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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:

- My Spouse -
Straight Male / 39

My Wife Wants To Try Something I Don’t Have

My 39 year old wife is a great woman. Loves sex and is a sexy milf I do say so myself.

We have sex almost every day weather it’s full on sex or her just giving me a bj but she wants to try something

She wants to try an uncut dick. I’m cut so I can’t give that to her.

Only think is she wants the guy to be 40 to 55 years old. I personally think she’d go older. But you must have full coverage when hard and he prefers a dick 5 to 7 inches. Anything bigger and she’ll not like it. She’s small and can’t take big ones. My 6 inch think dick is a lot for her to handle but she’s used to it obviously

And you must be waxed. My wife hates pubes. But lucky for you she waxes so she’ll wax your cock if need be. Then she’d most likely blow you.

We’ve had a double list ad up for months now. No uncut guys in our area I guess.

4
# 69185 - by John / December 20, 2023
- Dreams and Wishes -
Bi-Sexual Male / 40

Submissive Wife

My wife and I had often chatted about her being sub. She wanted to try it and we did some minor stuff to see how she would react, like name calling ,light spanking, had her remove her panties at a restaurant and give them to me, she wearing a dress.

We talked about limits and respecting them, then one night she said ok I trust you completely, you know my likes so lets pick a weekend and I will do as I am told.

She had always wanted a gangbang with a couple of my work friends so I asked them to join. A couple of weeks later I set it up. Told her we were going to a cabin remote for the weekend and she would obey me starting Friday night to Sunday night, she eagerly agreed.

Friday arrived and she was packed and ready to go, I went into her case and removed all panties and bras. She was wearing a light yellow blouse that was see-through in the right light and dark brown mid thigh skirt. I had her undo all the buttons on her blouse, we pulled into driveway and both my friends came out and got into the back seat.

We hit the highway and everyone relaxed with some casual conversation, Friend 1 sitting behind her reached up and reclined her seat so she was almost in the back, she giggled and he reached around and started to massage her shoulders pulling the blouse open more and more. I asked her to get the blouse out of the way He again pointed to the side and put on his signal, I slowed got behind and she removed it her big long nipples now on display.

Both guys couldn't resist and started to play with them and they hardened, I pulled up along side a truck and he looked down and smiled. pointed to the side of the road, Lynn crawled into the back and soon had a cock in each hand and a mouth on each nipple. The trucker was loving the show and arched his back to show very thick hard cock, Lynn moaned when she saw it. We followed him into a abandoned truck stop, he got out and walked back to the car took his cock out and Lynn had it in her mouth in seconds, wasn't long before he pulled out and shot his load all over her pretty face, she cleaned him up and used her blouse to wipe her face.

When we arrived at the cabin Lynn didn't even get in the door and she had a cock in her throat and one in her pussy from behind. It was a wild weekend as we all had a good time fucking licking sucking, too much happened to even write here lol

2
# 69068 - by TopHat / December 12, 2023
- True Sex Confessions -
Straight Female / 30

Sure - Why Not

Last month, while out with a group of friends (all guys), they started trying to convince me to come home with all of them. Yes, all of them and just me. There was no hesitation relating to safety or anything like that. I have had the fantasy of doing this for years too. However, it seems to be ringing a bell that you cannot unring.

After unrelenting innuendo, I have in and we all went back to Chris’s house. It did not take long for the hunters to find their prey. I was naked in minutes and shortly there after I was on my knees sucking several cocks.

It is the perfect storm of submission and domination. They all are standing there begging me to suck them, while deep down inside I want to shove all of them in my mouth at the same time!

The night proceeds exactly how you think. Lots of oral giving and receiving. Lots of sex. Lots of cum. Everyone leaves happy, although my holes were left beaten down a bit from all of the cocks.

I have been fucking all of them since. Sometimes one on one and sometimes with multiple guys. Everyone seems fulfilled and happy…thus sure, why not!

4
# 68897 - by Tonya / December 1, 2023
- My Spouse -
Straight Female / 40

My Sex Drive Is Gone Currently

I’ve been married to my husband for 20 years now. We are high school sweethearts. Most probably assumed we’d end up divorced since we got married so young but we aren’t. Married and still going strong.

We have 4 kids. The last one was born last year and that was our last. My husband got a vasectomy right after baby number 4 was born.

But sadly after the 4th pregnancy my sex drive really disappeared. Thankfully my husband is very understanding and said it’s fine. He knows eventually it will come back.

But for now I give him regular BJs which he loves. He can ask for one anytime and I’ll suck him till I’m swallowing his cum.

Typically he’ll ask for head 3 to 5 times a a week. I love giving head so it works out perfect. Sucking his beautiful shaved cut thick cock has always been one of my favorite things to do.

I’m thinking for Christmas I’m going to get waxed and let him fuck my pussy as many times as he wants In one day.

