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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:

- True Sex Confessions -
Straight Female / 29

Boyfriend And Roommate

The other night l had a first time experience. I am on all fours in my boyfriend’s bed when his roommate walks in. He literally walked in, walked over to my head and pulled out his hard cock. He just put it in front of me. I was shocked when my boyfriend says you know you want to suck it. Go for it. I shook my head no. That is when he groaned my hair, pulling my head back. It opened my mouth and in his roommate went. He went deep enough to make me gag and spit up. He encouraged me to work harder as my boyfriend pushed my head lower on his roommates cock. He just kept fucking me too. I was leaking from both ends.

After about 10 minutes, they switched. And then back again. I was basically being used as a fuck hole (my own depiction). After they came in my mouth and in my pussy, they told me to suck them both hard again. They proceeded to fuck holes for another hour or so. My boyfriend then sent me home, yes dripping, and told me I was his slut from now on.

I have been called or texted by his friends since that night asking for sex or head. My boyfriend says I can do as I want, but he insists I give my body to them too.

I am generally soft spoken and bordering on submissive. As such, I am not against this. I just would have liked to talk about it first.

2
# 73293 - by Hailey / September 3, 2024
- My Family -
Straight Female / 43

Taking On The Responsibility

My confession is that for the past nine months I've been sexually sharing my daughters husband.
Kyle has a very high sex drive and my daughter feared he might stray when she had to work away for six weeks.

One evening before she went, they called round to my place.
After explaining what I've just mentioned here, my daughter said she'd leave us alone for an hour.
I tried to say to Kyle he should temper his needs, but when he pulled out his large growing dick, I found myself on my knees sucking on his gorgeous cock.

When my daughter returned, I was flushed and had had half a dozen orgasms.
Kyle had fucked me every which way and then some. He even persuaded me to have anal sex, my first time in years.
As he showered my daughter and I spoke about every detail as she wanted to know.
Afterwards she seemed totally relaxed about everything and even told Kyle "When we get in, you're fucking me".

It was nearly a fortnight before she went working away, so four times Kyle text me to say he wanted "Mothers pussy".
We had sex each time, and each time I became more and more adventurous.
The fourth time was the morning of my daughters flight. They both called by and that's when she watched her husband fuck me.
I was a little unnerved at first, but once she began telling him which position to fuck me in, I relaxed and even saw her playing with her pussy at one stage.

During the six weeks she was away, Kyle and I had sex, really dirty sex, every day. And on two occasions he filmed us fucking and sent his wife the video.
Throughout her time away my daughter and I chatted. And it was clear she was thankful it was me satisfying her husband and not a stranger who he might leave her for.
As for Kyle, he was absolutely loving the fact he was fucking mother and daughter. And he still is.

Between me and him, I keep it purely sexual. And I've now really begun to enjoy anal sex. He visits once or twice a week depending on his work schedule.
My daughter and I spoke the other day and she's mentioned she'd like to be present again when Kyle and I fuck, because that's what it is between her husband and I, just sex.
We've arranged for this coming weekend for them to visit together.
Hopefully everything will be fine.

3
# 73284 - by Tracy / September 2, 2024
- Fetishes and Kinky Sex -
Straight Female / 48

