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:

I Love Seeing Their Expression!

I love to flash guys my boobs a lot, also flash my other areas when possible but the look on their face when I do it just gives me an amazing feeling. Husband and I will be out on the boat making our way up the canal to the big water, we are passing a boat with guys in it, I slide my top to the side and listen to them whistling, hooting, begging for more from me. I have no idea why but it gets me on a higher level of happiness. I also cheered up a coworker one time just by showing them to him, we had been talking about some things he was going thru, we were on our way back from going out to lunch so when we were pulling into the parking lot at work I said Hey, go park back there for a minute and he is looking over at me unbuttoning my blouse and saying What is going? I said You need some boobs today and let him stare for a few seconds then told him to go ahead and touch if it would cheer him up. I was not married at the time though so it was a lot of fun for me also without any guilt at all.
So if you see a boat and the woman is flashing you it could be me!!

Much Younger

Two years ago my friend Billy asked me to rent an apartment to his daughter Edna
I was not interested in renting but because it was my friend Billy I agreed.

His daughter lived there while she worked .
A few months ago I began having sex with Edna. We were like a married couple, I screwed her bareback.and cum my loads inside her.
Edna got pregnant . Edna is 24 and I am 47

She is 4 months pregnant.
Her father ( my friend Billy)) is upset with me because knocked her u

p. Like I told him it. Was consensual sex

Age should not be a problem

Need For Cock & Creampie

Some backstory, recently moved cities and broke up with my boyfriend a while back.
I have a pretty high sex drive and since breaking up have been masturbating a lot. Recently though have been super horny and thinking about cock.
I'm not usually the slutty type but being in a new place I have this weird urge to cut loose.
Thinking maybe I should give in and find a big cock or two to have their way with me.
I keep looking at porn of big dicks and I feel like I want to suck one then let a stranger cum inside me. Like what if I act wild for once and see what happens.
Imagining having a strangers cum inside me dripping out turns me on so much. I think I might do it...

When I Was Pregnant

I'm a 53 year old mom of 3 kids. I miss being pregnant, because I was a fuckin nymphomaniac when I was pregnant. My sex drive was on overdrive and I could not get enough. When I wasn't pregnant I had a normal healthy sex drive. Now at 53 going through menopause and my libido is non-existent. I just go through the motions once a week for my husband. But I long for the days of pregnancy. I loved feeling like that! I loved feeling like a complete whore. I know my husband misses it too. I mean I did anything and everything he and I wanted! I met women and brought them home for threesomes. We met men in bars and went to motels for complete gang bangs. We went to swingers clubs, glory holes... Whatever struck our fancy. I miss having several loads in all of my holes at once! I remember cum dripping out of my ass and pussy at the same time. I want to feel that again. We tried a couple of times only for me to lose total interest and going to bed. I've even let my husband fuck the girl we brought home last weekend.

I went to the gyno this week to see if there is anything to could give me. They say I have low levels of testosterone and that's probably why my libido is so low. Hopefully whatever they prescribe me will get me at least back to normal levels! I want to take several loads in my ass again while I suck my husband's cock as another woman sits on his face! See I'm getting horny again but then I'll lose it before my vibrator even gets warmed up.

I Slept With My Friend’s Husband And Son (separately)

I go back years with one of my friends. We are good friends, but when we were in our twenties, she was a bit of a slut and I found out that she slept with my boyfriend at the time. I confronted her about it and she apologised. Over time I forgave her, but I never forgot that she betrayed me like that.

A few months ago she had a trip away with her sister for several days and because her husband isn’t particularly great at cooking and running the house, she left me a set of keys and asked if I would pop around every couple of days to give them a hand.

Her husband is in his fifties so a similar age to me, her son is 19.

Even though years had passed, naughty thoughts started entering my head. Her husband has always been a bit of a flirt with me, so I thought maybe I could try my luck with him.

I gave him a ring one morning to ask if he wanted me to come round and cook dinner for them both. He loved the idea and invited me round, but he said it would just be him as his son would probably be out until late.

