Seducing a Lady Friend - Cover

Seducing a Lady Friend

by bryan5151

Copyright© 2025 by bryan5151

True Story Sex Story: Her boyfriend left and that night we seduced her

Caution: This True Story Sex Story contains strong sexual content, including True Story   Gang Bang   Group Sex   Orgy   Swinging   Anal Sex   Cream Pie   .

Some years ago, a lady friend of ours, Jackie, broke up with her then-boyfriend. That very night, we invited her over for drinks and a spa.

She was just getting used to us going in the spa naked, as she is 14 years younger than us, but this night she jumped in, happy to have him gone. We sat talking and drinking. We found out she had not had sex with him for over five years.

It was a complete surprise when my wife, Lyn, started to play with my cock, then give me a head job, while we were in the spa. The next thing we were in a threesome with her. I made sure I gave Lyn a good fucking while they were in a 69, then as my cock entered her near-virgin cunt, she let out a squeal of delight, and that was how my affair with her started.

My wife and I had regular friends. We met for sex. I went out and met guys and couples. My wife had a good regular guy she met at a hotel, for 4 or 5 hours of fun and fucking most weeks, so I had plenty of time to meet our newfound sexual friend. And we repeated the threesomes quite a few times too over the next year or so.

As I got to know her better sexually, I began to push her limits. At first, she was not at all into anal, but I found, as she was having a big orgasm, I could slip a finger in her butt and her orgasm would be better. Although at first she told me not to do that, I ended up with 2 or 3 fingers up her arse as we fucked and she orgasmed.

Over time, I also told her about me being bi, and doing anal with guys, and Lyn fucking me with the strap-on and toys. She wasn’t at all into anal, other than the odd finger or so, but was starting to open her mind a bit to different sexual fun, asking what we did with big-guys or couples and in orgies.

I told her everything she wanted to know, even how we prepared for anal with a douche, but she always said, she wasn’t into that kind of sex, and that the 3somes with us, was because we were friends. She also asked how we met the guys and couples for swinging. I told her about the sites we used.

I was happy to fuck her for 3 to 4 hours most weeks, and with the other guys and couples, we had a lot of swinging time each week, often around 10 hours of sex each week.

Lyn also met other guys too, so she was happy and being looked after too. Sometimes in groups with her boyfriend or me.

When Jackie told me one Friday night she wanted to go out instead of fucking, I was pissed off, but oh well, then, she said to get myself ready that we should be playing later, so all was not lost.

It was strange that she wanted to drive. As we headed out Friday night, she was dressed sexy too, with a slim-fitting near-see-through dress, no bra, on her 34 c cup boobs, and high heels, so at least I was enjoying watching her as we drove.

I knew of the swingers’ clubs in our city, so when she parked near one, I asked, “Where are we going?” She then kissed me saying, “I want to see some kinky sex, so we are going in here”.

I paid at the desk, and we walked in. Her nerves now showing, as she hung on my arm, so I brought her a stiff drink to help relax her, she drunk that very quickly, so I brought her a second drink. This one also went down fairly fast too, but she slowed on the third drink.

It was still early, and only a few couples and single guys sat around talking, so I asked her what she wanted to do: talk to the guys or couples? She said with a wicked grin, “See you being fucked.” Wow, that one came out of nowhere, and I asked if she meant it. “YES,” she said. So I set about finding a guy who might be bi. I spoke to a few, but most wanted her, not surprising either, so did I, dressed like she was. Then I asked the barman if he knew of any bi guys here tonight who might want to play.

He pointed out a slightly older guy, but nice-looking. I asked Jackie if he would be okay. She smiled and nodded, “Yes.”

As we walked over to him, his eyes were on Jackie’s dress and boobs. We said hello and invited him to sit with us. After some small talk, I told him what Jackie wanted. A slight look of disappointment came on his face, but he said he was happy to help out.

He took us into a room, and I kissed Jackie and told her if at any time she wasn’t okay with things to let us know, and we would stop. She said that’s good, and told us to start. Tom asked if she would mind at least stripping off, so he could see her body, and then he would start.

With her nerves on fire, Jackie pulled her dress over her head. Then he said panties too, please.” To my surprise, she did, now standing naked in front of us both. My cock was hard, and I’m sure Tom’s was too, so I went down, slipped his cock out, and sucked him, taking his balls in my mouth too and licking his shaft. Jackie was making quite moaning sounds as I did. It was a good-size cock too, around 7 inches long and a nice head on it too.