Giving A Helping Hand And Mouth

My son recently left for school leaving my husband and I as empty nesters. We were used to having kids here all the time. My son’s friends where all ver nice some where little pervs but there age what do you expect. 2 of them always where extra nice to me. At 48 I’m in good shape don’t dress slutty but like clothing that shows my figure off. I have what you call big blond hair pair of C cup boobs that I had lifted a few years ago and always in leggings. Hazel eyes these 2 kids have told me many times I have great ass and have that Jill Kelly look going. I always laughed it off and just left it alone. My son had been gone for a week the house was quiet and my husband worked as much as before and I was alone. One of the 2 perv kids stopped by to check in on me. I had just finished my workout so I was in a sports bra and very short running shorts. I have a home gym so as little clothing as possible is what I work out in. I’m usually by myself had got off the treadmill when I heard a knock. I went over and checked saw it was the one perv. I opened it up let him in he gave me a hug asked how I was doing and felt his hand on my rear. Didn’t say anything and we continued to talk. He asked me how I was doing I was honest and told him how I was feeling. He scooted over close to me and was right on top of me he told me how much he missed him and I said the same. Before I knew it his hand was on my thigh rubbing me then he kissed me I pulled back a lathe kissed me again this time he slid his hands between my legs. Since i was working out at home he caught me with no panties and got a clear shot at my vage slid fingers in told me how wet and warm I was. He kissed my neck which gets me going. Kept telling me how i was the most beautiful woman he had ever seen and known more kissing his cock came out I started jerking him off he gently pushed my head down and put my lips around his rather large cock. Thick very thick i thought to myself. After a few minutes he was pumping his seed down my throat. He laid me back took my shorts off and ate me. His tongue was everywhere I was close to coming when he put my legs over his shoulder and slid into me. I came almost immediately I shook and started to squirt. He came in me kissed me some more and told me that he was going to come by tomorrow. We text each other asked me to wear something sexy so I did. He fucked me for a week straight. Except the weekend to tough with hubby around. On Monday morning he showed up with the other pervert buddy and originally he just was dropping him off until we wheee going at it in my room when out of nowhere I felt him slid inside me while I was on all 4s giving a bj. It was to late these 2 where roasting me what they called it. I spent the day getting fucked in every possible position every hole was used. They did this for that week. Weekends are meant for me to recover it’s been a couple of months and having regular sex seems odd. But really learned to enjoy 2 cocks.

2
# 73197 - by Badmom / August 29, 2024
- When I Was A Kid -
Straight Female / 30

Sex With My Crush

When I was 17 I had hong out with a bunch of different group of friends. The one group especially I really enjoyed as they were outgoing and hilarious never a dull moment. There was this one Particular guy Mike he was THE GUY for me. 6ft’5 dark hair brown eyes I was so attracted to him I wanted him all the time. I flirted with him and he noticed. The party we were at me and him were talking and i literally jumped on him and started making out. I was on top oh him and I could feel him getting hard. I stopped kissing him look him in the eyes and told him I wanted to suck his dick…go for it he said. I yanked his jeans down to unveil his damn good size cock. I went straight for it and sucked like a champ. We changed it up did 69 he was eating my pussy and I must came 3 or 4 times while I was trying to deepthroat him he jizzed in my mouth. It was terrific. In that same night a few ours later i saw him chatting up another girl which for some reason made me extremely jealous. A few minutes later I came back and she was gone. We made out on the couch for a bit until a couple other people came into the living room. I was all over him and didn’t matter to me if people were watching us it didn’t bother at all and asked him if I could suck his dick again. He said sure and went to get up but I pushed him back down and said “right here is fine”. So I took his pants down again and started sucking his dick in front of people like no one was around. I was super horny for him. Some girls and guys got up and left some girls and guys stayed to watch. I blew for probably 10 minutes until he was ready to cum. When he was ready I just leaned back look at him and told him he could cum on my face if you want which he did and I will tell you that for a second time in that night his cumshot was huge and covered most of my face. At the point some girls left saying that’s gross and some said that was hot. I absolutely loved it! We went home separately at the end of the night. We did see each other often after that and I could resist him. I would do anything he said and eventually let him in my butt. That I encounter was after a night out at the bar. He had me doggystyle and asked me if he could try my ass and distinctly remember saying yes because I got super nervous. But it wasn’t that bad he spit on my asshole and put it in slow but quickly turned a hard pounding and my ass full of his cum. I was sore for days after that. It ended about 6 months after as he had to move away for school but till this day I think about him and what we did together and I masturbate often think of it

0
# 73204 - by Chelsea / August 29, 2024
- Fetishes and Kinky Sex -
Straight Female / 45

