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Hurt and MILF date

I'm 21 and go to college. Luckily for me it's in my hometown so I still live with my parents. I'm into football and play on the college team. I was playing a game with my buddies a few months back when I hurt my arm and side. The doctor told me he wanted me to rest, so I took a few days off and laid on the couch.

Jennifer is a woman I know who's in her mid 30's. She's not bad looking, I've just never thought of her in a sexual way. She works at the college in athletic training, so needless to say she's tone and fit.

On that Monday, my parents went to work and I stayed on the couch. Around 10AM I hear a knock on the door, it's Jennifer coming to check on me. I laid back down while she sat in the chair. We talked for a while and she asked me about the pain. Then she got up to check me. She had on this low cut shirt, so when she bent over I could see her tits hanging right there in my face. Very small bra that just barely covered her nipples.

I kept looking and my dick got hard. I had on sweatpants and no underwear, so when my dick got hard, it was totally obvious. By the time Jennifer realized what was happening, it was too late. My dick was raging hard and hard to miss. She turned red, laughing and sat back in the chair. We waited awkwardly for a few minutes without talking, thinking it would go down, but it didn't. Finally Jennifer asked me to do something with that thing, to which I asked her what she expected me to do with it.

She got up and grabbed some tissues from a box, then sat down next to me. She pulled down my sweatpants and started stroking me. I reached up and rubbed her tits, but she removed my hand saying this was medical, not sexual.

She stroked me for quite awhile until her hand got sore. Finally she asked me if I was ever going to finish. I told her I couldn't because I had no visual aid to help me out. She sighed and lifted her shirt and bra up exposing her tits to me. She has amazing little tits and I could see her nipples where hard, so I know she was enjoying herself.

She continued stroking me, and I continued holding back like I had been doing the whole time. Unfortunately it was much harder to hold back now with her tits out and I shot all over the place. I got it on her tits, her pants, and obviously her hand. She handed me the tissues while she went to the bathroom.

Although the incident was purely professional, our relationship, or at least the way I see her has now changed. She's hotter than I had viewed her before, and I want to date her. I've asked her out several times now, but she refused to even get something to drink. I kept asking, and she kept telling me no. She told me I was too young and should date someone my own age.

I never gave up, and kept asking her out everytime I would see her. She always said no and then walked away. So last week I had to ask her about a training session that had been rescheduled. As I turned to leave she stopped me asked why I hadn't asked her out like I always do. Honestly I hadn't even thought about it, so I just looked at her dumbfounded. Then she asked me if I was ever going to stop asking her out. I told her I wasn't, and then followed up by asking her out again. To my amazement she actually said yes. Then she told me she would go on one date and one date only if I stopped asking her out.

Friday night was that date. I picked her up around 5PM and we headed out of town. She made it clear that no one was to know about our date. We had a nice dinner followed by a movie, and then on to a nightclub for drinks. When I finally dropped her off around 2AM, she told me she had a very nice time and was willing to see me again. I called her on Saturday and we went for lunch. Then back to her place.

I went in and we talked for awhile. I leaned over and we started kissing. She reached for my dick and started rubbing me. I asked her if that was medical or sexual, and she just laughed. I ran my hand up her shirt and started rubbing her amazing tits. I had been wanting to do that ever since I saw them a few months back. I unzipped my pants and removed them while she removed her pants. Then I pulled off her shirt and bra, throwing them to the floor.

She dropped to her knees and took my dick in her mouth. My lord that woman knows how to give oral sex. She took everything I have which is about 7.5 inches. She massaged my balls in one hand while she guided me in her mouth with the other. Several minutes later I had her on the couch with legs apart licking her pussy with my tongue. Each time I pushed my fingers inside her she arched upwards and moaned. I was right in the middle of sucking her clit when she grabbed me and started pulling me up. She demanded that I fuck her and do it now.

I positioned my dick at her pussy and rubbed a few times on her clit. She had evidently had enough, so grabbed my ass and pulled me into her. I'm pretty sure she orgasmed immediately as she clinched around me and screamed out using the lord's name in vain. She finally relaxed after several seconds and I was allowed to fuck her. She ended up have many orgasms before we were done. I think it's safe to say I'm getting another date.

Next Confession

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