After a Break Up

This story is again a (mostly) true account and as accurate as I can remember.

In my early 20’s I had a particularly difficult relationship breakup with my girlfriend. I was heartbroken and couldn’t imagine life without her.

Until I got talking to Claire, a waitress at work. We had always flirted in the past and I always imagined fucking her.

She was very attractive and what some may describe as ‘chubby’. With chubby comes huge tits.

She knew my now ex girlfriend and took time to comfort me, saying that I was not a good match for her and that I’d find someone better. With that she gave me a hug. When we parted she looked into my eyes and gave me a quick kiss. Not really romantic but it was definitely flirtatious enough to get me feeling hot under the collar.

When I got home, My cock was wet with pre cum. I raced upstairs and pumped my cock to orgasm.

A few days later, I saw Claire at work again. It was a busy night in the kitchen but we managed to have a bit of banter. At one point she caught me staring at her huge boobs that were trying to burst out of her white blouse. I could see her lacy pale blue bra and ample flesh where the buttons were under considerable strain.

When service finished and I got changed out of my whites she asked me if I wanted to follow her to her house for a drink. We both made our excuses at work and headed to our cars. Once at her house, we started drinking white wine.

Almost straight away she started asking me what sex was like with my ex.

We got talking about the risky places we’d both had sex and what we liked/disliked etc. After more wine, it seemed like what I’d hoped for wasn’t going to happen.

I said I’d better leave the car and walk home. We hugged and I stated that it was nice getting a bit of contact with a women again, joking that I’d have something to think about in bed tonight. As I started to walk off she said If I was only going home for a wank I was welcome to do it in her house. With that she squashed her boobs together, laughed and went back in the house, with me very quickly following.

She said she wasn’t interested in a relationship or romance but was happy to masturbate with me. She confessed that she loved playing with herself and loved to be watched. I took my pants off straight away and squeezed my now growing bulge in my boxers. Claire started to undo her work blouse which let her huge tits be free from the blouse’s constraints. She then let her skirt drop to the floor revealing her semi see-through panties and quite a thick pubic bush.

By this time I was fully erect. There was no point in delaying, so off came my undies. We stood there, both a bit anxious so I gave her a hug. The feeling of my erect cock brushing against her panties and belly felt amazing.

Claire pulled per panties down and fluffed up her pussy hair. It was the most beautiful site. I could also see a glimmer of shine from her wetness. She got me to sit on a bean bag and asked me to start stroking. I knew I had to take it slow as the view had enhanced my arousal.

Claire went to another room and came back with another bean bag. She laughed and said she loved to have multiple wanking chairs throughout the house. She placed the beanbag in front of mine and sat on it so our legs were at the side of each beanbag. I had a perfect view of her pussy that seemed to have swollen. She ran a finger through her slit which disturbed the wetness. Her finger was coated in her juices that looked thick and sticky and then popped her finger in her mouth. I leant forward to duplicate what she did with her wetness but she pushed my arm away stating that this was a solo thing and we need to enjoy what we’ve got. She saw the disappointment in my eyes so put two fingers deep into her pussy moving them in and out a few times before leaning over and offering me her fingers. I paced them in my mouth and savoured the smell and taste. My cock now reached a new level of hardness and was actually dripping pre cum. In return I squeezed a good amount of my juice out of my swollen Nob and offered it to Claire. The arousal in the room was now intense.

The next step was what I’d been waiting for. As I was stroking I was staring at Claire’s bra covered tits especially where her nipples were pushing the smooth light blue fabric out. She knew what I wanted to see and pulled her huge tits out of her bra one at a time. They were what I can only describe as fucking massive, like big balloons with a cherry on top!

I started to speed up the wanking whilst she was pinching a huge pink nipple and finger fucking her wet pussy. The sounds of squelching were sending me closer and closer to climax. 

I wanted Claire to cum first but I knew I wouldn’t last. I took a chance and pulled myself out of the beanbag and stood over Claire. “Oh God, cum on me,” were her only instructions to me. I was rubbing my cock into a frenzy until I felt that great feeling. I aimed at those lovely tits and the first load of cum shot out and hit her cheek. I’m never good at judging my aim. The rest splattered on her tits. I released hold of my cock that still had a string of cum dangling from it and rubbed her cummy tits, concentrating on her very erect nipples. As soon as I touched them she shuddered and let her head fall backwards. Her legs came together, toes pointing straight ahead as she had one big orgasm. I looked at her, she looked at me and we laughed. I jumped on top of her and we cuddled for about an hour. Not saying anything but knew this was our bonding time.

We stayed. Friends and I did eventually have sex with her a few times but the friendship was most important to us. We never replicated what we did but she did watch me wank off a few times and even asked me to cum in her mouth once. We did drift apart eventually but often think of her (and her huge assets) :)