Mornings Are For Me

This may sound a little selfish but I like the mornings for me. I drop my kids off at school head to the gym and enjoy the time o have there. For about 3 months now I have been hooking up with a 25 year old there. Very tall dark handsome muscular. Started off by simple smiles then some flirting and then asking me out to lunch. Never made it to lunch instead I got a tummy full of protein. Yup he slammed my throat I ate as much as his goo as I could. He stayed hard picked me up and at me on the biggest cock I have ever had a possibly handle. It’s long and thick and it felt like I was going to be split in half. I sounded like a special Ed student. I have gotten used to it by now. I know I’m not the same as when I have sex with my husband I don’t feel very much and he never really lasts. First time he took my rear I know I was walking funny for a week. Still can’t get used to that. My husband owns his business so he is hardly ever around during the day. I’m usually fucked until 1 in the afternoon then I have to go take a bath and some Motrin. For the first week of constantly getting fucked I was walking like inside a horse. I guess i did get fucked by a horse cock. He has told me that I give the best head that he has ever received. I’m a small women blond green eyes 4 foot 8 nice fake tits and a round ass. He has had me answer the phone while I’m getting railed and has me tell my husband that I’m on the treadmill since I’m out of breath. We have been watching more and more 2on 1 porn and he wants to invite his brother. I was uncertain until he let it slip that he thinks he loves me. I’m pretty much melted when he a said that and hav agreed to give it a try. Not sure if I can handle a DP but I will sure as hell try it. I would like to try a spit roast. It does look like fun. No pictures or cameras allowed. Last message I got on snap chat was that tomorrow by noon I will covered in cum with my holes will be well used. Asked me to arrange for someone to pick up the kids. So I did and now I’m getting a little nervous about what kind of shit is going to be done to me. Il update

8
# 73143 - by NottyWife / August 26, 2024
- My Spouse -
Straight Male / 34

Putting On A Show At A College Party

When my wife and I just started dating in college, we were banging like bunnies. I think we probably averaged above 3 times a day. One night we were at a party and we're making out on a beanbag chair and getting very handsy. She worked her head down my body and pulled my dick out and started sucking me infront of 20 or so people. We started to get everyone's attention and at first she was so lost in the moment she forgot we were at a party but then she started to embrace the crowd and so did I. Some of the guys started telling her to sit on it and so she stood up, dropped her pants, and saddled up on my cock. This was early in the smartphone era so not everyone had one yet, but there were definately some people recording it. Her roomate showed up to take us home but the crowd was cheering "let him cum". So I came on her face and then we went back to her dorm.

0
# 72250 - by Showoff / July 6, 2024
- My Spouse -
Straight Male / 38

I Accepted My Wife As A Slut And Made The Best Of It

Before I married my wife Mary Beth she told me she was a slut, she told me she'd had lots of cock of all colors and didn't want to stop fucking other men. She said she loved fucking different men every chance she got and if we were going to be a couple then I had to accept her fucking ways cause there's no way she can be happy just fucking one guy, even if its her husband. I told her I could live with that and so we got married. True to her word she had several extremely well hung black guys fuck her thoroughly on our wedding night, just as a preview of how our life together was going to be. I didn't object but instead cheered her on! She was shocked and excited by my reaction to her behavior.

She didn't realize that I had a fetish about watching her fuck other men and absolutely loved watching her in action. We were made for each other! So our marriage started out with her getting banged multiple times with giant cocks and I getting the stretched out sloppy cum filled pussy which I thoroughly enjoyed, I love fucking loose cum filled pussy. I told her that I had one request, that she lets me watch and video her escapades. She happily agreed and I made a spare room into a movie set for videoing her in action.

I set up a subscription web site and used her cravings to made her a very popular internet porn star, we made lots of money, she was very busy. She was extremely happy getting paid to fuck big well hung men., it was a dream cum true for us both. She told me how she was never truly satisfied and always craving more sex and she was a size queen as well requiring huge cocks to get her off and how this endeavor really helped her needs. I told her that it was fine, I understood and it made for better video her enjoying the really big cocks. I told her that I really did love her even though she couldn't be true to me, I supported her needs and accepted her as she is, that's why I married her and I would always be there for her, not to worry but enjoy herself and continue to be the slut I loved.

After several years we had invested the money wisely and decided to sell off the web site to a group of investors. They got new stars and continued on profitably so everyone was happy. Mary Beth continued to fuck at least three men a week as she was still much in demand and very desirable, she was known as an exceptional lover, having honed her skills fucking over a hundred different men with great gusto and enjoyment, she was a slut in every sense of the word and prided herself in her abilities to satisfy any man. Our life has slowed down but the sex is still good and I still enjoy fucking her well used cum filled pussy. I don't believe she's ever going to change but that's part of why I love her so much. As I said earlier, we're made for each other.

