[MF] The brief period I(26) hooked up with an older, single mother(41)

This is a bit long since I added some backstory. I felt it necessary to add to the build of my encounter with this woman. You can skip to the bold if you only want the sexual stuff.

A bit of background. During the summer, I like to volunteer in after school programs. It keeps me busy and kids tend to get along well with me. Well, last summer three students started getting closer to me and confiding in me about their personal lives. They were siblings(two brothers and a sister). Turned out, their parents were divorced(six years ago) and it was hard on them. Their father constantly yelled at their mother. She had a decent job, but not one that paid well enough for a home. She lived in a small apartment and the kids had to share rooms. Their custody arrangement was having the kids for one week and alternating. Their father on the other hand, had a well paying job and shortly after the divorce, started dating the neighbor and they eventually got married.

So back to the mother, we’ll call her Amanda. One day after the kids were getting picked up, she approached me and thanked me for being good to her kids. Apparently they had told her that they liked me and were comfortable with me. I was friendly with her and told her she had great kids and thanked her for raising them well. We shook hands and that was the end of it. About two weeks later, one of the boys had gotten into a fight at school. He was having a horrible day and when I found out, I spoke to him and immediately could tell something was up. After reassuring him that everything would be okay, he told me that his father and him got into an argument and ended with him yelling in his face. When his mother came to pick him up, I spoke to her and informed her what had happened and she said she found out too. She was visibly upset and short with me. Then left. I felt bad for the kid, I grew up in a divorced household as well.

Another few weeks had passed and there was a field trip for the kids. We needed parent chaperones and she volunteered. We ended up going to a theme park. Chaperones were paired and had about 10 kids. Amanda and I were paired. Her three kids were in our group. So her and I started to talk. She apologized for her attitude the previous time we saw each other and I reassured her it was okay and I understood because I grew up with a single mother too. She started opening up to me about her life and we instantly had chemistry. Going back and forth in our conversation. She also saw me interact with the kids and she mentioned she liked how well I am with them, especially her kids. Toward the end of the day, on the bus back to the school, she asked me to send her any pictures I took of her kids. She gave me her number. Once at the school, she gave me a hug goodbye. But it wasn’t a quick one, it felt more like a bit of a lingering one. It felt nice. A couple hours later, when I was getting ready for bed, she text me telling me her and her kids had a great time and thanked me for helping them and also for letting her vent and comforting her too. I told her she was great company as well.

A couple days later, she text me in the afternoon and asked if I wanted to grab coffee or lunch. She said that she felt she wanted to repay me as a thank you for helping her kids the past several weeks. I told her she didn’t have to, but I would enjoy the company anyway. So we met up and she was wearing a cute summer dress, I had already found her attractive, but she was downright gorgeous when I saw her. I tried not to make a face and give it away, but I might have failed. We sat down and ordered food and talked. Again, the conversation just flowed between us. She mentioned her dating life. How it was difficult to find someone who didn’t mind she had three kids. She was briefly engaged but called it off because she didn’t feel right about it. And mentioned that it gets really lonely during the week her kids are with their father. It just so happened that their father picked them up right before she met up with me. I told her it’ll be okay and that hopefully the week will pass by quickly. She said spending time with me was making her feel good. And she joked that I should just spend time with her every day for the rest of the week. I joked back and said I wouldn’t mind that. We smiled, then finished our meal. When we walked back to our cars, I thought that would be the end of it. But she said, “I’m having a good time and I don’t want to end it, unless you have plans. Would you like to keep spending time together?” I quickly answered yes. And she suggested going back to her place for some drinks.

**SEX**

We opened a couple of beers and sat at the table. I talked about my future plans and she shared more of her youth. What seemed like minutes, was actually a few hours passing by and we were shocked at the time. I told her I should head out and she walked me to her door. I turned around and gave her a hug, right when we pulled away, we made eye contact and immediately leaned in to kiss. It was passionate, filled with longing and lust. Our arms wrapped around each other. I pulled her body into mine, then placed my hands right under her ass and picked her up. Pushed her up against the wall. She kissed me like all her sexual frustrations were being released. It was divine. I was hard immediately. She said to take her to the bedroom and that I did. She made me lay down on the bed and she stood at the foot of it. Smiling and decided to give me a show. She slid one strap of the dress off. I got a peek of her bra. It was lace and black. Then the other strap and the dress easily slid down her body. She looked amazing for a woman in her 40s and having three kids. She wasn’t wearing underwear. I could see a thin landing strip and that’s my favorite. She crawled onto the bed, on top of me. Then kissed me and sat on my lap. “I want you to take this off” as she puffed her chest out at me. I reached back and unclipped her bra and tossed it aside. Her nipples were perky. Areola about the size of of a 50 cent coin. Light pinkish color. I was expecting her breasts to sag after three kids and breast feeding. But they had a bit of a teardrop look. Looked like a C cup. I was in awe. She smiled and pulled my head into them. She let out a sigh and I reached around and grabbed her ass. It was small, but firm. Enough to get a handful. Her dieting and exercise definitely pulled off.

