Kelly and me were not going to see one another for a good few weeks. I was back home for the summer as was she. I told myself I should be happy as I thought about how I had been given permission to fuck another woman.
Shouldn't I have been pleased? Shouldn't I have been at the club picking up chicks? Yet most nights I found myself home alone in my bedroom, cock in hand watching porn. I'd find myself trying my best to forget her and Ken, but memories of my roommate savagely fucking my girlfriend failed to leave my mind.
Every time I would see a new picture of Kelly uploaded to Facebook those memories of her with Ken came back, and there sure were a lot of posts. A certain picture in a low cut top made my cock twitch, her taking a selfie in a pub with a small group. The trimming of her pink bra peeking out of her strapped top. Her large breasts in focus.
I wondered if Ken was somewhere looking at it, I wondered if the guys in the pictures were making a move on her. I told myself I hated the idea, but the mere thought had me pounding away at my meat, taking minutes for me to cum before falling into a slump of shame. It was a shameful cycle I couldn't escape.
Me and Kelly spoke often but we agreed she wasn't going to ask me about if I'm seeing a girl or not. I reciprocated by not bringing up Ken. We had made peace, he was a weird fling for us and now after this summer it was back to me and her, after my fling of course. But yet, I couldn't bring myself to actually approach a girl.
Lucky for me Kelly had asked to meet for a weekend. She had been working a summer job with her old school friends Charlie and Jemma, and saved enough for a little hotel. I was ecstatic, it was the perfect way to get me out of this mental prison I was in, this spiral of shame. All I needed was a night of passion with my perfect girlfriend.
I was so happy when the day arrived. The second I saw her in her adorable little floral dress, I ran to her. We dumped a bunch of stuff at the hotel and got some food, drinks and that evening for the first time in weeks I was alone with Kelly.
She was a little different, louder, bubbly, she walked with her head a little higher. I was enamoured. Here she was living life while I was stuck in my room rotting away, she even commented on how I seemed depressed. I guess I was for the last few weeks but not anymore.
As we started to fuck I was a mess, clumsy, awkward. I even felt intimidated as I watched her slip a condom out her bag. She was rarely so prepared. The thought of Ken cream pie-ing her appeared in my head as she slipped it on. It's all I could think about as she mounted me and began to ride me. Her dress slipped down as her heavy tits fell out. I had missed them so much. Her confidence, her body. After 5 minutes of her riding me as I buried myself between those heaving milky flesh mounds, the condom was filled.
I hated how she didn't cum, and she tried to comfort me. But I was defensive and insecure because of it. Kelly asked me, was there someone else. That's when I had to tell the truth, that I wasn't able to meet a girl.
Kelly was shocked. Taken back. She pressed me for more details, almost mad that I hadn't been with another woman, I was confused but eventually she told me why.
"Well I thought we agreed we can hook up for the summer?" She confessed. I was shocked.
"We!?"
"Yes. We agreed this summer we had a free pass, right?!" Kelly told me. I felt my heart drop, my stomach turned in knots. How could I be so fucking stupid. Of course, I had no right to call her out, I asked her for a pass to sleep with another girl, Kelly was just under the impression she had the same liberty.
Kelly told me everything. I had to know who, when, how. No matter how painful. But while my heart was breaking I felt a shameful stirring once again in my pants. Was this Ken happening all over again?!
"Are you sure Tommy?" She asked. She was hurting, but she also seemed tired of having to confess. Annoyed even. But I pathetically pressed her for information, even growing angry with her shamefully.
"No, you HAVE to tell me, I didn't expect this!" I barked at her. Using my anger to hide my shameful lust.
When she told me the date it occurred, I knew instantly when it happened. It was the same night she posted those pictures of her with her tits hanging out on Facebook. The very man who had his arm around her waist in said picture. Charlie, a friend from school.
While I sat in my bedroom alone jerking off to my beautiful busty brunette girlfriend a week prior, wondering if Charlie was checking her out, he was slipping off her strappy little tank top, taking off her leggings and enacting the very fantasy I was ashamed of.
They had been friends for years, and like all uni students nothing was more fulfilling than going back home showing everyone how much you had grown. While drunk she confessed to him that she was dating an open minded guy, a sexually liberated gentlemen that was so confident in their relationship that he suggested being open while away for the summer. Charlie bragged that his year of uni had been 'educational' and he wasn't a shy virgin anymore. What started as friendly flexing soon turned to a drunken make-out session.
He was a pretty handsome guy, more so than Ken, and had begun to adorn his slim frame with tattoos and piercings. Already the image of his pierced tongue in Kelly's mouth was in my mind as she told me what happened. Even though her recounting was through shame and tears, I still couldn't help become enamoured with the tale as she told me, as we sat in the dim light of our hotel room. I felt awful, here she was confessing and I was beginning to get off from it...again.
They went to his house. Sneaking upstairs as to not awake his family. Charlie lead, with his shirt soon on the floor and throwing Kelly on to the bed. His fingers peeled her leggings off those long slender legs I love so much. She was embarrassed by how wet she was as he wasted no time kissing her leg, working his way to her inner thigh and soon enough pressing his nose and stubbly chin to the panty clad mound of her pussy.