1
# 72284 - by True fan / July 8, 2024
- My Spouse -
Straight Male / 65

Casual Masturbation

A couple of nights ago I couldn’t sleep and was reading. After a while my wife was awake as well. She says to me “ I need to use my vibrator to go back to sleep, do you mind? “ I say “ of course not, do you want any help?” “ No I don’t think so” she replied. With that she gets out her wand and her lube and starts her routine. Of course I am now distracted from my reading as I watch and listen to my wife pleasuring herself. She reaches for and rubs my dick for a while to help her mood. But is soon back to concentrating on her own self. Well when in Rome. So I start to do the same. After about 10 minutes I hear her getting close. When I hear her say “ Oh yeah that’s it!” I cum as well.
Shortly she is snuggled up, content and back asleep. As I lie there and start to drift off myself I can’t help to think after 30 plus years together how lucky we are to be our selves without judging, be open about our needs in the moment and help each other. Some times we have very intense long lasting sex sessions then other times very casual easygoing meeting the needs of one or the other.

0
# 72290 - by CJ / July 9, 2024
- My Spouse -
Straight Male / 42

Big Cock For Her Birthday

It was my wife's birthday, I took her out to dinner and we had a few drinks. While we were talking a friend of mine from the gym came over and said hello to us. I introduced Jim my buddy to my wife Mary and asked him to join us for a drink. Jim caught my wife's attention right away as he was a big man, 6'-4", muscular, handsome, and black with a noticeable bulge in his trousers. Soft spoken and intelligent with a good sense of humor. Mary was a beautiful, sexy woman, 5'-6", 120 lbs, long red hair down past her shoulders slim waist and tight ass and fun to be with. Jim was just as impressed by my wife as she was with him.

They talked up a storm and it was getting late so I invited Jim to come home with us for more drinks and socializing to which he happily agreed. After we arrived at our home I made us all drinks while Mary and Jim continued to hit it off. Soon the conversation got around to sex and Mary asked Jim if it was true that black men had the biggest cocks? Jim took Mary's hand and put it on his cock and said judge for yourself. Mary's mouth gaped open saying I can't believe how big it is!!! its huge !! Jim said you should see it when its hard! Mary continued to hold Jim's cock as it got hard showing his full size of 12" long and thick as a beer can, then looked over to me and asked can i ? I said certainly, happy birthday dear, enjoy your present at which point Mary's face showed pure joy and the biggest smile I'd ever seen.

Mary smiled at Jim and said I've never had a big cock or sex with a black man before. Jim laughed and replied that he was going to change that tonight. He undressed my wife while kissing her breast and worked his way down to her pussy. Mary took him by the cock and led him to our bedroom. She lay on the bed, spreading her legs wide exposing her hot wet pussy. She looked over to me and said thank you I love my present. Jim went to work on her pussy with his tongue and fingers, stretching her open in preparation for his huge cock. Mary came almost immediately, soon Jim moved into position between her legs and inserted his huge cock deep into her pussy. Mary cried out in extasey saying "it's so big" oh shit, oh shit, yes fuck me with that big cock, fuck me hard!!! Mary started pumping her pelvis to meet Jim's thrusts and had a huge climax, exclaiming she loved the way Jim' s big cock felt inside her!

As they continued to fuck Mary became more excited and was moaning loudly, thrashing about, and started swearing , then said she was cuming again. Mary continued to experience multiple climaxes and was making all kinds of sounds I never heard her make before!! She was in sexual heaven and worked up hotter than I'd ever seen her. Jim was making sure he was fucking Mary for all he was worth. It was amazing to watch, so hot that I came from watching them. They fucked for a good 30 minutes when Jim started to pump faster and made his own noises as he exploded into Mary's pussy filling it with his cum. She came with him and collapsed from exhaustion, Jim laid there for several seconds and rolled off her revealing a destroyed pussy with the biggest gaping hole I'd ever seen, within a minute his cum started to leak out of her pussy, it was a site to see.

Mary smiled at me and said " best damm present ever!!!!" I had both my first BBC and another man in my pussy tonight, it was phenomenal and I loved it, i want to fuck Jim again! Jim laughed and said anytime. Jim got dressed while Mary remained naked then we returned to the kitchen and had a drink to celebrate Mary's birthday and her first big cock from another man. Minutes later Mary walked Jim out to the porch still naked and kissed him goodbye, I think Mary wanted the neighbors to know what she had just done.. As Mary walked back into the house she was still smiling with Jim's cum running down both her legs. She laughed saying he really filled my pussy up, I look forward to him doing it again.

