Blind luck leads to a night I’ll never forget
When I was in college I lived off campus in a house with 3 other guys. I had the biggest of 3 rooms so I shared it with another guy. One weekend he was gone visiting family so I had the room to myself. Obviously my goal for weekend was to find a girl to come back to my room with me!
Saturday night came and we all went bar hopping. My roommates and I ran into the girls that shared a house near us off campus. One of their friends, “Annie”, didn’t live with them but went to school with us and stayed most weekends at the girls house. Annie and I got separated from the rest of the group and proceeded to get pretty intoxicated. Annie was pretty and had a large rack. She already had 2 kids and while there’s nothing wrong with that, it’s not really what single college guys are looking for (if you catch my drift). She was sexy and fun to be around, so I didn’t mind. The night came to a close and we took a taxi back home. I walked her to her friends house but she couldn’t get in. I saw an opportunity and invited her to stay in my room as my roommate was gone.
She agreed and we went to my room. After getting settled in, she asked, “Do you have any porn magazines?“ This was pre-internet, so of course we did. I grabbed them and handed them to her while she sat on the bed. She was wearing one of my t-shirts and panties, I was in my boxer shorts. I sat down next to her and she starting looking through the porn mags. As she was doing so she was commenting on the tits and pussies that she was looking at and whether she found them hot or not. As she was doing this she began rubbing her pussy through her panties. I of course was hard as a rock. She glanced over and said, “It’s clear you’re enjoying this.” Normally shy, I decided this was my opportunity and nestled up along side of her making sure my boner grazed her leg. She said, "I’m sorry I can’t risk getting pregnant again but you can jerk off while we look together if you want." I decided that this was a once in a lifetime opportunity. I pulled my cock and and began to stroke it slowly, not wanting to waste this chance. She continued to talk about the girls in the magazines, multiple times stating that her tits were bigger. I asked her to prove it (wink)! She took her shirt off and was just sitting there in her panties. She wasn’t lying. They were large but perky with dime sized areolas and fully erect nipples. I was surprised since I knew she had had two kids already. I continued to stroke myself slowly as precum began to trickle out. She stared at my cock and started touching herself under her panties. I could hear the wetness as she fingered herself. How was I going to hold out!! I didn’t want to finish too soon, so I started to edge myself. This took more self control than I thought I had. She began to moan and arch her back. I had edged 2 or 3 times by this point and didn't think I could hold out any longer. I saw her leg begin to tremble as she began to cum, bucking her hips and furiously rubbing her clit. I sped up and felt my balls clinch. I shot rope after rope of cum that came down and splashed on my stomach. Annie watched as I finished. We both laid there satisfied and breathing hard.
Would I have preferred to fuck her? I don’t know because over the years I’ve had sex numerous times but this has only happened to me once. It has provided me with 20+ years of memories to jerk off to and I’m eternally grateful.
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