Danny's double lesson from me and Elena

This weekend, my husband took his turn taking our daughter to a tournament (we usually do try to take turns), and my other child decided she wanted to spend Saturday night at my parent’s, so I found myself with an absolutely free Saturday night. I got to thinking about the weekend prior and thought I could try setting Danny up with someone. He is an extremely nice guy, albeit pretty shy and a little awkward, and I happened to know someone that I thought would be perfect.

If you have read some of my other stories, you know that I volunteer as the president of my kids’ elementary school PTO, and this past year, a young woman, Elena, around 24 or 25 years old, started coming to meetings. I got to know her a little bit and found out she is a single mother to a kindergarten aged kid that she had either in her senior year or just after (I can’t exactly remember). The dad split right after she got pregnant and she has been on her own since, with most guys being scared off by her particular situation.

It’s surprising, because she is a very cute, bubbly blonde girl, striking green eyes, maybe 5-05, 120 or so pounds. She has a fairly large chest and seemed to have lost all, or at least most of the baby weight. Everything that you would imagine guys would go for.

Anyway, I reached out to both Danny and Elena and set it up for dinner at my house to introduce them, and give them a chance to get to know each other with me there to help ease things along. Both of them actually seemed to welcome the idea and I set the details.

Dinner was nice, Danny was very shy at the beginning but they actually found a common interest in superhero movies that got them talking, which led to the living room and putting one of their shared favorites on. I was feeling pretty good about things. I noticed they were sitting next to each other on the couch and their legs were right against each other, good signs I thought.

I decided to give them a few minutes by themselves and got up to go make popcorn and get drinks. When I came back in, the two of them were sitting there making out! Go Danny! I was super happy for both of them.

I made a little noise at the doorway, and came back in as they kind of parted in that that kids do when they feel like they got caught doing something. I laughed a little and told them they didn’t have to stop on my account and if they were interested, the guest bedroom was free for them to use if they would like.

Elena kind of got a little wicked smile, took Danny’s hand, and said that it sounded good. I told them which room it was and they headed on up. It kind of left me in an awkward spot, so I went up to my room to change into my comfy clothes. I admit, I did stop outside the guest room door to listen for a second, I guess to make sure things were going OK. I heard kissing sounds and over my minute or two of listening, heard Danny apologize a couple times. Seemed odd, but OK I guess. Then I heard him say he needed to use the bathroom, so I tried to get away from the door and down the stairs but was too slow, he came out the door and caught me.

He saw me and seemed relieved, and said he needed some help, quickly. I asked with what and his face went red and he told me with women’s parts, giving a quick glance down.

I guess my help last weekend didn’t really include any of the foreplay stuff, so I took his hand and led him into my room, which was right across from the guest room. I slid my pants and underwear all the way off and sat on the edge of my bed, legs spread. No time for anything other than a quick explanation. I pointed out what was what, and told him the most important part was the clit, showed him where it was and to go easy at first, applying only as much pressure as she seemed to enjoy. I took his hand, placed his middle finger on my clit and guided him through how to play with it, and rub it.

At some point, as he was rubbing my clit, apparently Elena came out of the guest room and was now standing in my doorway watching us, wearing her tshirt and panties.

She looked kind of mad, which was understandable, but to her credit, listened when I explained to her what was going on. She went quiet for a few seconds then smiled, and said, “well I guess that explains a few things.” She said it was pretty clear he was unsure what he was doing, and he told her that I was just trying to help him. Elena came in the room, and said it could be fun to help him learn, indicating that it may benefit her in the future.

Elena asked if she could help teach him as well, and if I minded being their teaching tool, which actually sounded like it could be pretty fun to me.

She guided Danny to sit on one side of me, while she sat on the other. She looked at him, and together, they pulled my top up over my head. Then she asked if he knew how to unhook a bra, which of course he didn’t. She explained to him that it was kinda hot when a guy could reach back with one hand, unhook it, and guide it off. They both leaned back and she showed him how my bra unhooked, and undid it a couple times. Then she sat behind me while he reached around and managed to unhook it. They did this for a few minutes before he got somewhat ok with it, probably about as good as most guys.

After he figured that out, they slid it off me and laid it on the ground, leaving me completely naked between them.

Elena laid me on my back, and showed Danny how to tease a woman’s body by tracing her fingers everywhere except my breasts and pussy, while lightly kissing along my collar bone and neck. She came up my neck, lightly nibbled my ear, came down my jaw line and just as I thought she was going to get all the way to my lips, she stopped and told Danny to try. I had to admit I was disappointed she stopped.

