Helping a friend - Sex Stories

Helping a friend

So i couldn't wait to get my 3rd story out. Like i said in my 2nd story, it feels good to actually get these out. This story involves the same woman from the first 2 stories about the blowjobs. This was a few months later after much begging, convincing and negotiating. We'd moved from a blowjob to penetration. Of course, most of it was on her terms, not mine. But at the time considering i was young and very horny. I decided it was worth the... price to get inside her, especially after perving on her sexy ass so many times and jerking off to thoughts and pictures of her quite a bit at the time. It took us a while to actually find the perfect time to get it done, as she was back with her at the time on/off bf. We chatted the previous week and sorted a day/time. It nearly however didn't go ahead due to us not agreeing on certain terms. I was expecting it to be a fun naked time, that however wasn't the case. But considering the amount of money she owed me that i had leant her over time, and the fact i wanted to get inside badly, i stupidly agreed. She wouldn't be naked, she would however be wearing a long top so i couldn't see anything, and it had to be as quick. We were texting on the morning of the day it was due to happen, she nearly backed out with nerves and the fact that she was waiting for her ex to leave the house to go to work so she could get ready. I eventually got the text, saying she'd set off. Luckily i had an empty house for a few hours. She text me saying she was ...

... near the meeting so i decided to wear no boxers for the walk. She was stood with her back to me as i approached, i noticed her wearing leggings with shorts and ugg boots. The thoughts of what was underneath made my cock twitch as it rubbed against my jeans, along with the cold air that blew through them. We exchanged greetings and walked back to my house. Waiting till we were away from public ears to nervously discuss what we were doing and why. We arrived at my house and went straight up to my room. She again asked me what we were doing as she didn't seem, almost virginal. Which i know she wasn't from stories she'd told me. I started stripping off and she asked if i was getting naked. I replied yes as i thought that was the original plan, hence letting her debt run quite high. She asked what to do, feeling a bit frustrated but at the same time horny due to the fact i was going to fuck her. I said start with a blowjob and we'll go from there. I originally wanted to suck her tits and taste her pussy but i was denied. She got on her knees and turned her head away asking me to get myself up. I mentioned a handjob to start but it was a no go. So when i was soft i dick slapped her cheek. I noticed her give a glance out of one eye at my cock as it grew to a full rigid erection. I said now, and she took me in her mouth. This blowjob wasn't the same as the past 2. If anything, it was a bit painful. Rather than putting any technique in, it was a simple back & forth with the occasional ...