I set off to town and got some groceries for the meal, a bottle of wine, and decided to pick up some sexy lingerie.

I got home, went through my wardrobe and found a nice short tight dress with heels that I could wear. I slipped into my lingerie and dress, grabbed the ingredients and headed off.

When he opened the door he let out a “wow” when he saw me and said I looked fantastic. I laughed and said thanks!

We both went to the kitchen poured some wine and I started preparing dinner whilst he sat at the dining room table chatting to me. I made a point of bending over a few times when going into the oven so that he could get a nice view. As I bent over, my dress would keep hiking itself up a little bit, but I never bothered to pull it back down. Eventually I could feel the lower part of my bottom and knickers were exposed when I had my back to him and I caught him glimpsing a couple of times.

Eventually the food was ready and we sat down to eat with a second glass of wine. After we finished dinner we headed to the lounge where we sat on the sofa to watch some tv. As we watched tv and the wine flowed I slowly started to rub his leg with my hand. He never pushed it away so I began slowly moving it further up his inner thigh until eventually I could feel his cock pressing against my hand. I looked at him and we began to kiss passionately. After we kissed, I turned the TV off and led him by the hand upstairs to the bedroom. I pushed him on the bed, and slowly undid my dress and dropped it to the floor as he undid his jeans. I climbed onto the bed in my lingerie and heels and started tugging his jeans down as he took off his top. Once his jeans were off, I slowly pulled down his pants with my teeth to reveal his hard cock that sprung out like a jack in the box. I took his cock in my mouth with no hands and began to suck while keeping eye contact with him. He let out some moans and told me it’s the best BJ he had had in years. After I had finished sucking it, I stood up, undid my bra, then turned with my back to him and slowly slid my knickers down. I then crawled back onto the bed took his throbbing cock by the hand and guided it into my wet pussy. We fucked for the next hour or so in various positions, he even went down on me. To finish him off, I gave him another blowjob and he came in my mouth. There was a lot of cum, so I don’t think he had done it for while.

Feeling satisfied, I slipped back into my lingerie and dress and left him laying there in bed. As I was leaving I went to use the bathroom to check my makeup. As I went to to the bathroom, I found his son sitting naked on the toilet with his cock in hand and a surprised look on his face, he went bright red and whispered sorry. I quickly shut the door behind me and told him he had nothing to apologise for, young men are horny and wanking is perfectly normal. He tried to hide his cock out of embarrassment but I caught some glimpses of it and it was pretty red and big. I looked in the mirror to check my makeup quickly while he sat there, then went over to him and gave him a quick kiss on the cheek and left without him saying anything.

I knew my friends husband would be at work the following day, so in the morning I once again slipped into some lingerie and a tight little dress and heels. I went back to the house at about 10am and quietly let myself in. Once I knew the coast was clear, I headed up to her sons room and there he was asleep in bed. I went to his side and gave him a gentle nudge, he woke up looking surprised to see me and said sorry his dad wasn’t home. I looked at him and told him I wasn’t there for his dad, but had come to see him. He looked a bit puzzled and sat up. I then unzipped my dress and dropped it to the floor. His face lit up and I slowly pulled the covers back to see the outline of his hard cock through his boxers. Just like his dad, I then proceeded to have my way with him.

Close Family Friends

I'll try to make this short, but it's involved. I am a college soon to be junior. I am home for the summer and had something happen last weekend that made me question my sexuality. My confession is that since a very young girl, elementary school, I have had a crush on one of my parent's friends, the husband of a couple that lives just on the other side of the golf course from us. I have, many times since my middle school years, masturbated to thoughts of this man! He is the opposite of my father, who is shorter, smaller, pale and has been bald or shaved my entire life. I have always joked that this man, I'll call him E, was my "boyfriend" and my mother has always referred to him, even in front of his family as such. It is just a running joke however I don't think anyone is aware of just how much I would love to feel him inside me, or how badly I would love to lay in bed feeling him nude beside me. I have had a few boyfriends since high school and now college, but something about E really stimulates me!

