[M]y week of handjobs

So this story takes place when I was 27, and had been entering my groove both in my career and in my personal life. I was single, and had already had a first love and a couple of rebounds, and was now looking to step up.

There was a girl I had my eye on, her name was Carly. Carly was your typical former cheerleader type, bubbly and always smiling, small perky tits and a tiny ass. She was an assistant in my workplace, and we’d hung out as a group, flirty here and there and I was chasing her kind of hard. She was aloof and liked the attention, I don’t think she was short on getting attention from men.

But, this story isn’t about Carly.

This story occurs during a week long camping trip, when a bunch of work colleagues and friends decided to hire out a cabin and make a week out of it. There were 14 of us, 3 couples and a bunch of singles. Me and 2 other guys and about 5 girls all from the office or friends of friends.

The setup for the cabin was kind of weird, but it had a bunch of couples rooms but only 2 rooms with a pair of single beds in them. So a total of 4 single beds and a bunch of ‘couples’ rooms.

The mix of people were a bunch of graduates and interns, and a couple of us more senior (i.e older) people. My good friend mark and his girlfriend Stella were going, along with Carly and a friend of hers and a bunch of others.

I drove out there a little late on the first day and unfortunately all the beds and rooms had been taken. The two other guys, I knew one of them well, he was a grad but the other guy I’d only seen him a couple times before. They took one of the single bed rooms, the coupes all took couple rooms, Carly and her friend Jess took another couple room, two of the single girls snapped up the other single beds and I was left having to share with one of the other latecomers (although she got there before me) who was another intern at work called Rebecca, or Bec for short. I’d seen here a few times and hung out at the bar when she was there but never really said anything more than “hey” to her.

So Bec was 21. She was kind of chubby, very curvy but also you could tell she was a bigger girl. I admit at the time I always thought she had an extremely cute face and smile, and great blonde hair, but yeah, compared to express cheerleader Carly she would be considered by most far far less attractive.

So I get to the room, put my stuff in a section and let Bec know “well, guess we’re roomates for the week. Hope you don’t mind, I fart alot in my sleep.” That was my attempt to break the ice, and she appreciated it and gave a little joke back. We settled in our stuff, who’s side was whose, general rules and all that, then went to hang out with the group.

It was pretty late so we had a few drinks and then crashed. It was weird bit having bec sleeping beside me felt kind of nice, like I’d missed having a woman by my side, and listening to her breathing was kind of cute in a way.

Anyway, next morning was all activities and drinking. Hikes, bit of a swim, starting a fire, all that. Some people brought weed and the two other guys had mushrooms which they kept saying they were going to take and everyone kept telling them not to, that old cat and mouse game they did for attention. Me, I started to work on Carly.

That first day I went hard after Carly, but her friend kept running interference. I’d get a few quiet moments with her, but she liked the game and the attention, and would pout her lips and run off with her friend while I kept fantazising about slamming that pussy from behind.

So dinner and drinks came and went and it was back to sleep, no action with Carly on that day. But little did I know what would await for me that evening.

So again Bec and I fell asleep on our designated sides, but in the middle of the night, half asleep we kind of stirred in unison and almost instinctively I grabbed her and manhandled her into sleeping with her head on my chest and my arm around her. Just like a normal couple would. I didn’t even think and to my surprise her hand went instinctively to my cock and wrapped around it. At that my cock got rock hard, and groggily woke up and Bec started stroking my cock. I finally got my wits about me and leaned over and kissed her, she kissed back, and then I tried to start to move in a way that said I wanted to fuck. She stopped me and whispered “shhh, just relax” and she put my hand on her round ass and started going to work on my cock with her hand. She’d wet her hand with saliva and mixed up slow strokes with hard ones. It was an absolutely amazing handjob and before I knew I erupted all over my shirt and self. She giggled, got up and grabbed a towel, cleaned me up and said I guess you can’t sleep in that shirt anymore, and we both resumed our snuggling position and fell asleep together with her hand still wrapped around my used cock.

At morning my cock stirred again, and Bec was right there. Stroking and massaging my balls, using spot for lubrication I just lay there and let this chubby yet cute girl empty my balls.

After that second handjob bec got up and we went off to join the group.

That day was weird. I resumed my chase of Carly, and Bec hung out with the people she was closer to. She briefly smiled and chatted, and most people though we were becoming just good friends because of the time spent in the room. Nobody suspected the handjobs, as everyone thought I was there for Carly.