Danny gave it his best shot to do the same as she did, but it wasn’t quite the same and his hands kept finding their way to my breasts, instead of the gentle teasing she was doing.

After he tried that, Elena straddled me, and leaned down, telling him it was time to heat things up a bit. She asked if I was ok with that and I of course said yes. She pulled her top off, leaving her in just a bra and panties and leaned down and started kissing me. She was an amazing kisser.

Then she started sliding down my body as she kissed down my neck, then my upper chest, gave each nipple a little kiss and flick with her tongue, before continuing down. When she got to my pussy, she explained to him how to go about giving a woman oral, and not just go down there licking around everywhere sloppily. Then she started working on my pussy with her mouth and tongue, hands sliding up my body. She gave him a few more pointers, like gaging how he is doing by the woman’s reactions, like she could tell i liked it when she lightly pinched my nipples.

Next was his turn, and she made him strip to his boxers, and I could see the smile on her face at the tent pitched in them. He did as she instructed, and kissed his way down my body, and sent a pleasure filled shiver through me when he gave my nipples a little flick with his tongue. Surprisingly, when he got to my pussy, he was very gentle and followed her instructions well.

Elena smiled and said it looked like he did a good job, which I told her he really did. That’s when she pulled him over and said it was time to show her what he learned so far. I watched him unhook her bra, and saw her full breasts with light pink nipples fall out of her bra. He kissed her, and made his way down her body, sliding her panties down as he did before burying his face between her legs. As he was eating her out, she looked at me with a little smile on her face.

After he spent some time on her, Elena pulled Danny back up to the bed and laid him down. She explained that receiving properly can be just as important as giving, and slid his boxers off. She was clearly taken aback at his length, and gave me an approving nod. She slowly started stroking it, telling him that it was ok to show his pleasure through some moaning and some dirty talk, but be sure not to go overboard.

I reached down and ran my fingers along the underside of his balls and lightly pressed on his ants, not entering, just rubbing. At that point, he lost control and shot his cum all over his stomach and up to his chest. Elena smiled and said in a kind of pouty way, “I guess that’s the end of the lesson.” He quickly replied he could get it back up quickly and be ready for more. She smiled, and told him we would help.

She got on her knees on the floor between his legs, and held his soft dick in her hand. She started li king the underside as i laid my head on his stomach and took the head of it in my mouth. We worked together, and it didn’t take him long to get hard again. BTW, I LOVE the feeling of a soft dick getting hard in my mouth!

When he was fully hard again, Elena instructed me to lay on my back, and then got between my legs. She talked about sex and how rhythm and connection were more important than size and just pounding away. She got in tight to me, and pretended she was a guy, gently ‘fucking’ me. I was actually really getting lost in the way she was moving and looking at me. I wrapped my arms around down her neck and brought her in for a kiss. We kissed deeply for a few seconds before she broke it off, slid one hand down and stuck two or three fingers inside me, curling them perfectly to hit my G spot. I lost control and orgasmed hard on her hand. She rolled off and told Danny to slide in me, which he did. She helped guide him as he fucked me. He was doing pretty good but had to slow a bit to not cum again.

Elena then pulled him over on top of her and said it was her turn. He only lasted a minute or so before cumming in her pussy.

I asked if he was done now and he said that he would probably need a few minutes this time, but should be good soon. She smiled and said good, because it was her turn to cum now.

She had me sit on the bed, leaned back against the headboard. She sat in front of me, leaning back into me and wrapping my arms around her to play with her breasts as she guided his face down to her pussy. She told him he was not allowed back up until she finished.

He went right to work, while I played with her body and kissed her neck. It took a little bit, but eventually he got her just right and she came.

She asked him if he thought he was ready and he said he thinks so. She slid the two of us so we we were laying down, she rolled over so we were face to face, looked back at him and said our pussies were his, then looked at me smiling. She and I made out as he alternated between fucking me and fucking her.

His orgasm started in me, but finished on us both, though it really wasn’t much being his third in an hour or so. He was spent.

At this point it was kind of late, and Elena had to go. She gave Danny her number, and told him she kinda liked him and they should see each other again, before she left. Danny and I stayed naked all night. I let him hold me, and would occasionally wake up to him lightly squeezing my breasts, or his hard dick riding between my ass cheeks.

In the morning, I woke up and pulled him on top of me. I told him sometimes, wake up sex can be the most sensual, and let him slide in me. I would almost call the morning sex more of making love, than just straight fucking. He was slow, considerate, and took his time making sure to pleasure me rather than just fuck me. He came deep inside me after around 10 minutes, before he got up and left.

I got to washing the bedding and cleaning up around the house before everyone got home that afternoon.