We embraced the moment, then she kissed me and left a trail of kisses down my body. Slowly and took my shirt off. I felt bliss. Her lips were worshipping me. She’d constantly look up and smile. She reached down my pants and unbuckled them, slid them off me. Then she grabbed my bulge through my boxer briefs. “This belongs to me” she said in a teasing tone. Then she reached under and firmly grabbed my cock. Pulled it out of my briefs and rubbed her thumb right under the head. I was hard as fuck and already leaking so much precum. She then rubbed her thumb right on the tip. Then placed the thumb in her mouth. “Mmm, that tastes good” then out of nowhere, she took my cock into her mouth. Didn’t deepthroat me, but she worked the head with her tongue so well, I felt I was going to burst. Her lips applying the perfect amount of pressure. She continued to moan as she firmly held the base of my cock. I was throbbing. Hoping I wouldn’t burst with cum already. She stopped and moved up to me. “You’re throbbing quite a bit, but I need you inside me before you finish”. She got on top and grabbed me and teased her slit by moving my cock across her. She was wet and warm. I was dying to penetrate her. Her sighs and moans were incredibly sexy. Then she lowered herself onto me. Oh god it was perfect. My cock sliding in with some ease, but also some resistance. Slowly penetrating her, inch by inch until I couldn’t see my cock anymore. I was balls deep and she held still. Looked at me and leaned down to kiss me. My hands made their way to her waist and I started to control her movement. Back and forth, slowly. She was grinding me and I could see a small pool of our juices accumulating around the base of my shaft.

When I have sex, I need passion in it and kissing is the best way. She was a great kisser and gave me lots of them. Even though we were kind of still strangers, we made love but also had a lot of lust for one another. Her lips rarely left mine. She grabbed my hands and interlocked our fingers while she continued to grind back and forth. I wanted to switch positions, so I grabbed her and laid her on her back. I got on top. “Put my legs on your shoulders, I need to feel all of you in me”. I placed them and kissed her thighs, plunged deep inside and began to fuck her. This was more intense than when she was on top. We could hear my balls slapping against her. Our kisses got a bit sloppier and her hands were tracing my back. I was trying so hard not to cum, but I felt it building. My hands were cupping her breasts and I squeezed them. I fucked her like I needed to own her, make her mine. She felt it and wanted it too. “Don’t stop, baby. Don’t stop” she whispered in between my thrusts. I could feel her squeezing around my shaft and that just made me want to cum even quicker. She must have been able to tell I was close, because she moved her legs down and wrapped them around my waist and pulled me into her. I just about lost it there and I kissed her. I thought I’d pull out(no condom and I didn’t know if she was on birth control) but then I felt her legs pull me deep into her and lock me in. I couldn’t pull out if I wanted to. That was so fucking hot. I immediately erupted. Spurt after spurt of cum shooting inside her while our lips locked kissing. Her legs locked like her life depended on it. I collapsed on her. Our breathing was erratic. We were sweaty and wiped out. Then as I was about to move off of her, she quickly grabbed me and said, “No not yet, please. I want to feel your weight on me and you still inside me”. She held me. It was loving. And I could tell that she really missed the intimacy. She made me feel warm and wanted.

Then I pulled out and laid beside her. We smiled and laughed. Both coming to terms with what had occurred. I finally came to my senses and asked if she was on birth control. She said no, and I was actually a little upset. As hot as the sex was and cumming inside her, I didn’t want to worry about pregnancy. She reassured me that it’d be okay and that getting pregnant was the last thing she wanted at her age. She said if anything happened, she’d take care of it.

“I’m sorry. I know it was wrong of me, but I wanted to feel that closeness with you. I wanted to feel it for as long as possible and you pulling out would have lessened the feeling. I wanted you to leave part of yourself inside me. But it won’t happen again. I’ll get on birth control” she explained to me. It calmed me down and made me happy because if she’s getting on birth control, that meant she’d want to keep this up. We cuddled and talked some more. Then ended up having more sex. I stayed the night and had morning sex before I left. This continued every week while her kids were with their father for about two months. Then we kinda stopped out of nowhere. We still text and catch up to this day. And once in a blue moon we’ll meet up and hang out and have sex. We never ‘dated’. We both know a relationship wouldn’t work out because we’re in two very different stages in our lives. But we’ve been good friends and we both know we can have that intimacy when we feel it.

Source: reddit.com/r/gonewildstories/comments/8hgc0i/mf_the_brief_period_i26_hooked_up_with_an_older