Last weekend my parents and I were visiting their house for dinner and drinks on the patio. Their girls are a few years older than I and live now in other states after graduating college. My older sibling is in college and didn't return for the summer, so it was me and my parents and E and his wife J. I am acutely aware of my attraction to E but after dinner my parents went back to our house, and I stayed on the patio with E and J watching the end of a movie. It got really still, and J suggested we should take a dip in their pool to cool off. She showed me a closet that contained a few clean swimsuits. She said to choose whichever fit, and I picked one. I quickly changed and went out to the pool. E was sitting in the water, and I entered while we waited for J. This couple has always seemed very classy to me, and they have never ever been inappropriate in any way, with this evening being no different. Shortly J came out, and this is what made me question my sexuality. J is a very striking woman with rather large breasts, beautiful pale skin, and natural jet-black hair that is beautiful in contrast to her light complexion. I had often thought of how pretty she is, but for some reason seeing her in her light-colored swimsuit and seeing how slim she is despite how large her breasts are, as she made her way into the pool, really made me look and try not to stare.

I sat there with the two of them, and maybe because my parents had gone home already, and none of the other siblings were there, I felt like an adult among other adults. It was the first time around them I felt that way. We sat there chatting and enjoying the night air, but my mind kept trailing off about the idea of the two of these people who I found so attractive, having sex! Try as I might, I could not stop fantasizing what they would look like and sound like! I even had to covertly touch my pussy under the water looking at J's large breasts, which now completely showed the outline of her large nipples prominently hard against her wet swimsuit. I am not sure if I am bi or not but seeing her was really turning me on. E eventually said he needed to go to bed since he had an early golf outing and began to get out of the pool. He was wearing, not long board shorts like the guys at school wear, but not a weird speedo either. I watched as he got out of the water in a short pair of swim shorts which were clinging to his body and especially his penis in the thin navy material. I could even make out the outline of his prominent shaft and pronounced head even though he wasn't hard.

When it came time for us to get out, the night air had grown chillier, and we dried off quickly. As we headed inside, I mentioned how cool it had gotten and J said, she had already turned on the sauna so we could warm up before I had to leave. We walked down a short hallway and right in front of me J slipped off her swimsuit, hung it on a hook grabbed a towel and waited for me to do the same. I followed her lead, and we opened the door to the sauna. Once inside she took her towel, folded it, and put it on the bench, and sat on it. I had never been in a sauna but did the same, acting like being nude in front of a woman that I had been fantasizing about just a little bit ago was no big thing! She and I sat there enjoying the penetrating heat. A couple of times she got up to drip some water on the scorching hot stones. It was all I could do not to reach out and grasp her heavy soft breasts with their large pale areolas and large hard nipples, as they hung down so sexy while she leaned forward. I had positioned myself so that I was looking straight on at her, and I could see her full pussy lips spread open a bit each time she shifted her position. I was soaking wet imagining her husband's swollen penis thrusting in and out of her. Now I find myself thinking about both of their bodies and what their sex must be like! I keep masturbating to this memory.

My Friend Needed It

I invited my very close friend over and to stay the night, I worked with her she was a single mom. This particular day she was sitting talking to me about this other lady we worked with she was always moody. We were saying how bad she was when my husband walked in, he doesn’t like to talk about people he says you don’t know what she might be going through. Anyway we complained about her and my husband said she obviously needs a good root? My friend says don’t worry about her I need one as well. My husband said you need to ask her before I help you out? We looked at each other she smiled and looked straight at me, I didn’t know what to say so I said sure later tonight when the kids are asleep.

I didn’t think she was serious my husband had gone for a beer by this stage.

She knew my husband was big as ladies we talk about this shit but didn’t think she might actually want to have sex with my husband.

Nothing more was said she went for a shower came back we ate dinner put the kids to bed and when she bent over I could see she didn’t have any knickers on under her nightdress, I immediately thought wow she must really want to go to bed with my husband, he was just laying about I went to have a shower came back for awhile then said I’m going to bed.