He assures me BJs are plenty enough for him but I know he misses pussy

3
# 68881 - by Rebecca / December 1, 2023
- Anything Goes -
Straight Male / 28

Preggo With A Virgin Ass

I hired a girl and within a month or so she announced she was pregnant. Two months after that she was crying, her boyfriend dumped her and moved away, changed his phone and left her alone with a baby on the way. We started having lunches together, and then meals after work, and we eventually started fucking. It was my first pregnant fuck and I loved it. I loved shooting my cum up inside her pregnant, hairy pussy knowing another man put that baby inside her. She's showing pretty good now and in New York last week on a business trip, I opened the curtains with an office building across the street and had her naked all the time in the room. I let her wear a robe for room service but it had to remain open. The room service waiters got a full view of her blossoming tits with darkening nipples, her hairy bush and big pregnant belly.

I finally told her that I knew she was an anal virgin but if we were to be together for any length of time, anal sex couldn't be off the table. Bending over the table in front of the open window, I lubed her and me up and popped that pregnant booty. She took it well, and for about the 5 or 6 times after that first time, I would eat her to orgasm but only have anal sex. Now she is very used to it and I have a very pretty, pregnant 3 hole girl.

1
# 68882 - by Sm / December 1, 2023
- True Sex Confessions -
Straight Female / 32

First Swinging Experience

My husband and I have been married for 10 years. We have been told that children having children would require a miracle and we have embraced fact.

As such, we have travelled, we bought a condo (instead of a house) and recently we have opened up our sexual thoughts to swinging. My husband is a fun lover…creative, giving, endowed. I am relentless in bed…unlimited stamina, a pleaser and I welcome play in my three holes.

After a few months of ‘fact finding’, we decided to attend a swingers get together. There were around 60 people at an adult club - about 30 minutes from where we live. Close but not in our home town.

The night was fun, eye opening at some points and it ended with a same room swap with a same age couple. I cannot speak for my husband, but the experience for me could be termed ‘different’ than my current sex. The taste, the smells, the positions, the size, the technique…all just a little different. All fun and all good, just different.

I am confessing here as nobody in my real world would understand this choice. Please don’t judge and please understand I am not telling anyone to do this.

6
# 68865 - by Elizabeth / November 30, 2023
- My Cheating Heart -
Straight Female / 36

Cheated A Month Before Wedding.

My husband and I recently celebrated our 10 year wedding anniversary. We got married back in 2013 when we were both 26 and this made me reflect on some events leading up to our wedding
A little background my husband and I met when we were 19 in college and have been together ever since. We are now 36. He was my first and only guy I had sex with. Prior to him I had given a few blowjobs and handjobs but that was it. I was pretty sheltered for the most part. Anyway we had a great sex life and still do and I’m going to recount the only time I have cheated on him in our relationship.

So I’m a nurse and back in 2013 I worked at a hospital. Pretty high stress environment and lots of interactions between doctors and nurses. One doctor took a liking to me. I was 26 and in really good shape at the time. I still am but with kids can’t work out like I used too. He was older and divorced. Prob mid 40s. He would flirt with me a lot and make comments about how beautiful I was and that I should start making babies soon. I’d just laugh it off but was secretly flattered but the attention. He was good looking and of course being a doctor made him attractive as well. So on one of the slower shifts which was rare he was talking to me about my upcoming wedding and joking about our wedding night. I said I’m not a virgin so I don’t need any sex pointers but my husband is the only guy I have ever been with. He was pretty shocked and half jokingly said if you want to get that out of your system before getting married let me know and he winked. I laughed and said well my husband is going to Vegas for his bachelor party next weekend and he said he will probably be getting his single life out of his system there just fyi. Guys go crazy. This worried me in the back of my mind.
So my husband left for Vegas on Friday and Saturday I got a text from the doctor saying if I needed company while my husband was gone he was free to come over. He said we could get some dinner and just watch a movie.
I know I shouldn’t have but I invited him over

So we have a nice dinner and start to watch a movie on the couch in my condo. He asks me if I’m nervous and since he had been married goes through how the day will go down. I appreciated him calming me and then he once again half jokingly brought up the wedding night with my husband and told me he could SHOW me how that would go down. I laughed and told him once again I am no virgin. He said I still deserved to know what it would be like with another man prior to marriage to one guy forever. Part of me agreed but I kind of dismissed him. We finished watching the movie and he said he wanted to do something for me. He turned on some music and said I’m sure your husband is getting this now so you deserve it too. He then proceeded to give me a lap dance which made me laugh.

