Derwood_lolly

Derwood_lolly Avatar
Gender: Straight Male
Age: 40
Relationship Status : With someone
Profile Visits : 331
Number of Comments : 55
Number of Confessions : 0

Derwood_lolly's Favorite Confessions:

Reluctant Swinger

My wife and I have been involved in the swinging lifestyle for over ten years now. When go to several clubs here in our state and well as several nudist resorts.

A few weeks ago, we were at a meetup that a member was hosting and I met this lovely, smokin' hot lady by the name of let's called her "Mary". Mary was with her husband ,(both late 30s) ,who wandered off thru the house mingling with the crowd. Mary sat at the end of the bar and although lots of people spoke to her she was polite, but she appeared to be a bit of a cold fish as we say. She had several drinks and I noticed she kept shaking her head " No" and people turned and walked away.

I decided to check her out and I found out that she really didn't want to be there, but her husband had been trying to convince her to "swing" for over a year. I told her I understood and I knew that was a common mistake that many couples make.

I saw my wife come in from the pool area wearing only a thong and I called her over and introduced her to " Mary". I explained her situation to my wife and she said " Oh, you poor dear". She then went on to tell Mary how not everyone is as willing as their partner is when it comes to swinging.

My wife June and Mary moved out to the patio and were chatting quietly on a sofa just the two of them. Before long, both were laughing and giggling. June unbuttoned Mary's blouse and was running her hands across Mary's boobs and they snuggled a little. When Mary took off her blouse exposing her beautiful breasts, unknown to Mary my wife had her hand behind Mary's back and motioned me over.

"So how are you two getting along" I asked. Mary said " Much better, now" as she took my hand and placed it on her breast. Apparently she must of had a boob job, her boobs were at least a 36D and were firm with big hard nipples. My cock began to stand up in my speedos. June rubbed my cock and then told Mary to check out my goods.

As Mary was squeezing and massaging my package, June pulls down my shorts and my hard cock pops out. June takes my cock in her mouth and starts working her head up and down. She stops and asks Mary if she wants some. Mary still want go for it, so I sit down between the two of them and they both start playing with my cock.

Mary tells me she wants to suck my cock, but not in front of everyone. We go out back behind the pool and sit on a bench in the bushes. Mary and June both get on their knees and are both sucking my cock. June lays down and Mary is sitting on her face squirming as she grinds her pussy on June's face. It seems that we have awakened a real tiger here. LOL.

This goes on for about 45 minutes of random fucking and sucking and each of us get off, I think maybe Mary's came several times. After we were done, we went back inside and sat together, just watching all the action going on around us.

We exchanged phone numbers and now the three of us get together at our place for hot, wet, 3-way sex at least once a week. Mary's husband Walter, does not have a clue and she says she wants to keep it that way.

Sharing Her

When me and my second wife were dating we went camping with a couple of friends got to drinking the first night. About two hours into it we had been sitting around drinking telling jokes and talking and she said she wanted us to go lay down I told her I wasn’t ready to lay down and she said she didn’t want to go to sleep she just wants to lay down so I knew what she meant. We went in the tent and then I got to thinking what if one of them comes in here while we’re doing it she said she didn’t care so I just went with it. We had been going at it for about 10 or 15 minutes she was naked and I was laying on my back with her between my legs giving me a blowjob with her on her knees and I had my eyes closed enjoying every second of it and then she grunted and I opened my eyes and one of my friends was behind her on his knees and it wasn’t hard to tell that he had his cock buried in her pussy she never quit sucking me and was pushing her ass back towards him as he was pounding in and out of her which didn’t last very long and he grunted and said he was cumming she stopped sucking long enough to say yes and started sucking again then when he got done he left the tent without saying anything and our other friend came in and got behind her and started putting his cock in her and she stopped sucking me and turned her head to him and asked him how big his cock was and he laughed and said you will find out. We ended up fucking her probably at least 10 or 15 times in the next two days and she loved every second of it. After that I ended up marrying her and shared her with a few other friends and she had a few friends that would come over sometimes.