Anyways, the day was still uneventful and I started to note that Carly was being a bitch and really just playing me. Hey be a sweetie and get me a drink, oh I’m so tired let me lay my feet on you, that type of stuff. Before I would have taken it all as a sign that she was interested, but with my balls taken care of they weren’t as appealing anymore. And to be honest, I was kind of looking forward to going back to bed again.

So, night two comes along and I don’t want to presume so I go to bed normally, in a new t shirt and shorts and onto my designated side. Bec crawls into bed in her t shirt and I catch a glimpse of her panties which were cute and kind of looked at her gorgeous cute face and thought “damn, she’s actually kind of a stunner”.

As we settle down, both on our sides, Bec simply said “so you want to get another t shirt dirty again tonight?” Followed by a cheeky smile. I said “not really” and she said “well?” It was my moment to act. If I kept the shirt on she would get the message. Instead, I took off my shirt, my shorts and lay in bed fully naked.

At this point I expected Bec to undress too, completely sure we would be fucking, but she didn’t. She stayed dressed, positioned herself on my chest and hand went straight to my cock.

I’m rock hard again, confused and wondering what is going on as she starts stroking me. Then she starts whispering into my ear. “Want me to take care of this hard cock for you?”, “A man should never go to bed without his cock being serviced don’t you think?” And it went going as she started stroking and using her spit covered hand again. I could only mumble a few yes and oh wow but she was a total pro. Then she took it up a notch. “Bet you wish you could bury this hard cock into Carly’s tight pussy don’t you? Would you give her ever last drop of cum deep into her pussy? You think she’s a slut and would take this deep into her throat, good girls love getting throat fucked.” And all manner of depraved stuff. Needless to say, I exploded to a chorus of “that’s a good boy, let’s empty you nice and hard”.

I was spent. I lay there and Bec got a towel and cleaned me up. I did nothing but lay stunned until again, she resumed her position on my chest and hand wrapped around my cock. Then we both fell asleep.

By the next morning she had emptied me twice more, and I was getting addicted.

That day was another weird one, talking to Carly, everyone asking how it was going with her and that she likes me and I should make a move. All that. Yet I found myself noticing Bec. The whole day. Her curves, her smile, her gutteral laugh like she didn’t care who judged her, as opposed to Carly who was all pouty and boring. I like to think it was also at that moment that I went from being a boy to a man. Noticing Bec and her curves, yes she was considered big or “fat” to this superficial bunch, but I kept thinking about how that body was a body built to fuck. And I wanted it.

That night there was no pretense. I got in bed naked. Bec straight back with her hand on my cock. I told her “you’re gorgeous, I want to fuck you so hard.” And her response was “but what about this massage oil I got today at the store, it’ll make it far easier and nicer when I drain your balls.” She pulled out a plastic bag wrapping this massage oil and poured it onto my rock hard cock. She then proceeded to give me an out of this world handjob, lubed up to the max, it was like fucking a tight wet pussy, expect it was her hand. Her dirty talk was going to new heights too “you can use this hand whenever you want, it’s just here to make your cock happy.” “Imagine fucking that slut Carly and fuck my hand instead” “I’m going to make sure your balls never ache again from not releasing cum.” On and on. After unloading again I finally asked “what the hell bec, this is amazing, do you want me to do something for you in return?”

And she said “hmmm, maybe, but not right now.” I asked why she loved giving my handjobs and she said she got really turned on by JOI videos (jerk off instruction) and little did I know but she was getting off herself on the handjobs and would finish herself off in the shower every morning or sometimes in between handjobs whilst I was sleeping.

So this went on for the rest of the week. I lost count of how many times Bec made me cum, but it was alot. On the final night I said in a silly way which came off I suppose kind of cute “oh man I don’t want this week to ever end.” I think it made her happy, and she showed it by swallowing my last load of the week.

The week ended and everyone went back to their normal lives. Nothing happened with Carly and I think she either got disappointed in me that I didn’t make a move, or started getting attention from someone else so she didn’t need the attention from me anymore.

About 2-3 weeks after the trip, after going back to normal me getting back to my routine, I actually felt that i missed Bec. It was weird and I wanted to see where these feelings were coming from, was I just getting horny again, or was this more? So I took a chance and messaged her.

“Hey”

“Hey you”

“Can I take you out for dinner?”

“I’d love that.”

“Awesome.”

But that, is a story for another time.

Source: reddit.com/r/gonewildstories/comments/8on35q/my_week_of_handjobs