Wendy jumped off and assumed a doggy position. She had positioned herself just perfectly that allowed me to slide back into her pussy again first time. I was holding her hips while fucking her hard. I could see her breasts swaying to the rhythm of our sex.

It is now that I began to feel myself getting close to shooting my load.

I warned Wendy, “I am about to cum!”

At this point, Wendy rolled over onto her back and, with a cheeky smile, said, “You can cum wherever you want.”

As I enjoy cumming in many ways, as well as being caught up in the moment, I could not decide there and then what I wanted to do, so instead, I slid my cock back into Wendy’s wonderful pussy to allow myself time to think.

I began to fuck her hard in the missionary position. Just as I was about to ask Wendy, “Can I cum inside you?” I felt the surge of my sperm from deep inside. 

With no time to obtain the approval I looked for, I instinctively pulled out and wanked my cum over her belly and pussy. I then slid my cock back inside her pussy again, hoping there would be no objection. As I was raised up on my arms, Wendy began to rub my cum over her pussy and breasts. It was such a turn-on to watch her playing with my cum like that!

At the same time, I was slowly pulsating my cock inside her until it started to soften. I then pulled out and fell back onto the bed next to Wendy.

Wendy rolled into my arms, and it is at this point that we start to have our first conversation. However, this did not last long, though, as we soon started to talk about what had just happened.

She explained to me she could not use condoms as she was allergic to latex and followed up by saying, “I love the feeling of cum running out of me.”

With that, Wendy ended the conversation by moving down and taking my cock in her mouth. In no time, I was rock-hard again, and I knew exactly what she wanted me to do.

Wendy wanted my cum inside her.

Wendy rolled onto her back, and I positioned myself between her legs. I could see my dried-out cum still embedded on her breasts and belly from round one. 

Without any hesitation, I slipped my cock inside Wendy again and began to fuck her hard and fast from the off. I also knew I would not last long.

We continued in the missionary position, and soon I began to feel the tremors. I warned Wendy, “I am about to cum!” 

She screamed, “Cum inside me, I want to feel your cum inside me.”

With those words, I exploded deep inside her.

I stayed inside Wendy, basking in the moment. At the same time, I was looking down at her beautiful face and amazing breasts, while Wendy was looking up at me with rosy cheeks and a huge smile. 

By this point, we were both exhausted, and we fell into each other's arms.

It was now after 10 am, and in those three hours, I had one of the best experiences of my sex life!

I had now fucked another woman, and I did not feel one bit guilty about my partner. This sealed it for me that the grass is most definitely greener.

I would love to meet another Wendy again; it was such incredible sex!