Wife And My Friend "M"

My wife is a 42 year old elementary teacher. We married 11 years ago. She looks to be about 30, has a curvy body (34 DD), small waist and a great ass. She is beautiful in the face with blue eyes and black hair that compliment her tanned skin. She's also a good girl, never been wild a day in her life. But over the years we've found ways to keep our marriage exciting. Exotic trips, nude beaches, and other travel has introduced her to how the rest of the world lives. But nobody knows any of that about her. Recently, our marriage took another turn.

We'd been drinking at the pool all day. She's only ever had 3 drinks, but she was 5 drinks in (and the last was a double). She was shitfaced and probably because she knew my best friend M would be coming to the house. She'd been wearing that see-thru top all day and horny as fuck. She'd made a half dozen trips from her chairs to the poolhouse bathroom, not caring that our neighbors probably saw her. She was laying on her lounger with her 6th drink when M pulled into the driveway and both our phones "dinged" to let us know of motion in our driveway. She made no efforts to move or cover up. I yelled for M to come around the back to the pool area. He knew what was up. He was in on the plan, but she didn't know he knew. She thought he had no idea what he'd be seeing. He walked up and spoke, looked over at her tits, which were clearly visible thru the material. He asked "How are you B?" She smiled and said "Well I'm drunk but I'm good." I poured Mark a double burboun. We drank for a couple of hours. We all decided to get in the pool, and I started kissing B. As I kissed her, I removed her top. She didn't resist and let me take it off, exposing her incredible tits for M to see. I looked at M and asked "Doesn't she have the best tits ever?" He said "I've never seen better. Are they real?" I explained that her 34 DDs were not real but you couldn't tell by looking or feeling of them. He said "They look real." So I said. "Feel of them. B won't care." I looked at her and she said "It's fine but don't tell A. " He grabbed her tits and started squeezing them. Her nipples were hard and I saw that he made sure his hands rubbed across her hard nipples. I started kissing her and reached under rhe waist deep water and removed her bikini bottom. She stepped out and let them float off. I started fingerings her while I was kissing her. She just.kept her eyes closed kissing me deeply, unaware of what M was doing. Mcontinued to play with her nipples. I pulled my shorts off and put her hand on my cock. She began to stroke it. M leaned down to suck her tits and she pulled him to her breasts. Her breathing was labored as she began to moan. M pulled off his swim trunks and I saw her hand go down and start stroking his cock. I grabbed her by the hand and led her to the pool house. M followed. I sat her down and stood in front of her as she grabbed my cock and started sucking it. M moved and stood beside me and she grabbed his cock and started stroking it as she sucked mine. Then she pulled me out of her mouth, looked at me, and put his cock in her mouth. She was sucking him off and taking in his entire cock. He grabbed the back of her had and was ramming his cock in her mouth harder than I ever had
She didn't resist bur almost gagged a few times. He was definitely deeper than her gag reflext and she was taking in so deeply that her lips touched his ballsac
. I grabbed her and moved her to a doggie style position and Mark sat down..she never stopped suckig his cock. I grabbed her.by the waist to elevate her hips.ans expose her pussy doggie style. I entered her from behind and started fucking her doggie style. She was soaked. I heard M cumming and I saw his cum dripping from her mouth. I immediately came. We moved the party to our bedroom where M fucked her, while she sucked my cock. Then M pashed her legs beside her head and deep fucked her again.
She passed out shortly after. The next morning she wake up and came into the kitchen complaining of a head ache. She acted like she didn't remember anything after M got there except him looking at her tits in the see thru bikini top. I asked.if she wanted to know what happened and she said she did, so I told her. At first she called me a liar and was making shit up. But then she started to have a few flashbacks - one being fucked while sucking another cock. She wasn't sure who was on each end of the threesome.

Now she's freaked out that somebody will find out. But M won't say a word nor will I.

The next morning Mark was gone and she woke up naked and asking what happened last night. She said she didn't remember but thought she might have sucked Mark's cock..I told her she did and he fucked her twice.