He wasn’t a very good dancer but he did have a very nice body and he stripped down to his boxers while placing my hands in his body as he stripped. He then gave me a devilish look and turned around and pulled his boxers down and started to grind his ass into me. I laughed and was drunk and turned on too. He guided my hand to his front and I felt his semi hard cock. He asked if I liked it and I giggled before he turned around to show me his thick long cock. I must admit it was impressive and he grew erect in my hand.
He then started to kiss me as I stroked him. We made out and then he took me. I let him use my body for the entire night. He stripped me naked as I sat on the couch and he kissed and sucked his way down from my neck and tits to my stomach and finally my pussy which was soaking wet. He expertly ate me out better than my husband ever had at the time. I taught him what I liked later on so he is quite good now.
After he finished eating my pussy we went to the bedroom. He bent me over the bed and smacked my ass. He then pulled my hair back and whispered in my ear that on my wedding night my husband wil make love to me but tonight I was going to be fucked so I’ll always remember what it is liked to be fucked by another man besides my husband. He then pushed my head down onto the bed and penetrated me from behind with his large cock. He fucked me hard fast and steadily in multiple positions. We ended up having sex 5 times up until noon the next day. He came on my face in my mouth and on my ass each of those times. However the last time he said he wanted my last memory to be more sensual of him. So that morning before he left he made love to me like my husband did on our wedding night. I was sore anyway so I enjoyed the slow steady rhythm. We looked in each others eyes and sensually kissed each others lips until he was ready. I locked my legs around him and he came inside me.

4
# 68843 - by Amy / November 29, 2023
- True Sex Confessions -
Straight Female / 44

Every Boys Favorite Mom

FYI…if you are triggered by mature and young sex, please stop reading now.

I have three boys, 17, 19 and 22. I am a widow - my husband passed away in a drunk driver accident.

I have not had to work since my children were born. When my husband passed away, we were left with a great deal of money, property and assets. All of the boys have fully funded college accounts. We do not have a house payment. Our cars are new and paid off.

Personally, I am every boys favorite mom. Basically, I am a milf. I do one of those high impact fitness programs (basically) four days a week so I am extremely fit. I am filled with energy endorphins. But I am always horny too. My husband used to call me the energizer bunny when we hit the sheets to fuck. I am naturally welcoming and engaging with most everyone, including the other boys that my kids have been friends with.

Here is my confession: I have or have been sleeping with some of my sons friends. I have also slept with other similar aged boys over the last couple of years. The amount of times and the frequency is on a regular basis. Basically, my workouts start my sexual fire and fucking is how to put out that fire. I get fucked, on average, five times per week. I have an suv with tinted windows that allows more than enough privacy and space to get fucked.

I have to believe my kids know their mom is a total slut. I hide it, but it is hard to hide it when I am by the pool in a two piece bathing suit and all of the boys are staring at me!

8
# 68539 - by Marjorie / November 8, 2023
- Wet Stories -
Straight Female / 50

My Mind Was Blown

I was sworn to secrecy, but opening up about it anonymously won’t hurt anyone.

My fully grown up daughter, now almost 30, calls me the other night and asks if I had time to talk to her about something. I did and I told her to come over with coffee (well tea for me).

We sit in the living room (our normal talking seats) and she tells she is sleeping with her father in law. It started about two years ago after a random brush of their bodies in the kitchen. When it happened, her pussy immediately woke up. Later that night, she thinks by design, he walked by and did it again, making sure to grab her hip. What was weird is when she leaned to get out of the way her hand touched his arm and again, her pussy woke up.

As she is saying these words, my mind is completely blown. As I know my daughter, she gets talking and you just let her finish.

She went on to tell me that since he retired he is around a lot, hanging out but really, he talks care of the kids very well. But that first night was different. When the kids went to bed, he was waiting for her in the living room. He told her she was a great mom. Again, her pussy woke up. He asked what time Kevin (her husband) would be home and she said around 3:00, as the delivery schedule has been wacky since the snow last week.

He got up to go to the kitchen. As he walked by her he rubbed her neck and my daughter melted into the couch. He was gentle but he was trying to loosen her up too. He pushed the limits of touching her body and found his way down her arms and to her chest.

At this point I am dead silent. I have nothing to say.

He tells her to stand up and lean on the wall so he can rub her spine and back. She does and that is where it went sideways. He quickly moved under her shirt and found no bra…and then found her hanging tits.

At this point I said why didn’t you stop? Her answer was mom, I was putty in his hands. There was no going back that night.

This quick neck rub eventually led to her bedroom where she sucked his cock and they fucked. At 1:00, he left to go home.

Speechless….I barely stammered why did you let it happen again? Her answer was simple: he made her feel like the most wonderful woman, people, thing in the entire world. He pleased HER. Yes, she pleased him too, but he made her feel special.

They fuck at least one time per week. Sometimes she will go to his house when his wife isn’t there too.

Over two years! My mind is completely blown!

4
# 68540 - by Kim / November 8, 2023
- True Sex Confessions -
Straight Female / 28

Bucket List

I am a self admitted s l u t. I love cock and I have a difficult time saying no to it. I have a very cool and naughty boyfriend. He is totally good letting me engage my inner s l u t.

I have always wanted to be brought to a motel room and fucked until I have nothing left. Well, this happened two weeks ago. My boyfriend organized a 15 guy versus me gang bang, with 10 guys actually showing up.

One by one they showed up and o e by one I would give each head. When enough guys had arrived, they carried me to the bed and fucked me. I was there for my fantasy, but they were there to get off. They all did that and I came a bunch too.

0
# 68551 - by Gabrielle / November 9, 2023
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