This them together, I got into bed removed my underwear and started playing with myself thinking about what might go on. I started cumming straight away I couldn’t stop then I got up went to my husband kissed him and said take it easy on her. He looked at me smiled and said see you later on.

10 minutes later I could hear her moaning I had to see if I could see what was going on, he had her under him with her legs in the air and was trying to get himself fully into her, the cum was running down my legs I never thought I’d be so turned on but I stayed trying to watch him fuck her.

I eventually went to bed after he filled her, I woke some time later listening to her moaning really loudly. I knew at this moment he had all 8 inches fully buried in her and he wasn’t going to go easy on her.

Next morning my husband climbed in bed with me I was so wet he rubbed me knowing he needed to fuck me now, for the next hour I couldn’t get enough finally he blew his load into me.

I got up showered and went to kitchen, my friend was there making coffee and asked if I wanted one as well. We sat there taking she didn’t know what to say so I said I hope you enjoyed yourself? She said it was the best night she’d ever had and said I hope he wasn’t serious about our work friend we were complaining about, I said why? She said he will break her I just smiled and said maybe he will.

She asked if she could come over and stay again one night? I laughed and said I’m sure he not going to mind.

Three months ago I invited our other work colleague over filled her with wine and feed her to my husband, he said she had the tightest pussy he’d ever had and yes he sent her home to her husband full of his cum.

She has been back all she wants is his big dick she said then goes home.

I don’t complain I get the aftermath either next morning or when they leave, sometimes he’s too much for me and have to get him to stop.

For now we’re all getting what we want.

We Know Each Other So Well

I’m dating my buddies sister again kind of. When we where young we my buddy any I 17 his sister and her friend where 15 we used to stay home when ever they would sleepover. My buddy and I would take one of the 3 or 4 girls that would sleep over and we would teach them and show them about sex. Their parents would often go out or have people over and get a little tipsy. Summers at their house was fun. Anytime they had a sleep over we would get lucky. There was nights where we would fuck all of the girls at different times. His sister was off limits kind of. I’d always make sure she wasn’t left out. She learned early what another girls pussy and ass tastes like. Tamra his sister and her best friend Carie who was a little chubby would go at it. Those 2 liked getting filled together. Most of the time we didn’t see each other we would pick what girls we wanted. I always gave him first pick since it was his house and I knew he wouldn’t pick his sister the one I wanted. Tamra was slim and had perky tits curly brown hair these legs that came to a perfectly round ass. There was nothing she wouldn’t do. When we graduated and I went off to school everything kind of stopped and when I moved back my buddy was off in the military and Tamra was dating some guy and had been for a while. We ran into each other at a bar one night. He must know about our history and special friendship because he was not happy to see me and hated Tamra’s reaction when she saw me. It was weeks later when saw each other again and we quickly picked up where we left off. She was interested in her bf when I was not around but quickly admitted that the strong feelings where there when she saw me. The sex was great we knew what we each liked our kinks she never forgot she just got better. Pussy tasted great ass was good long legs didn’t take long as we both needed it. Funny how shit works out. When her brother found out he said he figured we like eventually date after all the time I railed her when we where younger. He knew all along and let us.