Son's Friends

I'm a divorced mom of 7 years now. I've not dated anyone since my divorce. I'm just an average woman who had 2 kids and one husband who decided he'd rather be with his 28 year old secretary than his wife and family. Yes I was bitter. I did everything a wife should do for her husband and family. I gave him head whenever he wanted and swallowed every time. I had no problem deep throating his 6 inch penis. I gave him anal too. I kept myself in decent shape, not perfect shape but I'm 5' 4" and weigh 128 lbs. I have nice boobs, red hair and a decent but biggish butt.

My daughter married and moved out 4 years ago and my son is in his second year at the university of Kansas. Both my kids always had friends at the house and my son's two best friends are almost like my own. They still come by every week to check on me as they have since my son went off to school. Since that time, our relationship changed dramatically.

I don't want to make this a novel so I'll just make it short and sweet.

It started out with just Frankie, who stopped by one day and caught me whilst I was a bit intoxicated. I lamented that it had been over 3 years since I had sex and how no man wanted me. Well Frankie surely did. He said any man would want a hot woman like me. So I said I'm all yours if you want. And I love to suck dick. That day I gave him the best BJ he'll ever have and he fucked me silly all day. We have sex many times a week since then. We also invited Joey to join us and the 3 of us have sex quite often together. I love being fucked by both of them in my pussy and ass at the same time. They are both much bigger than my ex and can cum multiple times. I've never been happier sexually in my life. I don't plan on stopping anytime soon either. As long as they want me they can have me.

First Time I Saw My GF Naked

I was 17 at a college party. There was a girl that everyone was banging in the back room. Some of the guys got her super drunk, and more maybe??? She was passed out and several guys were taking turns fucking her throughout the night. Other girls were at the party and either didn't realize or didn't care. Maybe they thought it was better than it happening to them.

One guy a senior urged me to go in and "have a good time". I was a virgin at the time and when I went in, she was beautiful. She was lying on her back, her legs spread a neatly trimmed black haired pussy looked incredible against the smoothest, milkiest skin Ive ever seen. Her tits were a B cup, perfectly shaped, and she was beautiful with her short black hair framing her face. There was a glob of white semen leaking out from between her pussy lips, and a pool of it on the mattress making a wet spot about 8 inches in diameter beneath her. I couldn't do it. I wanted to fuck her, I wanted even to jack off on her but I couldn't do it.

she was 2 years older than me and eventually we got some classes together. Despite the age difference I got her to eventually go out with me. First studying together, then meeting over coffee, then a movie etc. For the last 6 months we are together and I finally got to fuck her. I explained that it was my first time so not to expect much. Instead of being teasing about it, she was very good, and helped me a lot. She really taught me to do things the way she likes and I like it too. She did explain to me that she'd had an unknown number of guys before. She went with three guys before, steadily and they had sex starting when she was 17. But the sole reason it was unknown was that she woke up at a party scene the next morning and had semen in her pussy, on her pussy, on the sheet below her, on her boobs and face, and she eventually discovered that at least one person came in her ass. I didn't care, but I've never told her I was at that party, and it was there that I fell in love with the beautiful woman lying passed out, spread eagle on the bed who was being taken by man after man.

I don't want to tell her,

We’re Not Swingers!

My wife, Ellen, and I have been married 12 years. We have a large circle of friends we’ve made over the years at motorcycle rallies, beach trips, work, and friends of friends. We went to Galveston a few years ago for Mardi Gras. We had a room at a nearby hotel and I had mentioned in a group post we were going and was wondering if anyone else was as well. One couple responded that they were going and staying in a large house with a group of friends and suggested we meet up on Saturday night. This couple, Greg and Sherry, are swingers. They don’t hide it, quite the opposite, and the group they were with were also all swingers. Ellen and I are NOT swingers, but don’t have a problem with someone else’s lifestyle so we agreed to meet at a bar that evening.