We talked quite awhile about the nights event and Mary expressed how much she enjoyed fucking Jim, the way he completely filled her pussy and stretched her out was exceptionally satisfying and more gratifying than any sex she'd had before. It was super stimulating and the most intense sensations she's ever felt in her pussy. It went way beyond what she had imagined it would be like. She's so glad I made it happen for her. I told Mary that watching her fuck Jim was super hot and really turned me on, I wanted to watch her fuck more big cocks! She smiled brightly and said she's looking forward to it. I told her I wanted her to be a complete slut when it came to fucking other mens big cocks and she said she'd make it her mission to p!ease me as well as herself. So we began a new lifestyle of sexual exploration and gratification and Mary getting her pussy stuffed and stretched out.

5
# 72323 - by Luckily man / July 11, 2024
- My Spouse -
Straight Male / 28

Wife And I Ended Up Swinging On Vacation In Cancun

My wife and I both very fit and in my biased opinion, attractive people. We were on a trip in Cancun and I got some new swimsuits, one had Pineapples on but I didn't realize that was a code for 'swinging' when I got them. When we got there I was sizing up the other guys, its true that when you start lifing you get more non sexual attention from men, than you attract women. Guys want to know your routines and diet, etc... and I have noticed myself that I look at other guys just to gauge if I'm stronger or not. I saw one dude on the first day who popped out because he was so built and so I had the quick shame of not being the strongest guy at the resort. My attention quickly turned from him to his wife though, She was a perfect 10, she was a tan blonde, skinny body with a round ass and some big but not overwhelming fake boobs.

Next morning I saw him in the resort gym and we chatted briefly. That day I put my pineapple swimsuit on and we ran into them again at the main pool bar. Him and his wife came up to me to chat at the poolside bar and we hit it off. My wife and I were doing shots with them, drank tons of margaritas and we were all pretty hammered. They started telling us about how their room had a personal pool and ocean view and invited us back to it. We were still ignorant of their intentions, but I could tell my wife liked his looks, and I had probably been drunkenly staring at his wife's rack a dozen times. We went to go check out this private ocean view pool and on the way stopped at one of the many included resort bars and got 2 bottles of champagne.

Their room was super nice, and as soon as we got out to their secluded little ocean view pool and deck area they both got naked saying "We don't need to wear these up here" and then got into the pool. My wife and I were a bit more hesitant but the booze inspired me to be a goof and I pulled one of the strings on her top, dropped my trunks, and jumped in. They were getting pretty handsy with each other and my wife and I were just playing like drunk, naked kids in a pool. They asked us "So have you guys done this before?" I figured they meant skinny dipping, but they clarified that they thought we wanted to have group sex because of my swimsuit and then our connection throughout the day. My wife and I had a quick sidebar and decided to live it up in Cancun.

We weren't quite sure where to start things, but they helped ease us in. They told us to watch them and then feel free to jump in wherever and whenever we wanted. We migrated into their room and they got on the bed and she was riding him cowgirl. My wife and I sat on the edge of the bed and I gently rubbed her clit while she gave me a slow stroke. I told my wife to feel his abs and that I was going to feel up her boobs.

I got a big handful of her tits and my wife was feeling up his pecs and abs. He reached out and gently grabbed my wife's boob and his wife put her hand around my cock. His wife then took over and asked if we all wanted to try a setup. She went reverse cowgirl on her husband, she told me to stand infront of her, and my wife to sit on her husbands face. I could tell my wife was starting to get into it now, and the night went on with us rotating through these positions. Another position we did was the girls essentially got into a 69 position, and then the other guy and I would kneel between their legs on opposite ends. This was the position that got me off because I was in my wife, but the other woman's head was right below my balls and she started to suck them. I came in my wife, and then I was done and exhausted. The other guys still needed to cum though and his wife suggested that her and my wife blow him together. They did and he ended up finishing on both of their faces. They invited us back the next night but we told them it was a one time thing for us but that it was alot of fun.

2
# 72329 - by Accidental swinger / July 11, 2024
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