In Front Of Everyone We Seem To Not Like Each Other

My friend had been married to his wife Natalie for years. They met after college and I had known her for a while as well. She know that I know about her past and she doesn’t like that. I was part of her past and it bothered her I was friends with her husband. What last is this you ask. She was a waitress at this little dive bar I’d hang out at while in school next town over. Don’t ge time wrong Nat was and is a good looking girl. She is short 5 foot 2 maybe 140 lbs nice sized tits but her weight is all around her ass and thighs. Nicest ass I ever fucked I tell her when no one is around. She tells me to shut up. You see she’s a couple of years older and at this bar she was always super flirty and the waitresses wore short skirts revealing tops it was a mandatory uniform all the girls wore. She was probably the youngest waitress there out of 8 girls not including the bartenders. We hit on them they always got hit on and some of them would let us but then drinks then eventually we would take them home. It was fun they where older bar flys. Bat being a bit younger she always got hit on. She acts like she hates me now but back then I asked her out took her home and had 3 of us the first time. She was the first girl we ever made air tight. This wasn’t a 1 time thing I’m talking a couple of dozen times in a span of 3 years. There is not one part of Nats body that has not had my cum on it. I tried everything you could possibly do with her. We had her anal ass to mouth double penetration air tight. Some nights I would just have her to myself and go at her ass and mouth. When I left school we kept in touch but moved on and started dating. Then a couple of years later she shows up at a party with my buddy. The look on her face I didnt say anything until we where alone. She said that she really likes him and didn’t want me to fuck it up. We made a deal and i was balls deep in her ass a few hours later. She admitted that i have been the only guy that has ever been able to make her squirt from regular vaginal sex and anal. So when I slammed into her that night and she squirted all over my bed I knew I had her. They got married she walked down the aisle with my cum in her ass. Something blue was a garter and an ass plug that I gave her. She pulled it out at the reception and handed it over to me. She acts as if she hates me makes a really good front. With all out friends around she makes crude comments towards a few of us. He is happy so we leave it. We play grab ass when we are alone. If we are hanging out together my finger smells like her pussy or ass. She let me slip it in one night while everyone was outside and her husband less then 10 feet and a slider and a thin wall the only thing separating us. I told her that my old college roommate was coming in to town and mentioned that I was happy to have him stay a few days and she was going to need to take a small trip for work. She just nodded and spent 2 days re in-acting out old college days. She went home with a sore mouth and swollen pussy. It’s been years she hasn’t had a good dp in a while last week when she came by my job site trailer she mentioned that she had not been double stuffed in a while and was due. It’s funny to see how she acts when we are alone. She has admitted that she care a lot about me. I figured she did since she lets me treat her like a lice of meat. She’s a good fuck and I’m just happy to have this ass for as long as I have had access to it.

Sally

My girlfriend has joined a religious group and I didn't think anything of it and till I took a visit.

The group call themselves white spirit future and they meet in the basement of an oldish building which has been refitted.

I expected the average stuff, you know preying, meditation etc. But what I saw blew my mind.

My girlfriend, Sally, 24, I admit did ask me if I was ready to see what it's about and as I have seen mist things did say yes.

I arrived late, way after her as I had to finish up on a few jobs I had to complete but when I arrived I was met at the door by a man in his 40s dressed a little like a priest. He welcomed me after I had introduced myself and he led me down a long corridor to a door.

Inside there was a thick curtain and men and women of ages between 20 and 50 were sitting on chairs, waiting. I was asked if I would like to take a look or participate, I chose to just look first see what it was all about.

I was taken into a small room with a small window and a curtain over it. I was alone in the room.

I opened the curtain and I nearly fell off my seat and fell to the ground.

I saw four couples of different ages having sex. I was stunned but waited. I didn't see Sally there, but after minutes the couples exchanged partners so basically each man had four women and each women had four men.

I was about to walk out when I saw Sally enter the room half naked. I froze.

She smiled and all four couples left the room and another four three couples and one woman entered the room.

Three couples started making out and a woman, around 30 went toward my girlfriend Sally and started making out with her.

Sally seemed to be enjoying it.
I sat longer and then another man entered the room and started doing Sally while the woman watched.

A few minutes later all couples changed partners and at the end Sally had been with one woman and four different men.

Then I left and went home and waited for Sally to arrive.

I didn't understand what was going on so of course questioned her.

She said that it wasnt to hurt me at all that it was fun and it makes her feel powerful and more, useful.

It took me a while to cool off but eventually did as in the end it's her body and life. I asked her if she will be going again and she said yes if its okay with me.

Well, I'm a guy, so also have my kinky side so told her it's okay if she is treated well.

So I never went again but I now know that Sally goes there three evenings a week which means she gets pumped by 12 different men and licked out by at least one woman a week, which is a turn on.

What am I doing while she's there? Don't ask, use your imagination lol

True however.
In bed she tells me she likes being a s*x doll and likes women too.