It took a while, but we finally ran into Greg and Sherry and met their friends. It was Mardi Gras so everyone was drinking. Around 10:30 pm, Greg said their group was going to head to their house to party and invited us to join them. I told Greg we might stop by in a bit, but reminded him that we aren’t swingers and Ellen wouldn’t be fucking anyone. Greg’s reply was “That depends on how drunk she gets, doesn’t it?” And laughed as he said it. Ellen has been known to flash and flirt, but that’s it. I told Greg I doubted she could drink enough without passing out to get to that point, but that we’d probably stop by in a bit. I discussed it with Ellen and she was ok with it once we tired of the party downtown. That didn’t take long, and around 11:30 we decided to head to their rental house.

I knocked on the door and they invited us in, introducing us to everyone who we hadn’t already met. Ellen had been drinking quite a bit and a couple offered her another, which she quickly accepted. They then told us to have a seat on the sofa. There were probably 15 or 20 people sitting either on chairs or on the floor with 2 other people on the sofa as well. Ellen seemed to be having fun chatting with several people and was soon having a 2nd drink. I needed to use the restroom and asked Greg where it was. He said he’d show me and took me upstairs and pointed to a room saying that was his and Sherry’s room, then led me to the restroom. There were actually 3 people waiting in line in front of me. It took a few minutes before I got in and then walked out and saw Greg talking to a gorgeous lady who was standing there topless. I spoke to them and we talked for probably 30 minutes or more before I went downstairs to find Ellen.

I was standing at the entrance to the living room and saw Ellen still sitting on the sofa between 2 guys. Her blouse was unbuttoned half way down, she wasn’t wearing a bra, and her skirt was barely covering her pussy, but no one was touching her. One of the guys got up and the other told Ellen he would get her another drink and went to the bar. Ellen then lay down on the sofa, I could see her ass cheeks sticking out as she lay there. There was a guy named Tony making out with a woman lying on the floor right beside the sofa. Tony looked her way, then grabbed her arm and pulled her onto the floor with them. Ellen sort of gasped and said “Oh my god! That was hot!” Tony started kissing her and the lady he was with, Nancy, began fondling her breasts and removed her shirt. Tony was already naked, Nancy had shorts on but no top, and they were both groping Ellen as she and Tony kissed.

Nancy got on her knees behind Ellen and reached over unzipping her skirt and sliding it down. She had no problem removing it altogether and that was when I realized Ellen wasn’t wearing any panties. Tony was reaching between her legs and they kissed and Ellen was grinding on him. Nancy was now being ignored so she climbed onto the sofa to watch. About then, Greg walked up beside me and said “See, I knew there was a good chance she’d be into it.” Tony began pushing her down so that she was now on her knees and sucking his cock. Greg winked at me and walked over and got down and began eating her pussy. After a couple of minutes, he slid his shorts down and then pushed his cock into her pussy as he pulled her hips back toward him. He fucked her for a few minutes the Nancy took his load in her mouth.

Ellen seemed to need more cock so she slid up and onto Tony’s dick and began to wiggle around and soon started bouncing on his dick. A couple of minutes after this, and he flipped her onto her back and began to fuck her hard as she pulled her legs up toward her shoulders to accommodate him. The 2 guys who had been talking to her on the sofa began playing with her tits as the jerked off watching. The lady who had been talking to Greg, Stephanie was her name, walked up and started stroking my cock as we watched Tony finally shoot his load into my wife. She then asked me “Do you mind?” And she crawled between Ellen’s legs and ate the cream pie Tony had left for her and causing Ellen to cum almost immediately.

I Cheated On My Husband

About 5 years ago I had to attend a work event that required a few days stay in a hotel. I was there with a male colleague who was in his mid 20s and the company put us all up in our own hotel rooms. In the evening I dropped into my colleague’s room as we were going to go out for food. He was still getting ready and was just out of the shower, he came into the room to get some boxer shorts which he quickly put on, but not before, well let’s just say I saw everything. I was a little shocked at how open he was but I didn’t say anything as I didn’t want to appear like an old prude.

His penis was big, there was no not looking at it, it was long and thick and swung when we walked. With his boxer shorts on the shaft was easily visible. My husband is decently-endowed but not like this, I’d never seen a penis that big in real life. After I’d gotten over the shock of my workmate showing me everything I just filed it away in my mind as a little treat for me.