Then Tom took my cock and sucked away. Again, Jackie made sounds of approval. I let Tom suck me for a while, then knelt on the bed and told him to fuck my arse. With a little bit of spit, his cock started to slip in. I pushed back, turned on, knowing Jackie was watching us fuck.

His balls soon began to slap against my butt as he fucked me hard, pulling on my waist to get all his cock deep inside my anus. Jackie was now close by as my anal orgasms began.

She asked, “Was I OK?” Having not heard me have an anal orgasm before, of course, I said, “OH yes, love it.” And Tom pounded me harder still, setting off more anal orgasms.

I told Jackie to lie under me in a 69, so I could eat her pussy, and she could suck my cock while still getting a good view. She did, and her body shook as her first orgasm rocked her.

Tom was good. He had been fucking me now for some 10 to 15 minutes. His cock felt great too. Then I asked him if he was kinky. A quizzed look came on his face.

I said, “ I like being fisted too.” Now Jackie didn’t know that, and she coughed and said, “WHAT?” So I repeated my request.

Tom said he had never fisted anyone, as no one he knew could take a fist. I said, “What would it take to get him to fist me?” His hand went down to Jackie’s boobs. She jumped, but then relaxed, as he said I’d like to play with her too if I fist you.

“Jackie, it’s your call.” As Tom stayed hard inside my arse, his cock still going strong, Jackie said, “OK, but only touching and maybe licking my pussy then.” With that, Tom said, “OK, deal.”

His cock slipped out. I told him to put some lube on his fist. He asked what he had to do. I said the easy way is to lie down, arm up, and I will sit on your fist.

As soon as his arm was upright, I sat with my butt over his fist. Jackie, now playing with his cock, kept him happy. Inch by inch, his fist went in further. Jackie said, “Wow” a lot too. Tom, like most guys, surprised me as anus can take so much too, as his arm went in further still.

As I got half his forearm in me, I began to ride up and down, my anal orgasm stronger than ever. I kept going for ages, as Jackie now really got into wanking this guy. Every now and then, she sucked his cock too.

I told her to kneel in front of me so my rock-hard cock could fuck her pussy. She was on her knees, and my cock slipped in quickly.

It was hard fucking her with a fist up my butt, but fun. Then, all too soon, my balls let fly. My seed shot out and filled her pussy. Jackie had another good orgasm as I slipped off Tom’s fist.

Tom now laid her over, sucking her boobs and fingering her pussy. My cum leaked out as he did, then to Jackie’s surprise, he went down licking her out. She had another huge orgasm.

Tom stayed locked onto her clit, 2 or 3 fingers in her pussy now, and her orgasm going well. My cock was in her mouth and growing quickly. Then Tom moved up, his cock at her pussy lips. Jackie never moved as he inched in. She was letting him fuck her, and her first orgasm with his cock up her pussy told me she didn’t want to stop either.

I was dumbstruck. From not wanting to swing, here she was letting a strange guy fuck her bareback too. And when Tom pounded her flat out, she gripped his hips, legs around his waist, and pushing up onto his cock as he thrust into her. Then Tom let out a loud growl. His cock jerking wildly told me he was filling her pussy with his cum. Jackie had another good orgasm, her eyes gleaming as she did.

As Tom finished cumming in her, he lay there, not wanting to pull out, cum dripping from her pussy now, Jackie moved and eased him away. I went straight down sucking his cock clean, then licking her cum-soaked pussy until no more cum flowed out.

As Jackie began to relax, I asked her if she was okay. Her smile told me yes, she was. Tom lay next to her playing with her boobs and clit once more. She was still hot to trot. Tom and I needed a drink, so I asked Jackie if she wanted to stay here while we rested and got a drink for us all. Tom said his shout of course.

We dressed and walked out, leaving Jackie resting on the bed. Closing the door behind us, Tom brought us both a drink. I asked him if he knew any other big-guys here tonight. He told me about one, Dan, who often was here on a Friday night with a good cock, who would be into a 4some. So we went looking.

We found Dan and told him what we were planning. He was keen to meet Jackie and followed us back to the room. I opened the door to let the guys in, and my eyes couldn’t believe what I saw. Jackie was being fucked by another guy. He had her legs over his shoulders and was pounding her like there was no tomorrow.

Holy shit, was he raping her? But her orgasm told us she was enjoying herself.

 
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