On the final evening we were having drinks together as a group and Dutch courage got the best of me and my colleague and I were flirting a little. He asked if I enjoyed seeing his package and I said that I did, that it was quite impressive. He asked if he was bigger than my husband and I confessed that he was. I was wearing a knee-length skirt and he put his hand on my leg and slowly moved it up a few inches above my knee. I let him, but added that there were probably girls closer to his age he could probably hook up with, but he said he’d always found me attractive. I told him it was a work conference so I hadn’t packed any lingerie and hadn’t tended my garden, besides I was married. He took my hand under the table and placed it on his crotch and again I found myself letting him. In fact I even gripped him and ran my fingers along his bulge, my pussy was even starting to tingle.

“Let’s go to my room” he said, but I said no, I couldn’t, but I didn’t stop him when he took me by the hand and we left the bar area. We were soon in his room and he lay on the bed. I took my tights and frumpy knickers down under my skirt, then I undid his trousers and pulled them and his boxers down to his knees. His cock was hard and sprang out. I got on top and angled his head to the entrance of my pussy and sat back onto him as deep as I could take it in. It slid in easily as I was already wet and it felt amazing. I slowly bounced up and down on him, just using his hard cock while I rubbed on my clit. I kept my eyes closed to focus on the sensation of being filled and stretched by this eager young dick, in my mind it was just like riding a dildo but so much better, and I was able to bring myself to orgasm, gripping his shaft tight as my pussy convulsed along with my body.

Orgasm over I got off of him but he positioned me in doggy style on the bed, lifted my skirt and slid himself back in from behind. I gripped onto the headboard as he fucked me, driving his cock into my wet, hairy pussy until he came himself, filling me with cum which ran out and down my legs when he withdrew.

I went to the bathroom to clean up and we returned to the bar, hoping no-one noticed I was no longer wearing tights, and of course only myself and he knew I was also no longer wearing knickers. We mingled with other people and chatted, them oblivious to the fact that I had just taken the biggest dick I've ever had.

The next morning I was filled with shame, but also conflict. I had to resolve that I had effectively cheated on my husband, but it wasn’t an emotional cheat, I just wanted to experience a larger penis. We hadn’t kissed and he hadn’t really even seen me naked. I’d gladly never see him again either but I knew we’d have to work together so I had to get over it. I waited for him in the hotel lobby and we checked out and he seemed perfectly normal like nothing had even happened which made me feel a little better. Until he passed me a plastic bag that had my tights and knickers in which I quickly stuffed in my luggage, my face burning red.

I’d never cheated before and haven’t since, I still have a good sex life with my husband, maybe even better as admit the whole thing at least gave me a new sexual confidence I didn’t have before. My husband has even remarked on it, little does he know where it comes from.

Actually Bred My Wife - True Story

This is a legit true story. My wife and I have been in an open marriage for 2 years now so it's really not a big deal that someone else cam inside her. However, this is such a fun story that I had to share.

I'm shooting blanks and there's a very very low chance I'd ever get my wife pregnant. We want kids so we started talking to our swinger friends and finding someone with good sperm and good genes to swap with.

We tried that for a few months and really hit it off with this one couple that already has 3 older kids. One night my wife is ovulating and I text the guy to see if we can swap. He's busy with work but says he can swing by on his way home for a quicky.

So I tied and blindfold my wife to the bed and start fucking her. A few minutes into it and my buddy shows up. He drops his pants and starts stoking his dick in a hurry. He keeps jerking it telling me that he's almost ready. I move to the side, he dick slides in with easy because her pussy was so warmed up and then he cums instantly inside her.

Once he's done pumping cum inside her he slaps me on the back and takes off out the door. Now my wife is laying her full of cum and begging me to give her an orgasm. Literally begging. So I prop a pillow under her ass and using the vibrator make her cum until she starts begging me to stop.

I guess I found it so hot because for the first time it felt like she was being used. Someone really treated her like a cum dumpster.

Wife Got Into It

My 32 year old wife and I were interested in swinging for a few years. I was ready to see her in action and she was eager but she would always get nervous and bail at the moment of truth. She's a nice looking girl and a great fuck but she would just get worried and would always say something like "next I will-next time." We always had fun watching other people and being watched but I really wanted to see her in action regardless of if I got with anyone else.

So we went to an event-just us didn't know anyone there. It was crowded, a lot of attractive people, tits out, dicks out, wanton cock sucking going on-a good time. No one was moving on us really, we were on the dance floor and the couple next to us was well known and popular. People kept coming over, the guys to have the girl suck their dicks and the guys, and some girls, to eat the girl's pussy.

My wife and I got an eyeful and a few guys started presenting their dicks to my wife but she waved them off. The girl reached out and gave my girl's pussy a rub under her dress. My girl actually moaned then the guy squeezed her tits and she allowed it then the couple moved off and we were on our own. I was pretty excited, my wife was flushed and dripping wet and wanted to walk around.

We grabbed drinks then wandered into the actual play area where people fuck and there were little play rooms with curtains you can pull closed to play. We walked around watching as things were just getting started and came across the couple from the dance floor. They were in one of the play rooms fucking but they had left the curtain open. They were both standing while he took her from behind. She was facing us smiling and making great sex faces.

My wife was at first startled to see them then stood watching kinda mesmerized when the woman getting fucked reached out, grabbed my wife and pulled her into the room and started French kissing her. While they kissed my wife looked back at me and that woman pulled her back to pay attention to her-my wife moaned and I realized the woman was rubbing her pussy. The woman looked at me, indicated with her head that I should leave then closed the curtain with my wife inside with her and her guy.

I stood there for a minute wondering what happened like my wife who never gets involved just got pulled into a threesome that I was going to miss. So now I could hear the guys balls slapping against his girls pussy while he fucked her and I could hear my wife moaning then heard her talk quietly like she was protesting. The woman opened the curtain just enough to pop her head out and mouthed the words "get away" and indicated fiercely with her head that she wanted me gone. I took the hint and wandered off. On one hand, I wanted to watch really bad, on the other, this was the first time my wife had joined in so I was pretty happy hoping she would have fun and get more comfortable for the future.

So off I went, watched some people have sex, a lot of cock sucking going on, and after an hour or so I was relaxing and saw the couple that grabbed my wife dancing together on the dance floor. I caught her eye and she just shrugged and looked away ignoring me. I went looking for my wife.

I found her in the public play area, nude, on her back, legs spread, two men next to her on their knees playing with her tits and holding her legs open and getting her to suck their dicks while another guy was fucking her. She was sucking like a demon and they had her legs pinned wide so the other guy could fuck her hard which he was doing. He came and other guy jumped right in to fuck her after the first guy pulled out. While the new guy was getting going, one of the the guys she was sucking on started groaning and shot cum towards my wife's face. She gulped at the shoot cum trying to catch it in her mouth missing most of it which ended up on her face and tits.

I couldn't look away, a group of guys had their dicks out and were stroking themselves watching. I joined in and had to be careful because I was on the verge of cumming the whole time.

A guy jumped in taking over for the one who came on my wife's face pinning her legs open, sticking his dick in her mouth and twisting her nipples. The new guy fucking her was going to town and came in minutes then was quickly replaced by another guy who came just as fast.

Another guy jumped in and at this point my wife was sucking a cock like crazy. She ended up taking his entire load in her mouth swallowing fast then sucking the other guy just as fiercely until she swallowed his load too.

The guy fucking my wife was on his own now, her legs in his elbows, his dick slamming home over and over, her moaning and close to cumming. She saw me, her face hung with her mouth open, gasping and she came very heavy-he pulled out, pulled off his condom, and came all over her pussy and a second later I was shooting my load.

My wife told me she'd fucked six guys total and sucked a bunch of dicks and was finally all in.

Wife Video

I filmed a short 30 second video of my wife masturbating. She gets turned on when she's watched, photographed and filmed. So far I've shown the video to over 100 guys online and posted it on xvideos (with her permission!), and she gets really wet really quickly when she hears comments about it.